CN106632930A - Modified polycondensation type water reducing agent, and preparation method and application thereof - Google Patents
Modified polycondensation type water reducing agent, and preparation method and application thereof Download PDFInfo
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- CN106632930A CN106632930A CN201610828530.4A CN201610828530A CN106632930A CN 106632930 A CN106632930 A CN 106632930A CN 201610828530 A CN201610828530 A CN 201610828530A CN 106632930 A CN106632930 A CN 106632930A
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- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
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- 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
- C04B24/30—Condensation polymers of aldehydes or ketones
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- 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
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Abstract
The invention provides a modified polycondensation type water reducing agent, and a preparation method and application thereof. The modified polycondensation type water reducing agent is prepared by subjecting a fused ring compound to etherification modification to produce fused ring polyether, then subjecting the fused ring compound, fused ring polyether and formaldehyde to copolymerization, carrying out esterification on a copolymerization product and introducing a carboxylic group. The modified polycondensation type water reducing agent has efficient water reducing effect on concrete, good clay resistance and air-entraining performance, and good compatibility with water reducers, air-entrainers, retarders and the like.
Description
Technical field
The present invention relates to a kind of modified condensation polymer type water reducer, its preparation method and its application, belong to concrete admixture neck
Domain.
Background technology
Cement water reducing agent is the indispensable additive of high performance concrete, is referred to constant in concrete and cement consumption
In the case of, the additive of mixing water amount can be reduced.It is maximum, the most widely used concrete admixture of consumption, current city
On field using it is most be naphthalene water reducer, also aliphatic, amido sulfoacid series and poly carboxylic acid series water reducer etc..
Naphthalene water reducer is mixed in concrete, and a large amount of sulfonate ions can be attracted to cement surface, so that cement table
Face is negatively charged, because the repulsive interaction between negative electrical charge causes cement granules to scatter, so as to reduce use when mixing and stirring
The water yield.The A of Chinese patent CN 103382092 provide a kind of preparation method of naphthalene water reducer, first occur naphthalene and the concentrated sulfuric acid
Sulfonating reaction, is then hydrolyzed the product after sulfonation, removes sulfonation byproduct, then adds paraformaldehyde and water to carry out being condensed instead
Should, finally condensation product is neutralized, it is dried.Wherein, naphthalene generates naphthalene sulfonic acids with sulfuric acid reaction, there is provided a large amount of sulfonate ions,
Paraformaldehyde is aggregating it.
Typical polycarboxylate water-reducer is a kind of graft copolymer with surface-active, in comb-type structure, generally by main chain
With two compositions of side chain.Substantial amounts of ionizable carboxylic group is typically contained on main chain, carboxylic acid main chain adsorbs in cement particle surface,
Make that there is electrostatic repulsion between cement granules, polyether lateral chain provides sterically hindered repulsion, cement granules are scatter, subtracts so as to play
The effect of water.The A of Chinese patent CN 103030334 provide a kind of Polyether polycarboxylic-acid water reducer, by polyether macromonomer, part
Oxidant and water are well mixed, and are then added dropwise remaining oxidant, chain-transferring agent, acrylic acid, water mixing, protect after being added dropwise to complete
Middle benefit gas and finished product.Wherein, acrylic acid provides carboxylic group, and polyethers provides sterically hindered.
The content of the invention
It is known that the water-reducing effect of naphthalene water reducer is not so good as poly carboxylic acid series water reducer, therefore the present invention is according to above-mentioned
On the basis of two class water reducers difference water-reduction mechanism, there is provided the preparation method of a kind of modified condensation polymer type water reducer and its should
With.This water reducer is that fused ring compound is carried out etherification modified, generation condensed ring polyethers, then by fused ring compound, condensed ring polyethers,
Copolymerization is carried out with formaldehyde, then esterification is carried out to the product after copolymerization, introduce hydroxy-acid group.So this water reducer both provided sky
Between steric effect, carboxylic group is also provided.Therefore, modified condensation polymer type water reducer of the present invention has to concrete and efficiently subtracts
Water effect, and with preferable anti-clay and bleed, show preferably suitable with water reducer, air entraining agent, retarder etc.
