CN103740304A - Amphiphilic polymer chain-containing neoprene latex adhesion agent and preparation method thereof - Google Patents
Amphiphilic polymer chain-containing neoprene latex adhesion agent and preparation method thereof Download PDFInfo
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- CN103740304A CN103740304A CN201310495120.9A CN201310495120A CN103740304A CN 103740304 A CN103740304 A CN 103740304A CN 201310495120 A CN201310495120 A CN 201310495120A CN 103740304 A CN103740304 A CN 103740304A
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- Prior art keywords
- neoprene latex
- amphipathic nature
- nature polyalcohol
- aqueous solution
- agent
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- 229920001084 poly(chloroprene) Polymers 0.000 title claims abstract description 144
- 229920000126 latex Polymers 0.000 title claims abstract description 131
- 239000004816 latex Substances 0.000 title claims abstract description 131
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 64
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- 229920000642 polymer Polymers 0.000 title abstract 5
- 239000007864 aqueous solution Substances 0.000 claims abstract description 43
- 239000000178 monomer Substances 0.000 claims abstract description 38
- 239000000839 emulsion Substances 0.000 claims abstract description 35
- 230000003712 anti-aging effect Effects 0.000 claims abstract description 13
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 12
- 150000004706 metal oxides Chemical class 0.000 claims abstract description 12
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000945 filler Substances 0.000 claims abstract description 9
- 230000001070 adhesive effect Effects 0.000 claims description 56
- 150000005846 sugar alcohols Polymers 0.000 claims description 56
- 239000000853 adhesive Substances 0.000 claims description 54
- 239000000203 mixture Substances 0.000 claims description 33
- 239000003999 initiator Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 239000000463 material Substances 0.000 claims description 17
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical group [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 16
- 230000008719 thickening Effects 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 239000003995 emulsifying agent Substances 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 239000000470 constituent Substances 0.000 claims description 11
- 239000008367 deionised water Substances 0.000 claims description 11
- 229910021641 deionized water Inorganic materials 0.000 claims description 11
- 238000003756 stirring Methods 0.000 claims description 11
- 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 10
- 239000007787 solid Substances 0.000 claims description 10
- 239000007800 oxidant agent Substances 0.000 claims description 9
- 230000001590 oxidative effect Effects 0.000 claims description 9
- 230000002829 reductive effect Effects 0.000 claims description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 8
- 239000011787 zinc oxide Substances 0.000 claims description 8
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 7
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 7
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 claims description 7
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 7
- 238000013019 agitation Methods 0.000 claims description 7
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 7
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 238000009413 insulation Methods 0.000 claims description 6
- 239000011259 mixed solution Substances 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical group O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 241000276489 Merlangius merlangus Species 0.000 claims description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 4
- 239000010419 fine particle Substances 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- 239000005018 casein Substances 0.000 claims description 3
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 claims description 3
- 235000021240 caseins Nutrition 0.000 claims description 3
- YQHLDYVWEZKEOX-UHFFFAOYSA-N cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 claims description 3
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 claims description 3
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 claims description 3
- 229940043264 dodecyl sulfate Drugs 0.000 claims description 3
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 3
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 239000006185 dispersion Substances 0.000 abstract description 12
- 238000003860 storage Methods 0.000 abstract description 7
- 230000008901 benefit Effects 0.000 abstract description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 abstract 1
- 239000000701 coagulant Substances 0.000 abstract 1
- 238000010559 graft polymerization reaction Methods 0.000 abstract 1
- 239000011159 matrix material Substances 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 239000002562 thickening agent Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 13
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 10
- 239000003963 antioxidant agent Substances 0.000 description 8
- 230000003078 antioxidant effect Effects 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 239000007788 liquid Substances 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- 239000004471 Glycine Substances 0.000 description 5
- 238000000498 ball milling Methods 0.000 description 5
- 238000007599 discharging Methods 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 238000004026 adhesive bonding Methods 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 230000007812 deficiency Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000003292 glue Substances 0.000 description 3
- 239000012966 redox initiator Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 239000004141 Sodium laurylsulphate Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- -1 acrylic ester Chemical class 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229940096992 potassium oleate Drugs 0.000 description 1
- MLICVSDCCDDWMD-KVVVOXFISA-M potassium;(z)-octadec-9-enoate Chemical compound [K+].CCCCCCCC\C=C/CCCCCCCC([O-])=O MLICVSDCCDDWMD-KVVVOXFISA-M 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses an amphiphilic polymer chain-containing neoprene latex adhesion agent. The adhesion agent comprises the following components in parts by weight: an amphiphilic polymer chain-containing neoprene latex, a tackifying emulsion, a filler, a coagulating agent aqueous solution, an anti-aging agent, a stabilizer, a metal oxide and a thickening agent. With a neoprene latex as a matrix and with methyl methacrylate, methacrylic acid and N,N-dimethyl aminoethyl methacrylate as graft monomers, the amphiphilic polymer chain-containing neoprene latex is prepared by an emulsion graft polymerization reaction. The invention also discloses a preparation method of the amphiphilic polymer chain-containing neoprene latex adhesion agent. The problems of poor storage stability and small initial viscous force are solved, the neoprene latex can be simultaneously skillfully endowed with dispersion stability and demulsification cohesion, and at the same time, the dispersion stability and the initial viscous force of the neoprene latex are improved; and the grafted type neoprene latex adhesion agent has wide application range, high adhesion strength, and remarkable economic benefits and social benefits.
