CN115160577B - Polylysine function-based modified macromolecular water reducer and preparation method and application thereof - Google Patents
Polylysine function-based modified macromolecular water reducer and preparation method and application thereof Download PDFInfo
- Publication number
- CN115160577B CN115160577B CN202210801565.4A CN202210801565A CN115160577B CN 115160577 B CN115160577 B CN 115160577B CN 202210801565 A CN202210801565 A CN 202210801565A CN 115160577 B CN115160577 B CN 115160577B
- Authority
- CN
- China
- Prior art keywords
- polylysine
- water reducer
- anhydride
- function
- macromolecular water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 114
- 108010039918 Polylysine Proteins 0.000 title claims abstract description 110
- 239000003638 chemical reducing agent Substances 0.000 title claims abstract description 104
- 229920000656 polylysine Polymers 0.000 title claims abstract description 86
- 238000002360 preparation method Methods 0.000 title abstract description 29
- 238000006243 chemical reaction Methods 0.000 claims abstract description 26
- 229920002521 macromolecule Polymers 0.000 claims abstract description 14
- 239000000178 monomer Substances 0.000 claims abstract description 11
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 10
- 239000004566 building material Substances 0.000 claims abstract description 5
- 125000003277 amino group Chemical group 0.000 claims abstract description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 46
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 32
- 229940014800 succinic anhydride Drugs 0.000 claims description 32
- 239000003208 petroleum Substances 0.000 claims description 23
- 239000002202 Polyethylene glycol Substances 0.000 claims description 22
- 229920001223 polyethylene glycol Polymers 0.000 claims description 22
- 238000003756 stirring Methods 0.000 claims description 22
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims description 18
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 15
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 15
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 14
- 238000001035 drying Methods 0.000 claims description 14
- 238000001914 filtration Methods 0.000 claims description 14
- 230000001376 precipitating effect Effects 0.000 claims description 11
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 claims description 6
- 230000004048 modification Effects 0.000 claims description 6
- 238000012986 modification Methods 0.000 claims description 6
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 4
- JPSKCQCQZUGWNM-UHFFFAOYSA-N 2,7-Oxepanedione Chemical compound O=C1CCCCC(=O)O1 JPSKCQCQZUGWNM-UHFFFAOYSA-N 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- -1 glycol monomethyl ether monocarboxylic acid Chemical class 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 claims description 2
- YAXXOCZAXKLLCV-UHFFFAOYSA-N 3-dodecyloxolane-2,5-dione Chemical compound CCCCCCCCCCCCC1CC(=O)OC1=O YAXXOCZAXKLLCV-UHFFFAOYSA-N 0.000 claims description 2
- 150000008065 acid anhydrides Chemical class 0.000 claims description 2
- KKHUSADXXDNRPW-UHFFFAOYSA-N malonic anhydride Chemical compound O=C1CC(=O)O1 KKHUSADXXDNRPW-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- RMIBXGXWMDCYEK-UHFFFAOYSA-N oxonane-2,9-dione Chemical compound O=C1CCCCCCC(=O)O1 RMIBXGXWMDCYEK-UHFFFAOYSA-N 0.000 claims description 2
- 125000000373 fatty alcohol group Chemical group 0.000 claims 1
- 239000004567 concrete Substances 0.000 abstract description 20
- 229920005646 polycarboxylate Polymers 0.000 abstract description 13
- 230000035945 sensitivity Effects 0.000 abstract description 11
- 239000002253 acid Substances 0.000 abstract description 9
- 239000006185 dispersion Substances 0.000 abstract description 6
- 239000002994 raw material Substances 0.000 abstract description 6
- 239000000919 ceramic Substances 0.000 abstract description 4
- 239000010440 gypsum Substances 0.000 abstract description 4
- 229910052602 gypsum Inorganic materials 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 239000000654 additive Substances 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 238000004078 waterproofing Methods 0.000 abstract 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 51
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical group CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 46
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 22
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 21
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 19
- 238000005303 weighing Methods 0.000 description 18
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 14
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 13
- 229910052901 montmorillonite Inorganic materials 0.000 description 13
- 239000004568 cement Substances 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 241001122767 Theaceae Species 0.000 description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- 238000011056 performance test Methods 0.000 description 5