Ying Xing.
The invention provides a kind of modified condensation polymer type water reducer, described modified condensation polymer type water reducer is by the first condensed ring chemical combination
Thing, condensed ring polyethers, formaldehyde, esterifying agent are according to mol ratio 1：(0.1～10)：(1.1～11)：(1.1～11) are prepared；
First fused ring compound is 1- naphthols, beta naphthal, 9- hydroxyls phenanthrene, 1- hydroxyl pyrenes；
The esterifying agent is the mixed of one or more in glutaric anhydride, succinic anhydride, maleic anhydride, phthalic anhydride
Close；
The condensed ring polyethers is the compound shown in formula (A),
R is 1- naphthyls, 2- naphthyls, 9- phenanthryl, 1- pyrenyls in formula, and n=0～100；M=0～100.
Condensed ring polyethers of the present invention be by the second fused ring compound, catalyst, etherifying agent according to mol ratio be 1：(0.05
～0.1)：(1～100) it is obtained；
Second fused ring compound is 1- naphthols, beta naphthal, 9- hydroxyls phenanthrene, 1- hydroxyl pyrenes；
The catalyst is potassium hydroxide, NaOH, potassium alcoholate, sodium alkoxide, metallic sodium；
The etherifying agent is the mixture of the one or two kinds of in oxirane, expoxy propane.
Present invention also offers a kind of preparation method of modified condensation polymer type water reducer, specifically includes following steps：
(1) preparation of condensed ring polyethers：Second fused ring compound and catalyst are placed in reactor, it is closed, it is passed through nitrogen
Exchange 3～4 times to remove the air in kettle；120～160 DEG C are warming up to, under conditions of reaction pressure is less than 0.7Mpa, to anti-
Answer and be slowly introducing in kettle etherifying agent, cure 2～4h, then cooling degassing discharging, obtains the condensed ring polyethers；
(2) preparation of solid copolymer：First fused ring compound and condensed ring polyethers obtained in step (1) are placed in into reactor
In, 90～110 DEG C are warming up to after being well mixed, formaldehyde is added dropwise, it is closed after completion of dropping, it is to slowly warm up to 120～140 DEG C of reactions
4～6h；Reaction is cooled down after terminating, and adjusts pH to 7～8, drying to crush to obtain solid copolymer with NaOH；
(3) preparation of modified condensation polymer type water reducer：Solid copolymer obtained in step (2) is added to esterifying agent organic
Dissolve in solvent DMSO, the mass concentration of solute is 30%, 3～5h is reacted at being warming up to 80～110 DEG C, reaction terminates back end hydrogenation
Sodium oxide molybdena solid adjusts pH to 7～8, and after washing, suction filtration, drying crushes and modified condensation polymer type water reducer solid powder is obtained.
The invention provides a kind of application process of modified condensation polymer type water reducer, the modified condensation polymer type water reducer can be made
For into solid powder, it is also possible to which the dissolving in water is configured to the modified condensation polymer type diminishing agent solution of not higher than 55% mass concentration,
Specifically depending on actual conditions.
Beneficial effect：
Modified condensation polymer type water reducer of the present invention has the advantage that compared with conventional polycondensation type water reducer：
(1) the polycondensation raw material of the modified condensation polymer type water reducer of the present invention is relatively active compared with naphthalene sulfonic acids, therefore polycondensation is easier to,
It is more economical from from the aspect of save energy；
(2) the modified condensation polymer type water reducer of the present invention carries polyether lateral chain, compared with conventional polycondensation type water reducer, space more
Cement granules are played more preferable peptizaiton by steric effect；
(3) adsorption group of the modified condensation polymer type water reducer of the present invention is carboxyl, and the adsorption effect of its unit mole is eager to excel
In sulfonate radical.
Based on the difference in above structure, therefore, the modified condensation polymer type water reducer of the present invention is efficient except having to concrete
Water-reducing effect outside, also with preferable anti-clay and bleed.