Description
Technical field
The present invention relates to adhesive technology field, be specifically related to a kind of neoprene latex adhesive containing amphipathic nature polyalcohol chain and preparation method thereof.
Background technology
Rubber adhesive all occupies very important status at the numerous areas of national economy and all respects of daily life, and wherein, neoprene adhesive (abbreviation chloroprene rubber adhesive agent) is Typical Representative.Solution Chloroprene Rubber Adhesives is owing to containing poisonous, harmful, inflammable, explosive in a large number organic solvent, is subject to environmental protection and security legislation strictly restricts, and by developed country, banned use of.Watersoluble neoprene tackiness agent is to be formed by polychloroprene latex and other additive compound, and its main body composition is polychloroprene latex.Polychloroprene latex has environmental friendliness, safety, oil resistant and contacts preferably the features such as viscosity, but its package stability is poor, initial bonding strength is little.
For overcoming above-mentioned deficiency, foreign study person be studied neoprene latex modification.As: DENKI KAGAKU KOGYO KK company philosophy is prepared Modified Polychloroprene latex adhesive by polychloroprene latex and rosin ester, loose alkene one phenol latex, ethylene-vinyl acetate copolymer blend, and gained tackiness agent can be used to spray the materials such as iron and steel, ethylene-vinyl acetate.The water base neoprene latex of Aquastik that Dupont (Du Pont) flexible firm releases, tack, thermotolerance and storage characteristics are all fine, and the Shoes Factory in China Taiwan Province and southeastern coast applies.The Bayer company of Germany releases in the recent period watersoluble neoprene tackiness agent and adds CO
2activating technology.Japanology has been developed and take polychloroprene latex as main, with potassium oleate, 5%CaCl
2the aqueous solution is that solidifying agent coordinates the high water base neoprene latex of initial adhesive strength forming, also developed two-component waterborne neoprene latex, host is polychloroprene latex and rosin ester emulsion, and the isocyanic ester that solidifying agent is self-emulsifying has excellent cementability, water tolerance, thermotolerance and mechanical stability.
Although obtained some achievements in neoprene latex adhesive field abroad, but the demand of the expensive very difficult adaptation domestic market of these imported products, and yet there are some shortcomings in these latex sticks, as intensity, to set up speed slow, sticking power is low, perviousness is also not as solvent-borne type stick, and rate of drying is also not as solvent-based adhesive, or complicated operation makes it to be subject to certain restriction in application.People are also continuing, to the test of latex stick, to improve its adhesiveproperties, to meet the needs that use in different industrial circles.
At present, the performance of neoprene latex adhesive on the market can not meet the market needs growing to high-quality environment protective tackiness agent far away, its deficiency is mainly manifested in that poor, the bonding base material of tack is few, package stability is bad, especially after requiring laminating, just there is the occasion of high-adhesive-strength, especially not to the utmost in people's will.Along with a large amount of uses of the field novel synthetic material such as shoemaking, furniture, building, timber use and automobile, grow with each passing day to the demand of high-quality watersoluble neoprene tackiness agent in market.Therefore, improve package stability and the initial bonding strength of polychloroprene latex, there is significant application value.
Summary of the invention
The object of the invention is little for existing neoprene latex adhesive initial bonding strength, package stability is poor, the high deficiency of price, provides a kind of neoprene latex adhesive containing amphipathic nature polyalcohol chain with excellent properties such as cost is low, excellent storage stability, initial bonding strength are large, intensity is set up soon, bonding strength is high.
Another object of the present invention is to provide the preparation method of the above-mentioned neoprene latex adhesive containing amphipathic nature polyalcohol chain.