- 239000004576 sand Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000010276 construction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000002734 clay mineral Substances 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 229910052604 silicate mineral Inorganic materials 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- UXGNZZKBCMGWAZ-UHFFFAOYSA-N dimethylformamide dmf Chemical group CN(C)C=O.CN(C)C=O UXGNZZKBCMGWAZ-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052900 illite Inorganic materials 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000002687 intercalation Effects 0.000 description 1
- 238000009830 intercalation Methods 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- VGIBGUSAECPPNB-UHFFFAOYSA-L nonaaluminum;magnesium;tripotassium;1,3-dioxido-2,4,5-trioxa-1,3-disilabicyclo[1.1.1]pentane;iron(2+);oxygen(2-);fluoride;hydroxide Chemical compound [OH-].[O-2].[O-2].[O-2].[O-2].[O-2].[F-].[Mg+2].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[K+].[K+].[K+].[Fe+2].O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2 VGIBGUSAECPPNB-UHFFFAOYSA-L 0.000 description 1
- YOURXVGYNVXQKT-UHFFFAOYSA-N oxacycloundecane-2,11-dione Chemical compound O=C1CCCCCCCCC(=O)O1 YOURXVGYNVXQKT-UHFFFAOYSA-N 0.000 description 1
- 229920001308 poly(aminoacid) Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 239000011376 self-consolidating concrete Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000008030 superplasticizer Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/28—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/28—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/287—Polyamides
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/28—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/32—Polyethers, e.g. alkylphenol polyglycolether
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
- C04B2103/30—Water reducers, plasticisers, air-entrainers, flow improvers
- C04B2103/302—Water reducers
Landscapes
- Chemical & Material Sciences (AREA)
- Ceramic Engineering (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyamides (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses a polylysine function-based modified macromolecular water reducer and a preparation method and application thereof, and belongs to the technical field of concrete additives. The invention utilizes the graft reaction of the active amine group of the polylysine branched chain, the long-chain macromolecule and the anhydride monomer to obtain the water reducer, and the structural formula is shown as (I):wherein m=20-115; x-a=10-47; a=3-10; x=20-50. The polylysine function-based modified macromolecular water reducer has the molecular structure of polyamino acid and similar polycarboxylate water reducer, and shows excellent water-reducing dispersion and mud-resisting sensitivity when used as a concrete water reducer. Meanwhile, the water reducer has simple production process, raw materials are commercially available, and the cost is obviously reduced. In addition, the variety and the proportion of the long-chain macromolecules and the anhydride can be regulated and controlled, so that the waterproof and waterproof material can be applied to various fields such as building materials, gypsum, ceramics and waterproofing.
Description
Technical Field
The invention belongs to the technical field of concrete additives, and particularly relates to a polylysine function-based modified macromolecular water reducer, and a preparation method and application thereof.
Background
Concrete admixtures refer to substances which are incorporated to improve and adjust the service properties of concrete, and have become an indispensable fifth component in the field of cement concrete. The water reducer or superplasticizer is one of the most important concrete additives, and when a proper amount of water reducer is added in the concrete preparation process, the fluidity and the working performance of the concrete can be obviously improved while the water required by mixing is obviously reduced, and meanwhile, the physical structure of the concrete after solidification is more uniform, so that the mechanical strength of the concrete is improved. The traditional naphthalene sulfonate formaldehyde condensate, sulfamate, melamine sulfonate formaldehyde condensate and other high-efficiency water reducing agents have the defects of large addition amount, poor water reducing performance, large change of concrete slump and the like, and meanwhile, the environment load of production raw materials and processes is large, so that the requirements of concrete construction and sustainable development cannot be met. The polycarboxylate water reducer developed in recent years has become one of the dominant products of high-performance water reducers due to the characteristics of high water reducing rate, good slump retaining property, high later strength increase, suitability for preparing high-strength, ultrahigh-strength concrete, high-fluidity, self-compacting concrete and the like.
