CN101096472A - Adhesive property promoter for radiation curing material - Google Patents
Adhesive property promoter for radiation curing material Download PDFInfo
- Publication number
- CN101096472A CN101096472A CNA2006100281176A CN200610028117A CN101096472A CN 101096472 A CN101096472 A CN 101096472A CN A2006100281176 A CNA2006100281176 A CN A2006100281176A CN 200610028117 A CN200610028117 A CN 200610028117A CN 101096472 A CN101096472 A CN 101096472A
- Authority
- CN
- China
- Prior art keywords
- adhesive property
- radiation
- property promoter
- curing material
- radiation curing
- Prior art date
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- Pending
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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 33
- 239000000463 material Substances 0.000 title claims description 25
- 238000003847 radiation curing Methods 0.000 title claims description 15
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims abstract description 10
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 5
- 239000012948 isocyanate Substances 0.000 claims abstract description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 238000000576 coating method Methods 0.000 claims description 10
- 238000007639 printing Methods 0.000 claims description 9
- 239000011248 coating agent Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 claims description 2
- YTLYLLTVENPWFT-UPHRSURJSA-N (Z)-3-aminoacrylic acid Chemical compound N\C=C/C(O)=O YTLYLLTVENPWFT-UPHRSURJSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- 125000004665 trialkylsilyl group Chemical group 0.000 claims description 2
- -1 alkoxy silane compound Chemical class 0.000 abstract description 5
- 230000037048 polymerization activity Effects 0.000 abstract description 5
- 239000003973 paint Substances 0.000 abstract description 3
- 150000002513 isocyanates Chemical class 0.000 abstract description 2
- 229910000077 silane Inorganic materials 0.000 abstract description 2
- 239000000853 adhesive Substances 0.000 abstract 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 1
- 239000000976 ink Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- 238000001723 curing Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 2
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 2
- 238000010894 electron beam technology Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- SVTBMSDMJJWYQN-UHFFFAOYSA-N hexylene glycol Natural products CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N omega-Hydroxydodecanoic acid Natural products OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/718—Monoisocyanates or monoisothiocyanates containing silicon
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/8083—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/809—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/81—Unsaturated isocyanates or isothiocyanates
- C08G18/8141—Unsaturated isocyanates or isothiocyanates masked
- C08G18/815—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen
- C08G18/8158—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen
- C08G18/8175—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention discloses a new adhesive property accelerant in the radiating solidified paint and adhesive, which is characterized by the following: reacting alkoxy silane compound with isocyanate and acrylate with hydroxy or amino or methacrylate ester monomer catalyzed by tin dibutyl dilaurate under 40-60 deg. c; making adhesive promotion function at one end of accelerant and (methyl)acrylate with polymerization activity at the other end; improving the adhesive property with substrate in the paint, ink and adhesive.
Description
Technical field
The present invention relates to a kind of adhesive property promoter for radiation curing material, can be applicable to increases the adhesiveproperties that it solidifies back and ground in coating, printing ink and the tackiness agent.Especially can be applied in and improve the adhesiveproperties that it solidifies back and ground in the coating of radiation-curable or the tackiness agent.
Background technology
Within in the past 20 years, radiation adjustable curing material (wherein comprising ultraviolet curable material and electron beam curable material) has obtained development at full speed.Because radiation adjustable curing material has the production efficiency height, energy consumption is hanged down advantages such as reaching non-environmental-pollution, obtained at aspects such as coating, printing ink, tackiness agent very using widely.Radiation curing material generally is made up of four big components: oligopolymer, reactive monomer, light trigger and other auxiliary agents.Radiation curing material generally be coated on the ground earlier after, (UV-light or electron beam) solidifies under source of radiation then.Radiation curing material is after curing, and it also has bigger difference because of system different with the bonding force of ground.Adhesive property promoter is exactly that the most common can be used to increases after the material cured auxiliary agent with the adhesiveproperties of ground.The most common adhesive property promoter is an organoalkoxysilane.
The organoalkoxysilane adhesive property promoter does not generally have polymerization activity---can not participate in the polyreaction that takes place between the monomer, oligopolymer in the solidification process, so its consumption in prescription is subjected to suitable restriction.Industrial unique organoalkoxysilane adhesive property promoter with polymerization activity commonly used is the methacryloyl propyl trimethoxy silicane.But wherein generally contain a certain amount of starting material---propenyl methyl methacrylate that is used for synthesizing this compound, propenyl methyl methacrylate volatility is higher, smell is also bigger, its suitability is restricted (Waldman, Silane Coupling Agents Improving Performance, Modern Paints and Coatings, Feb., 1996).
The International Patent Application WO 96/12749 that on 05 02nd, 1996 World Intellectual Property Organization announces discloses and has a kind ofly contained the oligopolymer of organoalkoxysilane and contain this oligopolymer optical fiber coatings.The molecular weight of this one type of silane oligopolymer generally higher (500-11000), and the content of this quasi-oligomer in prescription generally also needs higher (5-99%), and this quasi-oligomer generally is the material of polyurethanes.