Above-mentioned purpose of the present invention is achieved by following scheme:
Containing a neoprene latex adhesive for amphipathic nature polyalcohol chain, by the component that comprises following parts by weight, made:
The described polychloroprene latex containing amphipathic nature polyalcohol chain is to take polychloroprene latex as parent, methyl methacrylate, methacrylic acid or β-hydroxyethyl methacrylate and N.N-dimethylaminoethyl methacrylic ester are grafted monomer, by emulsion grafting polymerization react preparation.
The preparation method of the described polychloroprene latex containing amphipathic nature polyalcohol chain, it step comprising is as follows:
(1) take methyl methacrylate 40～60 weight parts, methacrylic acid or β-hydroxyethyl methacrylate 1～5 weight part, N.N-dimethylaminoethyl methacrylic ester 30～50 weight parts mix composition mix monomer;
(2) in reaction vessel, add polychloroprene latex and account for mix monomer total mass 0.5-1.5% emulsifying agent, the ratio of described mix monomer total mass and polychloroprene latex (dry weight) quality is 0.2-0.7; Under agitation, with deionized water, being diluted to solid content is 15-45%, after logical nitrogen 20min-35min, be warming up to 50-60 ℃, in 1.5-2.5h, at the uniform velocity drip the mixed solution of oxidant constituents in mix monomer and initiator, drip reductive agent component in initiator, insulation reaction 3.5-4h simultaneously, emulsion is cooled to room temperature, and discharging saves backup.
Described polychloroprene latex is the general raw materials of those skilled in the art, can select Latex750 (trade(brand)name) and the Aquastikaqs9426 (trade(brand)name) of company of Du Pont (Du Pont), the Dispercoll C74 (trade(brand)name) of Bayer Bitterfeld GmbH (Bayer) company and Dispercoll C84 (trade(brand)name) or above-mentioned raw materials mixture in any proportion, and its solid content is 45%-60%.
Described emulsifying agent is the general raw materials of those skilled in the art, can select dodecyl sulfate or dodecylbenzene sulfonate etc.
Described initiator can be Potassium Persulphate-sodium bisulfite, isopropyl benzene hydroperoxide one tetraethylene pentamine, the redox initiators such as tertbutyl peroxide-tetraethylene pentamine; The consumption of described initiator is 0.2%～0.8% of described polychloroprene latex dry weight, and the mass ratio of the oxidant constituents of described initiator and reductive agent component is 1.5-2.5:1.
The consumption of described deionized water is 5%～30% of described polychloroprene latex dry weight.
Described Tackified emulsion can be water-based Tackified emulsion resin, can select water-based rosin Tackified emulsion, staybelite tackifier resin emulsion etc.
The described condensing agent aqueous solution is long chain hydrocarbon acid or other any weak acid, and as boric acid, glycine solution etc., and the mass percent concentration of the condensing agent aqueous solution is 2～10%.
Described anti-aging agent can be selected the aqueous solution, 2 of N-Phenyl beta naphthylamine (antioxidant D), the aqueous solution of the aqueous solution of 6-ditertbutylparacresol (antioxidant 264) or 4-methyl-6-tert-butylphenol (antioxidant 2246), the above-mentioned anti-aging agent aqueous solution is that mass percent concentration is 50% anti-aging agent aqueous dispersions.50%N-Phenyl beta naphthylamine (antioxidant D) dispersion liquid of take is example, and its preparation method is as follows: antioxidant D 1g, deionized water 1mL, puts into ball mill ball milling and evenly obtain 50% antioxidant D dispersion liquid.
Described metal oxide can select to adopt zinc oxide, and its effect is to absorb the hydrogenchloride that tackiness agent is slowly emitted in storing, and must first ball milling during use make dispersion liquid again and add, as to make mass percent concentration is 50% zinc oxide aqueous solution.
Described thickening material is Walocel MT 20.000PV, casein or polyvinyl alcohol.
Described filler is talcum powder, coarse whiting and fine particle calcium carbonate etc.
Described stablizer can be the E-mulvinW (trade(brand)name) of Bayer Bitterfeld GmbH (Bayer) company.
Containing the preparation method of the neoprene latex adhesive of amphipathic nature polyalcohol chain, it step comprising is as follows: under 200-300rpm shears, to the polychloroprene latex containing amphipathic nature polyalcohol chain, add Tackified emulsion, filler, the condensing agent aqueous solution, anti-aging agent, stablizer, metal oxide and thickening material to stir and obtain the neoprene latex adhesive containing amphipathic nature polyalcohol chain.
In order to enhance product performance, can to the mode containing limit edged stirs in the polychloroprene latex of amphipathic nature polyalcohol chain, add stablizer, filler, zinc oxide aqueous solution, the anti-aging agent aqueous solution, Tackified emulsion, the condensing agent aqueous solution and thickening material successively in the following order, until stir.