Although the advantages of polycarboxylate water reducers are remarkable, there are a number of aspects in need of continuous improvement. The polycarboxylate water reducer has strong sensitivity to the mud content in the aggregate, which severely restricts the application and popularization of the polycarboxylate water reducer. The clay contains common clay minerals such as kaolinite, illite, montmorillonite and the like, and is produced in nature by weathering of silicate minerals. Clay minerals are mainly layered silicate minerals and are mainly characterized by a layered structure of silica tetrahedra combined with alumina octahedra, and exhibit layered morphological characteristics. It is due to the very adverse effect of the specific structure of clay minerals on the application of the polycarboxylate water reducer that these minerals exhibit strong adsorptivity and interference with the polycarboxylate water reducer, thus greatly reducing the opportunities and abilities of interaction between the polycarboxylate molecules and the cement particles, macroscopically representing a significant decrease in the water reduction rate and a serious decrease in slump retaining performance of the polycarboxylate water reducer. In addition, soil absorbs water and swells in the concrete, increasing the water demand of the fresh concrete. When the soil content in the aggregate is too high, the strength of the interface transition area between the cement and the aggregate can be influenced, and the physical and mechanical properties such as the compressive strength, the flexural strength, the volume stability and the like of the concrete are reduced. Moreover, with the rapid development of the economy in China, the construction industry consumes a large amount of high-quality sand and stones, and due to the shortage of high-quality raw materials such as sand and stones, the machine-made sand, inferior stones and sand and the like are widely applied to various construction projects, and the fact that the soil content in sand aggregate exceeds the standard becomes an unavoidable serious reality of the industry. It is the critical reality that is the soft rib of polycarboxylate water reducer, therefore, how to solve the sensitive key problem of polycarboxylate water reducer to mud content is of great practical significance. The present inventors have first proposed and prepared a polyamino acid water reducer and a preparation method thereof in patent CN201910140420.2, which not only has excellent water-reducing dispersibility, but also exhibits excellent mud resistance sensitivity, and also discusses and clarifies the mechanism of action thereof (Colloids and Surfaces A: physicochemical and Engineering Aspects,2022,634,127953.). However, the price of the polyamino acid macromolecular raw material is high, which is not beneficial to industrial application and popularization. Based on this, the present inventors have synthesized a series of macromolecules having a structure similar to polyamino acids using polyether macromonomers for a conventional polycarboxylate water reducer as a main raw material in patent CN 202111094415.6. The invention further designs and prepares a modified macromolecule based on the polylysine function based on the molecular structure design, which is used for researching and applying the water-reducing dispersion and the mud-resistant sensitivity of a cement concrete system, and simultaneously has application in the fields of construction, building materials, gypsum, ceramics, water resistance and the like.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides a polylysine function-based modified macromolecular water reducer, a preparation method and application thereof, which can effectively improve water-reducing dispersibility and stress-resistance sensitivity, reduce cost and improve efficiency.
In order to achieve the technical purpose, the invention adopts the following technical scheme:
a modified macromolecular water reducer based on polylysine function is obtained by utilizing graft reaction of active amine groups of polylysine branched chains, long-chain macromolecules and anhydride monomers, and the structural formula is shown as (I):
wherein m=20-115; x-a=10-47; a=3-10;x＝20-50。
further, the polylysine refers to epsilon polylysine P epsilon L, and the molecular weight Mw is 3000-5000.
Further, the long-chain macromer refers to (monomethoxy) polyethylene glycol monocarboxylic acid (PEG-COOH) or fatty alcohol polyoxyethylene ether carboxylic acid (mPEG-COOH).
Further, the (monomethoxy) polyethylene glycol monocarboxylic acid refers to polyethylene glycol monocarboxylic acid or polyethylene glycol monomethyl ether monocarboxylic acid (AEC series), and the molecular weight Mw is 1000-5000.
Further, the fatty alcohol-polyoxyethylene ether carboxylic acid is dodecanol (lauryl alcohol) polyoxyethylene ether carboxylic acid with a molecular formula of C 12 H 25 O(CH 2 CH 2 O) n CH 2 COOH, n=3, 4,7,9; or stearyl alcohol polyoxyethylene ether carboxylic acid with molecular formula of C 18 H 37 O(CH 2 CH 2 O) n CH 2 COOH,n＝3，4，7，9。
Further, the molar ratio of the polylysine, the long-chain macromer and the anhydride monomer is 20-50:1:3-10.
Further, the acid anhydride monomer refers to one or more of malonic anhydride, succinic anhydride, glutaric anhydride, adipic anhydride, maleic anhydride, ethylenediamine tetraacetic anhydride, suberic anhydride, sebacic anhydride, dodecylsuccinic anhydride, phthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride and the like.