Specific embodiment
Following examples have described in more detail the process of modified condensation polymer type water reducer prepared according to the methods of the invention,
And these embodiments are given by way of illustration, its object is to allow person skilled in the art to will appreciate that the present invention's
Content is simultaneously implemented according to this, but these embodiments are in no way intended to limit the scope of the present invention.It is all according to spirit of the invention made etc.
Effect change is modified, and all should be included within the scope of the present invention.
In Application Example of the present invention, the cement for being adopted is the little wild cement of field 52.5R.P. II, and sand is modulus of fineness
For the middle sand of Mx=2.6, stone is rubble that particle diameter is 5～20mm continuous gradings.Concrete slump, water-reducing rate, air content
Test is with reference to standard GB/T 8076-2008《Concrete admixture》Relevant regulations are performed.Raw material used all leads in embodiment
Cross commercially available acquisition.
(1) preparation of condensed ring polyethers
Synthetic example 1
Condensed ring polyethers：1mol 1- naphthols and 0.05mol sodium methoxides are placed in reactor, it is closed, it is passed through nitrogen and exchanges 3
～4 times with the air in removing kettle.120 DEG C are warming up to, under conditions of reaction pressure is 0.5Mpa, are slowly led to in reactor
Enter 100mol oxirane, cure 2h, then cooling degassing discharging, obtains condensed ring polyethers.
Synthetic example 2
Condensed ring polyethers：1mol1- naphthols and 0.1mol NaOH are placed in reactor, it is closed, it is passed through nitrogen and exchanges 3
～4 times with the air in removing kettle.140 DEG C are warming up to, under conditions of reaction pressure is 0.6Mpa, are slowly led to in reactor
Enter 100mol expoxy propane, cure 4h, then cooling degassing discharging, obtains condensed ring polyethers.
Synthetic example 3
Condensed ring polyethers：1mol 9- hydroxyls phenanthrene and 0.05mol sodium methoxides are placed in reactor, it is closed, it is passed through nitrogen exchange
3～4 times with the air in removing kettle.130 DEG C are warming up to, it is slow in reactor under conditions of reaction pressure is 0.5Mpa
50mol oxirane is passed through, 3h is cured, then cooling degassing discharging, obtains condensed ring polyethers.
Synthetic example 4
Condensed ring polyethers：1mol1- hydroxyls pyrene and 0.05mol sodium methoxides are placed in reactor, it is closed, it is passed through nitrogen and exchanges 3
～4 times with the air in removing kettle.130 DEG C are warming up to, under conditions of reaction pressure is 0.5Mpa, are slowly led to in reactor
Enter 50mol oxirane, cure 2h, then be slowly introducing 50mol expoxy propane, cure 2h, then cooling degassing discharging, obtains thick
Acyclic polyether.
Synthetic example 5
Condensed ring polyethers：1mol2- naphthols and 0.05mol metallic sodiums are placed in reactor, it is closed, be passed through nitrogen exchange 3～
4 times with the air in removing kettle.160 DEG C are warming up to, under conditions of reaction pressure is 0.6Mpa, are slowly introducing in reactor
25mol oxirane, cures 3h, and then cooling degassing discharging, obtains condensed ring polyethers.
(2) preparation of modified condensation polymer type water reducer
Synthetic example 6
1mol1- naphthols and 0.1mol are placed in reactor by condensed ring polyethers prepared by synthetic example 1, are well mixed
After be warming up to 90 DEG C, be slowly added dropwise 1.1mol formaldehyde 30min, it is closed after completion of dropping, be to slowly warm up to 120 DEG C reaction 4h.Instead
Cool down after should terminating, adjust pH to 7～8, drying to crush to obtain solid copolymer with NaOH.Again by solid copolymer with
1.1mol maleic anhydrides are added in organic solvent DMSO and are well mixed, and 3h is reacted in 80 DEG C, and reaction terminates back end hydrogenation sodium oxide molybdena
PH to 7～8 is adjusted, after washing, suction filtration, drying crushes and modified condensation polymer type water reducer solid powder is obtained.