In above-mentioned preparation method, the addition of each component is with reference to aforementioned weight number.
Compared with prior art, the present invention has following beneficial effect:
(1) because neoprene latex adhesive is to depart from by sovprene molecule water molecules and the emulsifying agent breakdown of emulsion associating, free post crystallization, cohesion film forming, produces initial bonding force and bonding strength.Therefore, polychloroprene latex, when as tackiness agent, requires to possess dispersion stabilization and two kinds of conflicting character of breakdown of emulsion coherency simultaneously.If grafted chain does not possess emulsification function, when preparing Modified Polychloroprene latex and tackiness agent thereof, need add the dispersion stabilization of a large amount of stablizer raising systems, and this can affect the breakdown of emulsion coherency of polychloroprene latex.The present invention, by method amphipathic acrylic polymer of grafting on the sovprene molecular chain of polychloroprene latex of letex polymerization, gives polychloroprene latex dispersion stabilization and breakdown of emulsion coherency from molecular level simultaneously.During storage, the hydrophilic radical of amphiphilic chain has guaranteed the stability of tackiness agent; After applying glue, the film forming of amphipathic acrylic polymer, has promoted the crystallization of polychloroprene latex, has improved the initial bonding strength of polychloroprene latex.
(2) the conventional thermal initiator of solution grafting, polymerization temperature is high, the time is long, easily causes the chain rupture of chloroprene rubber macromole, makes unstable product quality.The present invention is by emulsion polymerization, and redox initiator causes, and has realized at low temperatures the graft modification of polychloroprene latex.
(3) the present invention adopts the sufficient acrylic ester monomer in source, adopt emulsion polymerization, redox initiator causes prepares graft modification polychloroprene latex at low temperatures, with this graft modification polychloroprene latex, be equipped with auxiliary agent, the neoprene latex adhesive containing amphipathic nature polyalcohol chain of preparing, its performance and commercially available Solution Chloroprene Rubber Adhesives are close, some index has even surpassed commercially available Solution Chloroprene Rubber Adhesives, and this polychloroprene latex type tackiness agent initial bonding strength is large, excellent storage stability (being greater than 180 days), has significant economic benefit and social benefit.
(4) the tackiness agent excellent storage stability of the order of addition(of ingredients) gained that the present invention adopts, and few bubble.
Embodiment
Below in conjunction with specific embodiment, the present invention will be described in detail.
Embodiment 1
Containing a neoprene latex adhesive for amphipathic nature polyalcohol chain, by the component that comprises following parts by weight, made:
Embodiment 2
Containing a neoprene latex adhesive for amphipathic nature polyalcohol chain, by the component that comprises following parts by weight, made:
Embodiment 3
Containing a neoprene latex adhesive for amphipathic nature polyalcohol chain, by the component that comprises following parts by weight, made:
Embodiment 4
Containing a neoprene latex adhesive for amphipathic nature polyalcohol chain, by the component that comprises following parts by weight, made:
The step that the preparation method of the above-mentioned neoprene latex adhesive containing amphipathic nature polyalcohol chain comprises is as follows: by above-mentioned parts by weight proportion relation, under 230-260rpm shears to the polychloroprene latex that contains amphipathic nature polyalcohol chain add Tackified emulsion, filler, the condensing agent aqueous solution, anti-aging agent, stablizer, metal oxide and thickening material to stir and obtain the neoprene latex adhesive containing amphipathic nature polyalcohol chain.
When preparation tackiness agent, for guaranteeing that in process for preparation, first various compositions can, in steady state, should add stablizer to containing in the polychloroprene latex of amphipathic nature polyalcohol chain; The thickening material of increase viscosity of latex should be put behind and be added.Preferably, to the order containing adding materials in the polychloroprene latex of amphipathic nature polyalcohol chain, be: stablizer, filler, zinc oxide aqueous solution, the anti-aging agent aqueous solution, Tackified emulsion, the condensing agent aqueous solution and thickening material; Various Synergist S-421 95s limit edged stirs, until stir.
The present invention contains the glue applying method of the neoprene latex adhesive of amphipathic nature polyalcohol chain: after process on adherend surface, evenly applying glue (spray, all can brush) twice, dries till tack-free and close up pressurization.
Wherein, the water-based rosin Tackified emulsion of described Tackified emulsion for can directly buying on the market, staybelite tackifier resin emulsion etc.The described condensing agent aqueous solution is long chain hydrocarbon acid or other any weak acid, and as boric acid, glycine etc., and the mass percent concentration of the condensing agent aqueous solution is 2～10%.