In addition, U.S. Pat 6391463B1 discloses a kind of novel organoalkoxysilane monomer with polymerization activity, and this monomer is to make by hydrosilation reaction.
Summary of the invention
Above-mentioned deficiency at prior art, technical problem to be solved of the present invention provide two kinds easy, the novel adhesive property promoter of easy suitability for industrialized production, these novel adhesive property promoters have polymerization activity, can widespread use in the coating of radiation-curable, printing ink, tackiness agent, and its consumption also can be bigger.
In order to solve the problems of the technologies described above, first kind of adhesive property promoter for radiation curing material that the present invention proposes, by the alkoxysilane compound containing trialkylsilyl group in molecular structure that contains isocyanic ester and hydroxyl or amino acrylate or methacrylate monomer under the catalysis of dibutyl tin laurate (DBTDL), form 40-60 ℃ of following rapid reaction, shown in reaction formula 2.
Reaction formula 2
Second kind of adhesive property promoter for radiation curing material that the present invention proposes behind the acrylate or methacrylic ester and di-isocyanate reaction by hydroxyl or amino, forms with the organoalkoxysilane reaction that contains sulfydryl or amino, shown in reaction formula 3 again.
Reaction formula 3
With respect to prior art, the above-mentioned two kinds of adhesive property promoter for radiation curing material of the present invention, because of it has polymerization activity simultaneously, thereby the consumption in coating, printing ink, tackiness agent can be unrestricted, especially at the coating of radiation-curable, the extensive application in printing ink and the tackiness agent can change after the material cured sticking power to ground significantly.
Embodiment
Below in conjunction with embodiment the present invention is described in further detail.
Embodiment 1
According to reaction formula 2, with 20.5g 3-isocyanic ester propyl trimethoxy silicane, 0.02g dibutyl tin laurate (DBTDL) adds in dry, the clean reactor, evenly stirs down, to wherein dripping 13.0g 2-hydroxyethyl methyl acrylate, after dropwising, be incubated 1 hour down at 40 ℃, through chemistry titration, isocyanate content＜0.1%, reaction finishes, and the gained light yellow liquid is radiation-curable adhesive property promoter A.
Embodiment 2
According to reaction formula 3, with 22.2g isophorone diisocyanate (IPDI), 0.03g dibutyl tin laurate (DBTDL), add in dry, the clean reactor, evenly stir down, to wherein dripping the 17.4g2-hydroxyethylmethacry,ate, after dropwising, 40 ℃ are incubated 1 hour down, then to wherein adding 19.6g3-sulfydryl propyl trimethoxy silicane, 80 ℃ were heated 12 hours down, and gained thickness colourless liquid is radiation-curable adhesive property promoter B, and its viscosity is: 34000cps (60 ℃).
Embodiment 3
According to reaction formula 3, with 22.2g isophorone diisocyanate (IPDI), 0.03g dibutyl tin laurate (DBTDL) adds in dry, the clean reactor, evenly stir down, to wherein dripping 2-hydroxyethylmethacry,ate 11.6g, after dropwising, 40 ℃ of following temperature controls 1 hour, then to wherein adding 22.1gN-ethyl-3-ammonia isobutyl-trimethyl-silicane alkane, and to add 14g isobornyl acrylate (IBOA) monomer be thinner.Stirred 1 hour down at 60 ℃, obtain very heavy-gravity yellow liquid, this is adhesive property promoter for radiation curing material C, and its viscosity is 8300cps (25 ℃).
Embodiment 4--radiation-curable tackiness agent
50% radiation-curable adhesive property promoter B
47% isobornyl acrylate (IBOA)
3%1-hydroxycyclohexylphenylketone (Irgacure 184)
Above component is sequentially added in the reactor, stirs two hours after-filtration down at 60C ° and can get the ultra-violet curing tackiness agent, it 25 ℃ of following viscosity is: 400cps.Above caking agent can be used to bonded metal, glass etc.It is very firm to bond.
Embodiment 5--ultraviolet curable printing ink
45% aromatic urethane acrylic acid oligomer (RMAT 650)
12% hexylene glycol diester acrylates (HDDA)
20% TriMethylolPropane(TMP) vinylformic acid, three esters (TMPTA)
15% white colorant (55% titanium dioxide is dispersed among the 45%TMPTA)
3%1-hydroxycyclohexylphenylketone (Irgacure 184)
1%2,4,6-pseudocuminol (Irganox 1010)
4% radiation-curable adhesive property promoter B
Above component is sequentially added in the reactor, stirs two hours after-filtration down at 60C ° and can get uv curing ink, it 25 ℃ of following viscosity is: 1720cps.This ultraviolet curable white ink has good adhesiveproperties to glass, metal and some plastic materials.The printing ink of other color also can similarly be prepared.
Claims (5)
1, a kind of adhesive property promoter for radiation curing material, it is characterized in that, this adhesive property promoter, is formed 40-60 ℃ of following rapid reaction under dibutyl tin laurate catalysis by the alkoxysilane compound containing trialkylsilyl group in molecular structure that contains isocyanic ester and hydroxyl or amino acrylate or methacrylate monomer.