Synthetic example 7
1mol 1- naphthols and 1mol are placed in reactor by condensed ring polyethers prepared by synthetic example 2, after being well mixed
100 DEG C are warming up to, 2mol formaldehyde 30min are slowly added dropwise, it is closed after completion of dropping, it is to slowly warm up to 130 DEG C of reaction 5h.Reaction knot
Cool down after beam, adjust pH to 7～8, drying to crush to obtain solid copolymer with NaOH.Again by solid copolymer and 2mol Malaysias
Acid anhydrides is added in organic solvent DMSO and is well mixed, and 4h is reacted in 90 DEG C, and reaction terminates back end hydrogenation sodium oxide molybdena and adjusts pH to 7～8,
After washing, suction filtration, drying crushes and modified condensation polymer type water reducer solid powder is obtained.
Synthetic example 8
1mol beta naphthals and 10mol are placed in reactor by condensed ring polyethers prepared by synthetic example 3, are well mixed
After be warming up to 110 DEG C, be slowly added dropwise 11mol formaldehyde 30min, it is closed after completion of dropping, be to slowly warm up to 140 DEG C reaction 6h.Instead
Cool down after should terminating, adjust pH to 7～8, drying to crush to obtain solid copolymer with NaOH.Again by solid copolymer and 11mol
Maleic anhydride is added in organic solvent DMSO and is well mixed, and 5h is reacted in 110 DEG C, and reaction terminates back end hydrogenation sodium oxide molybdena and adjusts pH extremely
7～8, after washing, suction filtration, drying crushes and modified condensation polymer type water reducer solid powder is obtained.
Synthetic example 9
1mol 1- naphthols and 1mol are placed in reactor by condensed ring polyethers prepared by synthetic example 4, after being well mixed
100 DEG C are warming up to, 1.5mol formaldehyde 30min are slowly added dropwise, it is closed after completion of dropping, it is to slowly warm up to 130 DEG C of reaction 5h.Reaction
Cool down after end, adjust pH to 7～8, drying to crush to obtain solid copolymer with NaOH.Again by solid copolymer and 2mol horses
Carry out acid anhydrides and be added in organic solvent DMSO to be well mixed, react 4h in 90 DEG C, reaction terminate back end hydrogenation sodium oxide molybdena adjust pH to 7～
8, after washing, suction filtration, water dissolves are obtained the modified condensation polymer type diminishing agent solution of 55% mass concentration.
Synthetic example 10
0.5mol 1- naphthols and 0.5mol9- hydroxyls phenanthrene and 1mol are placed in by condensed ring polyethers prepared by synthetic example 1
In reactor, 100 DEG C are warming up to after being well mixed, are slowly added dropwise 2mol formaldehyde 30min, it is closed after completion of dropping, it is slow to heat up
To 130 DEG C of reaction 5h.Reaction is cooled down after terminating, and adjusts pH to 7～8, drying to crush to obtain solid copolymer with NaOH.Again will
Solid copolymer is added in organic solvent DMSO with 5mol maleic anhydrides and is well mixed, and 4h is reacted in 90 DEG C, after reaction terminates
Hydro-oxidation sodium adjusts pH to 7～8, and after washing, suction filtration, the modified condensation polymer type water reducer that water dissolves are obtained 55% mass concentration is molten
Liquid.
Comparative example 1
Naphthalene series high-efficiency water-reducing agent；Jiangsu Subotexin Material Co., Ltd.
Comparative example 2
This comparative example is contrasted for synthetic example 6, without condensed ring polyethers in reaction raw materials, will 1mol 1- naphthols be placed in
In reactor, 90 DEG C are warming up to after being well mixed, 1mol formaldehyde is added dropwise, it is closed after completion of dropping, it is to slowly warm up to 120 DEG C of reactions
4h.Reaction is cooled down after terminating, and adjusts pH to 7～8, drying to crush to obtain solid copolymer with NaOH.Again by solid copolymer with
1mol maleic anhydrides are added in organic solvent DMSO and are well mixed, and 3h is reacted in 80 DEG C, and reaction terminates back end hydrogenation sodium oxide molybdena and adjusts
PH to 7～8, after washing, suction filtration, drying crushes and modified condensation polymer type water reducer solid powder is obtained.