Described anti-aging agent can be selected the aqueous solution of the aqueous solution of N-Phenyl beta naphthylamine (antioxidant D), the aqueous solution of 2,6 ditertiary butyl p cresol (antioxidant 264) or 4-methyl-6-tert-butylphenol (antioxidant 2246).The above-mentioned anti-aging agent aqueous solution is that mass percent concentration is 50%.50%N-Phenyl beta naphthylamine (antioxidant D) dispersion liquid of take is example, its preparation method is as follows: N-Phenyl beta naphthylamine (antioxidant D) 1g, deionized water 1mL, puts into ball mill ball milling and evenly obtains 50%N-Phenyl beta naphthylamine (antioxidant D) dispersion liquid.
The effect of described metal oxide is to absorb the hydrogenchloride of slowly emitting in tackiness agent storage, must first ball milling during use making dispersion liquid adds again, as to make mass percent concentration be the 50% metal oxide aqueous solution, the ratio that is 1:1 in quality and volume ratio takes (measuring) metal oxide and water, puts into ball mill ball milling even.Described metal oxide preferential oxidation zinc, its source is general, and less expensive, and certainly, the metal oxide of other corresponding tool similar functions is also fine.
Described thickening material can be selected Walocel MT 20.000PV, casein or polyvinyl alcohol.
Described filler is talcum powder, coarse whiting, fine particle calcium carbonate;
Described stablizer is Bayer Bitterfeld GmbH (Bayer) E-mulvinW of company (trade(brand)name)
The described polychloroprene latex containing amphipathic nature polyalcohol chain is to take polychloroprene latex as parent, methyl methacrylate, methacrylic acid or β-hydroxyethyl methacrylate and N.N-dimethylaminoethyl methacrylic ester are grafted monomer, by emulsion grafting polymerization react preparation.
Parts by weight proportioning between described grafted monomer can be as follows:
Methyl methacrylate 41
Methacrylic acid 2
N.N-dimethylaminoethyl methacrylic ester 31.
Parts by weight proportioning between described grafted monomer can be as follows:
Methyl methacrylate 59
Methacrylic acid 4
N.N-dimethylaminoethyl methacrylic ester 49.
Parts by weight proportioning between described grafted monomer can be as follows:
Methyl methacrylate 45～55
Methacrylic acid 2～4
N.N-dimethylaminoethyl methacrylic ester 35～45.
Parts by weight proportioning between described grafted monomer is as follows:
Methyl methacrylate 50
Methacrylic acid 3
N.N-dimethylaminoethyl methacrylic ester 40.
Described methacrylic acid can replace with β-hydroxyethyl methacrylate.
Described mix monomer total mass is 0.2-0.7 with the ratio as parent polychloroprene latex (dry weight) quality; Under agitation,
Wherein, described mix monomer total mass is 0.3 with the ratio as parent polychloroprene latex (dry weight) quality,
Described mix monomer total mass is 0.6 with the ratio as parent polychloroprene latex (dry weight) quality.
Preferably, described mix monomer total mass is 0.4-0.5 with the ratio as parent polychloroprene latex (dry weight) quality.
Preferably, described mix monomer total mass is 0.5 with the ratio as parent polychloroprene latex (dry weight) quality.
In addition, the polychloroprene latex containing amphipathic nature polyalcohol chain also comprises the initiator that accounts for mix monomer total mass 0.6% emulsifying agent and account for mix monomer total mass 0.3%.
Polychloroprene latex containing amphipathic nature polyalcohol chain also comprises the initiator that accounts for mix monomer total mass 1.4% emulsifying agent and mix monomer total mass 0.7%.
Polychloroprene latex containing amphipathic nature polyalcohol chain also comprises that accounting for mix monomer total mass 0.8-1.1% is the initiator of emulsifying agent and mix monomer total mass 0.4～0.6%.
The preparation process comprising containing the polychloroprene latex of amphipathic nature polyalcohol chain is as follows:
(1) by above-mentioned parts by weight, each component of grafted monomer is mixed to composition mix monomer;
(2) close according to the above ratio to tie up to and in reaction vessel, add polychloroprene latex and emulsifying agent; Under agitation, with deionized water, being diluted to solid content is 16%, after logical nitrogen 21min, be warming up to 51 ℃, in 1.6h, at the uniform velocity drip the mixed solution of the oxidant constituents of mix monomer and initiator, drip the reductive agent component aqueous solution of initiator, insulation reaction 3.6h simultaneously, emulsion is cooled to room temperature, and discharging saves backup.