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: and (3) dissolving polylysine, a long-chain macromolecular monomer and an anhydride monomer in a solvent, adding a water binding agent and a catalyst, stirring at 10-40 ℃ for 12-48 hours, ending the reaction, precipitating with petroleum ether, filtering, and drying to obtain the polylysine-function-based modified macromolecular water reducer.
Further, the solvent is N, N-dimethylformamide DMF.
Further, the preferred water-binding agent is Triethylamine (TEA) and the catalyst is a 4-Dimethylaminopyridine (DMAP)/N, N-Dicyclohexylcarbodiimide (DCC) system.
The application of the modified macromolecular water reducer based on the polylysine function is applied to the fields of building materials, gypsum, ceramics, water resistance and the like.
Advantageous effects
(1) The polylysine function-based modified macromolecular water reducer has a structure of polyamino acid macromolecules, has a molecular structure similar to that of a polycarboxylic acid water reducer, and has excellent water-reducing dispersion and mud resistance sensitivity when used as a concrete water reducer.
(2) The macromolecular water reducer based on polylysine functional modification has simple production process, mainly uses the polyethylene glycol derivative or the fatty alcohol polyoxyethylene ether (large) molecule sold in the market as the raw material, and is assisted by a small amount of epsilon polylysine (P epsilon L) sold in the market, thereby remarkably reducing the production cost and being very beneficial to industrialized application and popularization.
(3) The invention can also obtain the polylysine functional modified macromolecular water reducer with different water reducing and dispersing properties by optimizing the types and the proportion of grafted long-chain (macro) molecules and anhydride, can be used as a cement concrete water reducer, and can be applied to the fields of building materials, gypsum, ceramics, water resistance and the like.
Drawings
FIG. 1 is a synthetic route diagram of a polylysine functional modified macromolecular water reducer based on the invention;
FIG. 2 shows the fluidity performance of the purified slurry of the polylysine functional modified macromolecular water reducer of the present invention at different montmorillonite doping levels (0-5.0%);
FIG. 3 shows the flow properties of the slurry over time of the polylysine functional modified macromolecular water reducer of the present invention at a fixed montmorillonite loading (2.0%);
FIG. 4 shows particle size and particle size distribution of an aqueous solution of a macromolecular water reducer based on polylysine function.
Detailed Description
The technical scheme of the present invention is further described below with reference to specific examples, but is not limited thereto.
Example 1
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 6g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 2000) and 1.2g Succinic Anhydride (SA), dissolving in DMF, respectively adding 0.25g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on polylysine function.
Example 2
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 6g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 2000) and 1.5g Succinic Anhydride (SA), dissolving in DMF, respectively adding 0.25g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on polylysine function.
Example 3
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 6g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 2000) and 1.8g Succinic Anhydride (SA), dissolving in DMF, respectively adding 0.25g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on polylysine function.
Example 4
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 9g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 3000) and 1.2g Succinic Anhydride (SA), dissolving in DMF, respectively adding 0.25g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on polylysine function.
Example 5
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 9g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 3000) and 1.5g Succinic Anhydride (SA), dissolving in DMF, respectively adding 0.25g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on polylysine function.
Example 6
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 9g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 3000) and 1.8g Succinic Anhydride (SA), dissolving in DMF, respectively adding 0.25g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on polylysine function.
Example 7
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is approximately equal to 3800-4300) and 2.2g dodecanol polyoxyethylene ether carboxylic acid (C) 12 H 25 O(CH 2 CH 2 O) 7 CH 2 COOH, mw=552) and 1.6g of Succinic Anhydride (SA) were dissolved in DMF, 0.25g of TEA, 0.15g of DMAP and 0.1g of DCC were added respectively, and after stirring at room temperature for 24 hours, the reaction was ended, precipitated with petroleum ether, filtered and dried to obtain a polylysine function-based modified macromolecular water reducer.