Comparative example 3
1mol 1- hydroxyls pyrenes and 1mol are placed in reactor by condensed ring polyethers prepared by synthetic example 2, are well mixed
After be warming up to 100 DEG C, be slowly added dropwise 1.5mol formaldehyde 30min, it is closed after completion of dropping, be to slowly warm up to 130 DEG C reaction 5h.Instead
Cool down after should terminating, adjust pH to 7～8, drying to crush to obtain solid copolymer with NaOH.Again by solid copolymer and 1mol
Maleic anhydride is added in organic solvent DMSO and is well mixed, and 5h is reacted in 100 DEG C, and reaction terminates back end hydrogenation sodium oxide molybdena and adjusts pH extremely
7～8, after washing, suction filtration, water dissolves are obtained the modified condensation polymer type diminishing agent solution of 55% mass concentration.
Comparative example 4
This comparative example is contrasted for synthetic example 6, and maleic anhydride is not added with reaction, by 1mol 1- naphthols and 0.1mol
The condensed ring polyethers prepared by synthetic example 1 is placed in reactor, and 90 DEG C are warming up to after being well mixed, and is slowly added dropwise 1.1mol first
Aldehyde 30min, it is closed after completion of dropping, it is to slowly warm up to 120 DEG C of reaction 4h.Reaction is cooled down after terminating, and with NaOH pH to 7 is adjusted
～8, solid copolymer is crushed to obtain in drying.
Application examples
The present invention compares performance, wherein concrete mix by concrete test：Cement 240kg, flyash 100kg,
Sand 750kg, great Shi 780kg, gravelstone 257kg, water 168kg.Test result is as shown in table 1 below.
The concrete performance of the water reducer of table 1 compares
As can be seen that modified condensation polymer type water reducer is compared with traditional naphthalene water reducer from upper table 1, concrete is had compared with
High water-reducing effect, and its air content is much larger than naphthalene series high-efficiency water-reducing agent.By comparative example 2 it can also be seen that not adding condensed ring
Product water-reducing effect is very poor made by polyethers, illustrates that fused ring compound autohemagglutination effect itself is bad, and made by water reducer lack
Few space steric effect.Compared with comparative example 4 by comparative example 3, it can be seen that the water reducer effect difference of sample is because esterification
Agent consumption tails off, and when esterifying agent is not added, causes sample not have water-reducing effect, because Anion-adsorption group carboxyl is few,
Water-reducing effect can be affected.
The present invention investigates the anti-Property of Clay of water reducer by Mortar'S Flowability.Wherein test sand adopts iso standard
Sand, cement-sand ratio is 1:1.6, the montmorillonite of clay we selected typical, in terms of the quality of sand, water reducer volume is with the quality of cement for volume
Meter, test result is as shown in table 2 below.
The anti-Property of Clay of the water reducer of table 2 compares
Because the water-reducing effect of comparative example 2 is poor, anti-stick soil nature contrast test is not involved in.From the experimental result of upper table 2
As can be seen that traditional naphthalene water reducer performance is affected larger by clay, and the water reducer prepared with the inventive method receives clay shadow
Sound is less, and far smaller than traditional naphthalene water reducer, it can be said that modified condensation polymer type water reducer prepared by the present invention has
Excellent anti-Property of Clay.
Claims (6)
1. a kind of modified condensation polymer type water reducer, it is characterised in that：Pressed by the first fused ring compound, condensed ring polyethers, formaldehyde, esterifying agent
According to mol ratio 1：（0.1~10）：（1.1~11）：（1.1~11）It is prepared.