In above-mentioned (2) step, close according to the above ratio to tie up to and in reaction vessel, add polychloroprene latex and emulsifying agent; Under agitation, with deionized water, being diluted to solid content is 44%, after logical nitrogen 34min, be warming up to 59 ℃, in 2.4h, at the uniform velocity drip the mixed solution of the oxidant constituents of mix monomer and initiator, drip the reductive agent component aqueous solution of initiator, insulation reaction 3.9h simultaneously, emulsion is cooled to room temperature, and discharging saves backup.
In above-mentioned (2) step, close according to the above ratio to tie up to and in reaction vessel, add polychloroprene latex and emulsifying agent; Under agitation, with deionized water, being diluted to solid content is 30%, after logical nitrogen 30min, be warming up to 55 ℃, in 2.0h, at the uniform velocity drip the mixed solution of the oxidant constituents of mix monomer and initiator, drip the reductive agent component aqueous solution of initiator, insulation reaction 3.8h simultaneously, emulsion is cooled to room temperature, and discharging saves backup.
Wherein, described polychloroprene latex is the general raw materials of those skilled in the art, can select Latex750 (trade(brand)name) and the Aquastikaqs9426 (trade(brand)name) of Dupont (Du Pont) company, the Dispercoll C74 (trade(brand)name) of Bayer Bitterfeld GmbH (Bayer) company and the mixture of Dispercoll C84 (trade(brand)name) or above-mentioned raw materials, its solid content is 45%-60%.Described emulsifying agent is the general raw materials of those skilled in the art, can select dodecyl sulfate or dodecylbenzene sulfonate etc.Described initiator can be Potassium Persulphate-sodium bisulfite, isopropyl benzene hydroperoxide one tetraethylene pentamine, tertbutyl peroxide-tetraethylene pentamine redox etc.; The consumption of described initiator is 0.2%～0.8% of polychloroprene latex dry weight, and the mass ratio of the oxidant constituents of described initiator and reductive agent component is 1.5-2.5:1.The consumption of described deionized water is 5%～30% of polychloroprene latex dry weight.
Embodiment 5
Bonding for mattress, seat (sleeping) chair, sofa sponge containing the neoprene latex adhesive of amphipathic nature polyalcohol chain prepared by the present embodiment, and adopt the technique that wets bonding.
The present embodiment containing the neoprene latex adhesive of amphipathic nature polyalcohol chain by comprising that following parts by weight component makes:
Polychloroprene latex 42 containing amphipathic nature polyalcohol chain, water-based Gum Rosin emulsion 47, talcum powder 9.5, stablizer E-mulvinW0.6, mass percent concentration is 50% the antioxidant 264 aqueous solution 0.1, mass percent concentration is 50% zinc oxide aqueous solution 0.3, the glycine 0.3 that mass percent concentration is 5%, thickening material Walocel MT 20.000PV 0.2.
The preparation method of the above-mentioned polychloroprene latex containing amphipathic nature polyalcohol chain, its detailed step is as follows:
(1) in following parts by weight ratio, take grafted monomer: methyl methacrylate 50, methacrylic acid 2, N.N-dimethylaminoethyl methacrylic ester 48; And each component is mixed;
(2) in electric mixer, prolong, temperature are housed take into account the four-hole round-bottomed flask of dropping funnel, add the polychloroprene latex (dry weight) that accounts for monomer total mass 170% and the sodium lauryl sulphate that accounts for monomer total mass 0.5%, under agitation, with deionized water, being diluted to solid content is 30%, after logical nitrogen 30min, be warming up to 55 ℃, in 2h, at the uniform velocity drip the mixed solution of the oxidant constituents of mix monomer and initiator, drip the reductive agent component aqueous solution of initiator simultaneously, insulation reaction 3.5h, emulsion is cooled to room temperature, and discharging saves backup.
In above-mentioned steps (2), polychloroprene latex is Dispercoll C84 (solid content is 55%), and add-on is step (1) 150% of the monomer total mass that takes.Described initiator is tertbutyl peroxide-tetraethylene pentamine, the amount of taking of initiator is to account for 0.5% of described polychloroprene latex dry weight, the oxidant constituents of initiator is with reductive agent constituent mass than being 2:1, and the add-on of deionized water is 20% of polychloroprene latex dry weight.
According to above-mentioned formula, take the polychloroprene latex containing amphipathic nature polyalcohol chain, under fully stirring, add stablizer, stir after 10 minutes, under shearing, 300rpm adds talcum powder, disperse 15 minutes, finally under 300rpm stirs, add the metal oxide aqueous solution, the anti-aging agent aqueous solution, Tackified emulsion, the condensing agent aqueous solution and thickening material, stir and obtain the neoprene latex adhesive containing amphipathic nature polyalcohol chain.