Example 8
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is approximately equal to 3800-4300) and 2.2g dodecanol polyoxyethylene ether carboxylic acid (C) 12 H 25 O(CH 2 CH 2 O) 7 CH 2 COOH, mw=552) and 2.0g Succinic Anhydride (SA) were dissolved in DMF, 0.25g tea, 0.15g DMAP and 0.1g DCC were added, respectively, stirred at room temperature for 24h, and then the reaction was terminated, precipitated with petroleum ether, filtered and dried to obtain the polylysine-based functionAnd (3) modifying the macromolecular water reducer.
Example 9
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is approximately equal to 3800-4300) and 2.2g dodecanol polyoxyethylene ether carboxylic acid (C) 12 H 25 O(CH 2 CH 2 O) 7 CH 2 COOH, mw=552) and 2.4g of Succinic Anhydride (SA) were dissolved in DMF, 0.25g of tea, 0.15g of DMAP and 0.1g of DCC were added respectively, and after stirring at room temperature for 24 hours, the reaction was ended, precipitated with petroleum ether, filtered and dried to obtain a polylysine function-based modified macromolecular water reducer.
Example 10
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is approximately equal to 3800-4300) and 2.56g dodecanol polyoxyethylene ether carboxylic acid (C 12 H 25 O(CH 2 CH 2 O) 9 CH 2 COOH, mw=640) and 1.6g of Succinic Anhydride (SA) were dissolved in DMF, 0.25g of TEA, 0.15g of DMAP and 0.1g of DCC were added respectively, and after stirring at room temperature for 24 hours, the reaction was ended, precipitated with petroleum ether, filtered and dried to obtain a polylysine function-based modified macromolecular water reducer.
Example 11
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is approximately equal to 3800-4300) and 2.56g dodecanol polyoxyethylene ether carboxylic acid (C 12 H 25 O(CH 2 CH 2 O) 9 CH 2 COOH, mw=640) and 2.0g of Succinic Anhydride (SA) were dissolved in DMF, 0.25g of tea, 0.15g of DMAP and 0.1g of DCC were added respectively, and after stirring at room temperature for 24 hours, the reaction was ended, precipitated with petroleum ether, filtered and dried to obtain a polylysine function-based modified macromolecular water reducer.
Example 12
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is approximately equal to 3800-4300) and 2.56g dodecanol polyoxyethylene ether carboxylic acid (C 12 H 25 O(CH 2 CH 2 O) 9 CH 2 COOH, mw=640) and 2.4g Succinic Anhydride (SA) in DMF, 0.25g tea, 0.15g DMAP and 0.1g DCC were added respectively, and after stirring at room temperature for 24h, the reaction was ended, precipitated with petroleum ether, filtered and dried to obtain the polylysine function-based modified macromolecular water reducer.
Example 13
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 9g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 3000) and 1.71g Glutaric Anhydride (GA) are weighed and dissolved in DMF, 0.25g TEA, 0.15g DMAP and 0.1g DCC are respectively added, stirring is carried out at room temperature for 24 hours, the reaction is finished, petroleum ether is used for precipitation, filtering and drying are carried out, and the macromolecular water reducer based on polylysine function modification is obtained.
Example 14
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 9g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 3000) and 1.92g adipic anhydride (HA) to dissolve in DMF, respectively adding 0.25g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on polylysine function.
Example 15
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is approximately equal to 3800-4300) and 2.56g dodecanol polyoxyethylene ether carboxylic acid (C 12 H 25 O(CH 2 CH 2 O) 9 CH 2 COOH, mw=640) and 2.28g of Glutaric Anhydride (GA) were dissolved in DMF, 0.25g of tea, 0.15g of DMAP and 0.1g of DCC were added respectively, and after stirring at room temperature for 24h, the reaction was terminated, precipitated with petroleum ether, filtered and dried to obtain a polylysine functional modified macromolecule.
Example 16
The preparation method of the polylysine function-based modified macromolecular water reducer comprises the following operation steps: 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 9g polyethylene glycol monocarboxylic acid (PEG-COOH, mw is about 3000) and 1.5g Succinic Anhydride (SA) are weighed and dissolved in DMF, 0.25g TEA, 0.15g DMAP and 0.1g DCC are respectively added, stirring is carried out at room temperature for 24 hours, the reaction is finished, petroleum ether is used for precipitation, filtering and drying are carried out, and the macromolecular water reducer based on polylysine function modification is obtained.