2. a kind of modified condensation polymer type water reducer according to claim 1, it is characterised in that first fused ring compound is
1- naphthols, beta naphthal, 9- hydroxyls are luxuriant and rich with fragrance, 1- hydroxyl pyrenes；
The esterifying agent is the mixing of one or more in glutaric anhydride, succinic anhydride, maleic anhydride, phthalic anhydride；
The condensed ring polyethers is formula（A）Shown compound,
（A）
R is 1- naphthyls, 2- naphthyls, 9- phenanthryl, 1- pyrenyls in formula, and n=0 ~ 100；m=0~100.
3. a kind of modified condensation polymer type water reducer according to claim 2, it is characterised in that the condensed ring polyethers is by second
Fused ring compound, catalyst, etherifying agent are 1 according to mol ratio：（0.05~0.1）：（1~100）It is obtained.
4. a kind of modified condensation polymer type water reducer according to claim 3, it is characterised in that second fused ring compound is
1- naphthols, beta naphthal, 9- hydroxyls are luxuriant and rich with fragrance, 1- hydroxyl pyrenes；
The catalyst is potassium hydroxide, NaOH, potassium alcoholate, sodium alkoxide, metallic sodium；
The etherifying agent is the mixture of the one or two kinds of in oxirane, expoxy propane.
5. the preparation method of a kind of modified condensation polymer type water reducer described in claim 3 or 4, it is characterised in that specifically include as
Lower step：
（1）The preparation of condensed ring polyethers：Second fused ring compound and catalyst are placed in reactor, it is closed, it is passed through nitrogen and exchanges 3
~ 4 times with the air in removing kettle；120 ~ 160 DEG C are warming up to, under conditions of reaction pressure is less than 0.7Mpa, in reactor
Etherifying agent is slowly introducing, 2 ~ 4h is cured, then cooling degassing discharging, obtains the condensed ring polyethers；
（2）The preparation of solid copolymer：By the first fused ring compound and step（1）Obtained condensed ring polyethers is placed in reactor,
90 ~ 110 DEG C are warming up to after being well mixed, formaldehyde is added dropwise, it is closed after completion of dropping, it is to slowly warm up to 120 ~ 140 DEG C of 4 ~ 6h of reaction；
Reaction is cooled down after terminating, and adjusts pH to 7 ~ 8, drying to crush to obtain solid copolymer with NaOH；
（3）The preparation of modified condensation polymer type water reducer：By step（2）Obtained solid copolymer is added to organic solvent with esterifying agent
Dissolve in DMSO, the mass concentration of solute is 30%, 3 ~ 5h is reacted at being warming up to 80 ~ 110 DEG C, reaction terminates back end hydrogenation sodium oxide molybdena
Solid adjusts pH to 7 ~ 8, and after washing, suction filtration, drying crushes and modified condensation polymer type water reducer solid powder is obtained.
6. the application process of a kind of modified condensation polymer type water reducer described in any one of claim 1 to 5, it is characterised in that：It is described
Modified condensation polymer type water reducer can be prepared into solid powder, it is also possible to which the dissolving in water is configured to not higher than 55% mass concentration
Modified condensation polymer type diminishing agent solution.
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| CN107556446A (en) * | 2017-10-18 | 2018-01-09 | 江苏苏博特新材料股份有限公司 | A kind of amination intermediate, its aminated polyethers and the star-like product of phosphorylation and preparation method and application |
| CN109293885A (en) * | 2018-09-28 | 2019-02-01 | 镇江苏博特新材料有限公司 | A kind of phosphoric acid base novel water-reducing agent and preparation method thereof |
| CN110540639A (en) * | 2019-09-06 | 2019-12-06 | 武汉奥克特种化学有限公司 | Parallel-connection type high-molecular water-based organic pigment dispersant, and preparation and application thereof |
| CN112812289A (en) * | 2021-01-21 | 2021-05-18 | 吉林瑞吉特殊化学品有限公司 | Anti-mud ethoxylated naphthalene aromatic ring derivative monomer and preparation method thereof |
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