The present embodiment gained is used for bonding sponge containing the neoprene latex adhesive of amphipathic nature polyalcohol chain, can destroy base material sponge.
Embodiment 6
The gluing tackiness agent of polychloroprene latex containing amphipathic nature polyalcohol chain prepared by the present embodiment is bonding for the production of case and bag PVC leather, adopts wet technique bonding.
The polychloroprene latex containing amphipathic nature polyalcohol chain of the present embodiment is gluing by comprising that following parts by weight component forms:
Polychloroprene latex 65 containing amphipathic nature polyalcohol chain, water-based rosin Tackified emulsion 30, coarse whiting 4, stablizer E-mulvinW0.1, mass percent concentration is 50% the antioxidant 264 aqueous solution 0.2, mass percent concentration is 50% zinc oxide aqueous solution 0.2, the glycine 0.3 that mass percent concentration is 5%, thickening material Walocel MT 20.000PV 0.2.Wherein containing the preparation method of the polychloroprene latex of amphipathic nature polyalcohol chain with embodiment 1.
According to above-mentioned formula, adopt the preparation method of embodiment 1, prepare the neoprene latex adhesive containing amphipathic nature polyalcohol chain, the performance of this tackiness agent and commercially available Solution Chloroprene Rubber Adhesives performance compare, and result is as shown in table 1.As seen from table, prepared neoprene latex adhesive, when bonding PVC leather, its adhesiveproperties is suitable with solvent-borne type neoprene latex performance.
The performance comparison table of the tackiness agent that table 1 the present embodiment obtains and existing Solution Chloroprene Rubber Adhesives
Note: 1 tackiness agent obtaining for the present embodiment, 2 is existing Solution Chloroprene Rubber Adhesives.
Embodiment 7
The present embodiment prepare containing gluing bonding for the production of case and bag canvas of the polychloroprene latex of amphipathic nature polyalcohol chain, adopt wet technique bonding.
The polychloroprene latex containing amphipathic nature polyalcohol chain of the present embodiment is gluing by comprising that following parts by weight component forms:
Polychloroprene latex 55 containing amphipathic nature polyalcohol chain, water-based Gum Rosin emulsion 36, fine particle calcium carbonate 7.8, stablizer E-mulvinW0.3, mass percent concentration is 50% the antioxidant 264 aqueous solution 0.2, mass percent concentration is 50% zinc oxide aqueous solution 0.2, the glycine 0.3 that mass percent concentration is 5%, thickening material Walocel MT 20.000PV 0.2.Described mass percent is the per-cent that accounts for taken tackiness agent total mass.
Wherein containing the preparation method of the polychloroprene latex of amphipathic nature polyalcohol chain with embodiment 1.
According to above-mentioned formula, adopt the preparation method of embodiment 1, prepare neoprene latex type tackiness agent, the performance of this tackiness agent and commercially available Solution Chloroprene Rubber Adhesives performance compare, and result is as shown in table 2.As seen from table, prepared neoprene latex adhesive, when bonding canvas, its adhesiveproperties is suitable with solvent-borne type neoprene latex performance, and some index has even surpassed Solution Chloroprene Rubber Adhesives.
The performance comparison table of table 2 neoprene latex type tackiness agent and commercially available Solution Chloroprene Rubber Adhesives
Note: the 1 neoprene latex type tackiness agent that is the present embodiment, 2 is commercially available Solution Chloroprene Rubber Adhesives.
The neoprene latex type tackiness agent that above-described embodiment makes is compared with commercially available Solution Chloroprene Rubber Adhesives has above-mentioned similar effect equally.
More than describe preferred embodiment of the present invention in detail, should be appreciated that the ordinary skill of this area just can design according to the present invention be made many modifications and variations without creative work.Therefore, all technician in the art according to the present invention design on prior art basis by logic analysis, reasoning or according to the available technical scheme of limited experiment, all should be among the determined protection domain by these claims.
Claims (10)
1. containing a neoprene latex adhesive for amphipathic nature polyalcohol chain, it is characterized in that, by the component that comprises following parts by weight, made:
The described polychloroprene latex containing amphipathic nature polyalcohol chain is to take polychloroprene latex as parent, methyl methacrylate, methacrylic acid or β-hydroxyethyl methacrylate and N.N-dimethylaminoethyl methacrylic ester are grafted monomer, by emulsion grafting polymerization react preparation.