Example 17
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw approximately equal to 3800-4300) and 2.82g stearyl polyoxyethylene ether carboxylic acid (C) 18 H 25 O(CH 2 CH 2 O) 9 CH 2 COOH, mw=706) and 2.0g of Succinic Anhydride (SA) were dissolved in DMF, 0.25g of tea, 0.15g of DMAP and 0.1g of DCC were added respectively, and after stirring at room temperature for 24 hours, the reaction was ended, precipitated with petroleum ether, filtered and dried to obtain a polylysine function-based modified macromolecular water reducer.
Example 18
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 9g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 3000) and 1.47g Maleic Anhydride (MA) to be dissolved in DMF, respectively adding 0.25g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on the polylysine function.
Example 19
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 9g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 3000) and 2.22g Phthalic Anhydride (PA) are weighed and dissolved in DMF, 0.25g TEA, 0.15g DMAP and 0.1g DCC are respectively added, the reaction is finished after stirring for 24 hours at room temperature, petroleum ether is used for precipitation, filtration and drying are carried out, and the macromolecular water reducer based on the polylysine function is obtained.
Example 20
Function change based on polylysineThe preparation method of the sex macromolecule water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is approximately equal to 3800-4300) and 2.56g dodecanol polyoxyethylene ether carboxylic acid (C 12 H 25 O(CH 2 CH 2 O) 9 CH 2 COOH, mw=640) and 1.57g Maleic Anhydride (MA) were dissolved in DMF, 0.25g TEA, 0.15g DMAP and 0.1g DCC were added, respectively, and after stirring at room temperature for 24h, the reaction was terminated, precipitated with petroleum ether, filtered and dried to obtain a polylysine functional modified macromolecule.
Example 21
A preparation method of a polylysine function-based modified macromolecular water reducer comprises the following steps: weighing 4.0g epsilon polylysine (P epsilon L, mw is about 3800-4300), 15g monomethoxy polyethylene glycol monocarboxylic acid (mPEG-COOH, mw is about 5000) and 1.5g Succinic Anhydride (SA), dissolving in DMF, respectively adding 0.3g TEA, 0.15g DMAP and 0.1g DCC, stirring at room temperature for 24 hours, ending the reaction, precipitating with petroleum ether, filtering and drying to obtain the macromolecular water reducer based on polylysine function.
Performance testing
The polylysine function-based modified macromolecular water reducer has the structure of a polyamino acid macromolecule and also has a molecular structure similar to that of a polycarboxylic acid water reducer. Therefore, a commercially available polycarboxylate water reducer (PCE 0 ) For comparison, the net pulp fluidity and the net pulp fluidity retention performance test experiments were performed with reference to the national standard GB/T8076-2008.
Meanwhile, in order to further study the sensitivity of the polylysine functional modified macromolecular water reducer to the mud content, the invention takes montmorillonite which is most sensitive to the polycarboxylic acid water reducer as an example, designs a net pulp fluidity performance test under the condition of doping different montmorillonite (0-5.0% and cement mass ratio) and fixed montmorillonite (2.0% and cement mass ratio), the result of the net pulp fluidity performance test under the condition of doping different montmorillonite and fixed montmorillonite is shown in table 1, and the result of the net pulp fluidity performance test under the condition of doping different montmorillonite and fixed montmorillonite is shown in fig. 2 and 3. The result shows that the polylysine function-based modified macromolecular water reducer provided by the invention not only has excellent water-reducing dispersion performance, but also has excellent mud resistance sensitivity when being used as a water reducer.
The cement paste fluidity experiment result shows that the polylysine function-based modified macromolecular water reducer has excellent water-reducing dispersion performance. Thus, 40% of the mother liquor was collected and the aggregation state in an aqueous solution was measured by a Markov laser particle sizer (Nano ZS series), and the result is shown in FIG. 4. The figure shows that the polylysine functional modified macromolecular water reducer prepared by the invention also exists in an aggregate form in an aqueous solution, and the polylysine functional modified macromolecular water reducer not only has carboxyl, amino, polyethylene glycol and other hydrophilic groups, but also contains a hydrophobic five-carbon repeating unit main chain and a carbon chain containing repeating unit branched chain structure, so that self-assembly occurs in the aqueous solution to form a nano aggregate taking a hydrophobic carbon chain as an inner core and a hydrophilic chain segment as a shell, and the steric hindrance effect of the system is further increased due to the form of the polylysine functional modified macromolecular aggregate, so that the polylysine functional modified macromolecular water reducer has excellent water-reducing dispersion performance; meanwhile, the net pulp fluidity performance test results under the condition of different montmorillonite and fixed montmorillonite doping amounts also show that the polylysine function-based modified macromolecular water reducer prepared by the invention has excellent mud resistance sensitivity, which corresponds to the mud resistance sensitivity of the polyamino acid macromolecules proposed before, namely, the steric hindrance effect of the polylysine function-based modified macromolecular water reducer aggregate can effectively block intercalation adsorption consumption of montmorillonite, bentonite, kaolin and other soil on the water reducer molecules, thereby further showing mud resistance sensitivity.