2, a kind of adhesive property promoter for radiation curing material is characterized in that, behind the acrylate or methacrylic ester and di-isocyanate reaction of this adhesive property promoter by hydroxyl or amino, forms with the organoalkoxysilane reaction that contains sulfydryl or amino again.
3, a kind of coating material of radiation-curable is characterized in that, this coating material contains right and requires 1 and/or 2 described adhesive property promoter for radiation curing material, and content is 0.1-60%.
4, a kind of tackiness agent of radiation-curable is characterized in that, this tackiness agent contains right and requires 1 and/or 2 described adhesive property promoter for radiation curing material, and content is 0.1-99%.
5, a kind of printing ink of radiation-curable is characterized in that, this printing ink contains right and requires 1 and/or 2 described adhesive property promoter for radiation curing material, and content is 0.1-10%.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2006100281176A CN101096472A (en) | 2006-06-26 | 2006-06-26 | Adhesive property promoter for radiation curing material |
| PCT/CN2006/003385 WO2008003191A1 (en) | 2006-06-26 | 2006-12-13 | Radiation curable adhesion promoter |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2006100281176A CN101096472A (en) | 2006-06-26 | 2006-06-26 | Adhesive property promoter for radiation curing material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101096472A true CN101096472A (en) | 2008-01-02 |
Family
ID=38894171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2006100281176A Pending CN101096472A (en) | 2006-06-26 | 2006-06-26 | Adhesive property promoter for radiation curing material |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN101096472A (en) |
| WO (1) | WO2008003191A1 (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101921511A (en) * | 2010-09-16 | 2010-12-22 | 珠海保税区天然宝杰数码科技材料有限公司 | Ink composition for ink-jet printing |
| CN102140110A (en) * | 2010-09-08 | 2011-08-03 | 上海飞凯光电材料股份有限公司 | High-adhesive force radiation curable activated monomer and preparation method and use thereof |
| CN102167925A (en) * | 2011-03-02 | 2011-08-31 | 中国科学院长春应用化学研究所 | Adhesion promoter of optical fiber coating and preparation method thereof |
| CN103172830A (en) * | 2013-02-25 | 2013-06-26 | 淮南联合大学 | Method for modifying acrylic ester by using organic silicon |
| CN103443209A (en) * | 2010-12-28 | 2013-12-11 | 阿克佐诺贝尔国际涂料股份有限公司 | Radiation curable coating compositions for metal |
| CN106189878A (en) * | 2014-12-17 | 2016-12-07 | 奇美实业股份有限公司 | Peelable adhesive composition and peelable adhesive tape |
| CN109868107A (en) * | 2017-12-01 | 2019-06-11 | 万华化学（宁波）有限公司 | A kind of adhesive and its preparation method and application |
| CN112996867A (en) * | 2018-11-20 | 2021-06-18 | 爱克发-格法特公司 | Radiation curable inkjet inks for the manufacture of printed circuit boards |
| CN115340783A (en) * | 2022-08-31 | 2022-11-15 | 武汉镱得飞光电技术有限公司 | Optical fiber coating adhesion promoter and preparation method thereof |
| CN115785850A (en) * | 2022-11-30 | 2023-03-14 | 成都硅宝科技股份有限公司 | Tackifying promoter, preparation method and application thereof, waterproof bonding single-component polyurethane sealant, preparation method and application thereof |
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| EP2473569B1 (en) | 2009-08-31 | 2017-05-24 | BYK-Chemie GmbH | Adhesive agent for coatings on different substrate surfaces |
| CN102516907B (en) * | 2011-12-13 | 2013-06-19 | 烟台德邦科技有限公司 | Preparation method of ultraviolet-curable organosilicone-modified pressure-sensitive adhesive |
| US11028214B2 (en) | 2018-01-22 | 2021-06-08 | Corning Incorporated | Synthesis of oligomer for optical fiber coating |
| WO2019237235A1 (en) * | 2018-06-12 | 2019-12-19 | Dow Silicones Corporation | Water-based hybrid pressure sensitive adhesive composition and method of producing the same |
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| DE3737245A1 (en) * | 1987-11-03 | 1989-05-18 | Bayer Ag | AQUEOUS SOLUTIONS OR DISPERSIONS OF POLYURETHANES, A METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS COATING AGENTS OR FOR THE PRODUCTION OF COATING AGENTS |
| DE19715427A1 (en) * | 1997-04-14 | 1998-10-15 | Bayer Ag | Aqueous 2-component binders and their use |
| DE10103027A1 (en) * | 2001-01-24 | 2002-07-25 | Bayer Ag | Adhesion promoter, e.g. for improving adhesion of silicon-based protective coatings to polymeric substrates, comprising two-component polyurethane binder based on alkoxysilane-modified polyisocyanate |
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2006
- 2006-06-26 CN CNA2006100281176A patent/CN101096472A/en active Pending
- 2006-12-13 WO PCT/CN2006/003385 patent/WO2008003191A1/en active Application Filing
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