2. according to claim 1 containing the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, the step that the preparation method of the described polychloroprene latex containing amphipathic nature polyalcohol chain comprises is as follows:
(1) take methyl methacrylate 40～60 weight parts, methacrylic acid or β-hydroxyethyl methacrylate 1～5 weight part, N.N-dimethylaminoethyl methacrylic ester 30～50 weight parts mix composition mix monomer;
(2) in reaction vessel, add polychloroprene latex and account for monomer total mass 0.5-1.5% emulsifying agent, described mix monomer total mass and polychloroprene latex ratio are 0.2-0.7; Under agitation, with deionized water, being diluted to solid content is 15-45%, after logical nitrogen 20min-35min, be warming up to 50-60 ℃, in 1.5-2.5h, at the uniform velocity drip the mixed solution that mix monomer and initiator oxygenant form, drip the reduction components of going back initiator simultaneously, insulation reaction 3.5-4h, emulsion is cooled to room temperature.
3. contain according to claim 2 the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, described polychloroprene latex is selected Latex750 or the Aquastikaqs9426 of Du Pont company, the Dispercoll C74 of Bayer A.G or Dispercoll C84, its solid content is 45%-60%.
4. according to claim 2 containing the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, described emulsifying agent is selected dodecyl sulfate or dodecylbenzene sulfonate.
5. according to claim 2 containing the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, described initiator is Potassium Persulphate-sodium bisulfite, isopropyl benzene hydroperoxide one tetraethylene pentamine, the redox of tertbutyl peroxide-tetraethylene pentamine; The consumption of described initiator is 0.2%～0.8% of polychloroprene latex dry weight, and the oxidant constituents of described initiator is 1.5-2.5:1 with reductive agent constituent mass ratio.
6. according to claim 1 containing the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, described Tackified emulsion is the rosin Tackified emulsion of water-based rosin Tackified emulsion or hydrogenation.
7. according to claim 1 containing the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, the described condensing agent aqueous solution is long chain hydrocarbon acid or weak acid; The mass percent concentration of the condensing agent aqueous solution is 2～10%.
8. according to claim 2 containing the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, described anti-aging agent is that the aqueous solution of N-Phenyl beta naphthylamine is, the aqueous solution of the aqueous solution of 2,6 ditertiary butyl p cresol or 4-methyl-6-tert-butylphenol.
9. according to claim 2 containing the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, described metal oxide is zinc oxide; Described thickening material is Walocel MT 20.000PV, casein or polyvinyl alcohol; Described filler is talcum powder, coarse whiting, fine particle calcium carbonate; Described stablizer is the E-mulvinW of Bayer A.G.
10. contain according to claim 1 the preparation method of the neoprene latex adhesive of amphipathic nature polyalcohol chain, it is characterized in that, it step comprising is as follows: under 200-300rpm shears, to the polychloroprene latex containing amphipathic nature polyalcohol chain, add Tackified emulsion, filler, the condensing agent aqueous solution, anti-aging agent, stablizer, metal oxide and thickening material to stir.
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| WO2016037353A1 (en) * | 2014-09-12 | 2016-03-17 | Arkema (Changshu) Fluorochemical Co., Ltd. | Method for preparing a grafted unsaturated synthetic rubber |
| CN106186960A (en) * | 2016-07-20 | 2016-12-07 | 绍兴职业技术学院 | A kind of high-performance environment-friendly spraying mortar and preparation method thereof |
| CN108047995A (en) * | 2017-11-06 | 2018-05-18 | 安徽枫帆轨道装备有限公司 | A kind of PVC floor binding agent |
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| CN110760282B (en) * | 2019-10-31 | 2021-05-25 | 辽阳辽化奇达化工有限责任公司 | Environment-friendly water-based adhesive |
| CN111072864A (en) * | 2019-12-23 | 2020-04-28 | 广州熵能创新材料股份有限公司 | Grafted chloroprene rubber powder and preparation method and application thereof |
| CN112341955A (en) * | 2020-11-06 | 2021-02-09 | 广东泰强化工实业有限公司 | Heat-resistant neoprene latex adhesive and preparation method thereof |
| CN113072902A (en) * | 2021-03-31 | 2021-07-06 | 广东富强科技股份有限公司 | Single-component chloroprene rubber adhesive suitable for bonding automobile leather |
| CN115044326A (en) * | 2022-04-19 | 2022-09-13 | 英创新材料(绍兴)有限公司 | High-solid-content water-based rapid shaping adhesive and preparation method thereof |
| CN115044326B (en) * | 2022-04-19 | 2024-01-12 | 英创新材料(绍兴)有限公司 | High-solid-content quick setting adhesive and preparation method thereof |
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