Table 1 cement paste fluidity based on polylysine functional modified macrowater reducer prepared in the blending example
It should be noted that the above-mentioned embodiments are merely some, but not all embodiments of the preferred mode of carrying out the invention. It is evident that all other embodiments obtained by a person skilled in the art without making any inventive effort, based on the above-described embodiments of the invention, shall fall within the scope of protection of the invention.
Claims (9)
1. The modified macromolecular water reducer based on the polylysine function is characterized by being obtained by utilizing the grafting reaction of active amine groups of polylysine branched chains, long-chain macromolecules and anhydride monomers, and the structural formula is shown as (I):
；
wherein m=20-115, x-a=10-47, a=3-10, and x=20-50.
2. The macromolecular water reducer based on functional modification of polylysine according to claim 1 wherein polylysine is epsilon polylysine P epsilon L and has a molecular weight Mw of 3000-5000.
3. The polylysine functional modification-based macromolecular water reducer according to claim 1, wherein the long-chain macromer is (monomethoxy) polyethylene glycol monocarboxylic acid.
4. The polylysine-function-based modified macromolecular water reducer according to claim 1, wherein the long-chain macromer is fatty alcohol polyoxyethylene ether carboxylic acid.
5. A polylysine functional modification based macrowater reducer according to claim 3 wherein said (monomethoxy) polyethylene glycol monocarboxylic acid is polyethylene glycol monocarboxylic acid or polyethylene glycol monomethyl ether monocarboxylic acid, and the molecular weight Mw is 1000-5000.
6. The polylysine functional modified macromolecular water reducer according to claim 1 wherein the molar ratio of polylysine, long-chain macromer and anhydride monomer is 20-50:1:3-10.
7. The polylysine functional modified macrowater reducer of claim 1, wherein the acid anhydride monomer is one of malonic anhydride, succinic anhydride, glutaric anhydride, adipic anhydride, suberic anhydride, dodecylsuccinic anhydride, phthalic anhydride and hexahydrophthalic anhydride.
8. A method for preparing the macromolecular water reducer based on polylysine function according to any one of claims 1 to 7, which is characterized by comprising the following steps: and (3) dissolving polylysine, a long-chain macromolecular monomer and an anhydride monomer in a solvent, adding a water binding agent and a catalyst, stirring at 10-40 ℃ for 12-48 hours, ending the reaction, precipitating with petroleum ether, filtering, and drying to obtain the polylysine-function-based modified macromolecular water reducer.
9. The use of a macromolecular water reducer modified based on polylysine functions according to any of claims 1-7, which is characterized by being applied to the field of building materials.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210801565.4A CN115160577B (en) | 2022-07-07 | 2022-07-07 | Polylysine function-based modified macromolecular water reducer and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210801565.4A CN115160577B (en) | 2022-07-07 | 2022-07-07 | Polylysine function-based modified macromolecular water reducer and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN115160577A CN115160577A (en) | 2022-10-11 |
| CN115160577B true CN115160577B (en) | 2023-07-28 |
Family
ID=83492322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210801565.4A Active CN115160577B (en) | 2022-07-07 | 2022-07-07 | Polylysine function-based modified macromolecular water reducer and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115160577B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN118085275B (en) * | 2024-02-01 | 2025-02-18 | 广州慕可生物科技有限公司 | Conditioning fluffy composition and application thereof in personal care products |
| CN120058263A (en) * | 2025-04-29 | 2025-05-30 | 四川砼道科技有限公司 | A low-sensitivity admixture for small-slump concrete and preparation method thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2002305241B2 (en) * | 2001-05-01 | 2007-10-18 | Gcp Applied Technologies Inc. | Defoamer for water reducer admixture |
| CN102140020B (en) * | 2010-11-24 | 2012-12-26 | 辽宁奥克化学股份有限公司 | Concrete water reducing agent and preparation method thereof |
| CN103011666A (en) * | 2012-11-30 | 2013-04-03 | 太原理工大学 | Polycarboxylate-type cement water-reducing agent and preparation method thereof |
| CN109897178B (en) * | 2019-02-22 | 2021-06-25 | 临沂大学 | A kind of polyamino acid carboxylic acid water reducing agent and preparation method thereof |
| CN110760037B (en) * | 2019-11-18 | 2022-03-08 | 中建西部建设建材科学研究院有限公司 | Amino acid modified mud-resistant polycarboxylate superplasticizer and preparation method thereof |
-
2022
- 2022-07-07 CN CN202210801565.4A patent/CN115160577B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN115160577A (en) | 2022-10-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN115160577B (en) | Polylysine function-based modified macromolecular water reducer and preparation method and application thereof | |
| CN102976657B (en) | Slushing agent for concrete and preparation method thereof | |
| CN101851323B (en) | Multi-branched polycarboxylic acid water reducing agent with excellent slump retaining performance and preparation method thereof | |
| CN105110687A (en) | Mud resisting and slump retaining type polycarboxylic acids water reducer and preparation method thereof | |
| CN114213603B (en) | Mud-resistant slow-release polycarboxylate superplasticizer and preparation method and application thereof | |
| CN101885888A (en) | Preparation method of slow-release type unshaped refractory additive | |
| CN104743957B (en) | Reduced and reinforced type polycarboxylate having high water-reducing rate and preparation method thereof | |
| CN110218022B (en) | Chitosan oligosaccharide graft modified polycarboxylate superplasticizer and preparation method thereof | |
| CN114804709A (en) | Novel early strength agent of nano calcium silicate hydrate polycarboxylic acid and preparation method thereof | |
| CN111808242A (en) | Preparation method of clay anti-sensitivity solid polycarboxylate superplasticizer | |
| CN112876667B (en) | Ferrocene modified polyoxyethylene ether monomer, ferrocene modified mud-resistant polycarboxylic acid water reducer and preparation method | |
| CN113801274B (en) | Polyamino acid and preparation method and application thereof | |
| CN113637123B (en) | Hyperbranched concrete tackifier and preparation method and application thereof | |
| CN114920889A (en) | Long side chain adsorption type mud-resistant slump retaining agent and preparation method thereof | |
| CN112194762B (en) | Preparation method of non-crosslinked reticular polycarboxylic acid water reducing agent | |
| CN110396159B (en) | Preparation method of polycarboxylic acid water reducer containing claw-type short side chains | |
| CN114685734A (en) | Polymer-based nano-composite early strength agent and preparation method and application thereof | |
| CN109535346B (en) | Anti-clay polycarboxylate superplasticizer and preparation method and application thereof | |
| CN117865550A (en) | Environmentally friendly adhesive reducing agent for concrete and preparation method thereof | |
| CN114751674A (en) | Composite polycarboxylate superplasticizer and preparation method thereof | |
| CN112250338A (en) | Polycarboxylate superplasticizer for concrete prefabricated part and preparation method thereof | |
| CN113736035A (en) | Preparation method of salt-resistant enhanced concrete thickener | |
| CN111471143B (en) | Preparation method of anti-mud sodium alginate side chain comb-shaped polycarboxylate superplasticizer | |
| CN113583174A (en) | Preparation method of rheological agent special for concrete fine aggregate | |
| CN113461870A (en) | Mud-resistant early-strength polycarboxylate superplasticizer and preparation method and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| TA01 | Transfer of patent application right | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20230711 Address after: 063600 Leting Economic Development Zone, Tangshan City, Hebei Applicant after: Hebei Sidong Environmental Protection Technology Co.,Ltd. Address before: 276000 west side of north section of Industrial Road, Lanshan District, Linyi, Shandong Applicant before: LINYI University |
|
| GR01 | Patent grant | ||
| GR01 | Patent grant |