CN102199254A - Preparation method of single-component solvent-resistance protective film glue - Google Patents
Preparation method of single-component solvent-resistance protective film glue Download PDFInfo
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- CN102199254A CN102199254A CN 201110064213 CN201110064213A CN102199254A CN 102199254 A CN102199254 A CN 102199254A CN 201110064213 CN201110064213 CN 201110064213 CN 201110064213 A CN201110064213 A CN 201110064213A CN 102199254 A CN102199254 A CN 102199254A
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Abstract
The invention relates to a preparation method of a polyurethane macromonomer/crylic acid (ester) copolymerized emulsion for a single-component protective film. The copolymerized emulsion comprises one or two of crylic acid (ester) polymer and (A) polyurethane macromonomer containing a double bond as well as (B) ketone-hydrazide. The synthesis method comprises preparation methods of the polyurethane macromonomer/crylic acid (ester) copolymerized emulsion and a ketone-hydrazide crosslinked polyurethane macromonomer/crylic acid (ester) copolymerized emulsion. According to the invention, an extra crosslinking agent dose not need to be added in the single-component polyurethane macromonomer/crylic acid (ester) copolymerized emulsion; the operation process is simple, and the cost is low; and the pressure-sensitive property of the emulsion is good and the emulsion especially has good organic solvent resistance and good permeability resistance. After the protective film is placed for 48 hours at the temperature of 60 DEG C, no residue exists on the surface of a glazed stainless-steel plate; and when the protective film is soaked for 24 hours in organic solvents such as absolute ethyl alcohol, acetone, toluene and the like, the phenomena such as stripping, wrinkling, bubbling and the like are not generated.
Description
Technical field
The present invention relates to a kind of preparation method of the single-component protective membrane of anti-solvent glue, particularly a kind of protective membrane is with the preparation method of the big monomer/acrylic of urethane (ester) copolymer emulsion.
Background technology
The overlay that one deck scribbles weak adhesive power pressure sensitive adhesive is all posted on a lot of precision optical machineries, electronics and high-grade section bar surface, this plastic film is protective membrane, compare with other common pressure sensitive adhesive goods, following special feature is arranged: 1., have suitable adhesive power at the surface property of different substances; 2. better weather is arranged, several months or paste for a long time back peeling forces (adhesive power) and change not quite, be easy to peel off and not residual; 3. protected material surface is inertia, does not react, not burn into pollution substance surface not with this surface; 4. protected material is had good adhesion property, in the materials handling and the course of processing, protective membrane does not come off, and does not warp; 5. base material and pressure sensitive adhesive have excellent mechanical property, satisfy various secondary processing requirements.
Protective membrane is widely used in fields such as machinery, instrument, electronics, household electrical appliances, boats and ships, building and automobile making.According to statistics, domestic surface protection film annual requirement in 2005 has reached 1,200,000,000 m
2, will reach 22-25 hundred million m in 2010
2, be an important kind of pressure sensitive adhesive goods.The protective membrane that sprays paint claims shielding film again, be mainly used in paint spraying before, protection is covered in place beyond the spraying face, be widely used in products such as automobile, steamer, train, furniture.Anti-solvent, impermeable be the key property of spraying paint with protective membrane glue.
The protective membrane of water tolerance and poor solvent resistance usually exists glue-line residual on protected material surface, pollutes the problem of protected material, and then influences the attractive in appearance of protected product or make the writing limit, back of spraying paint fuzzy.In addition; also can influence the residual of glue-line as the tackiness agent of protective membrane glue to the cohesive strength of film; in the past secondary coating methods that adopt solve glue-lines to the cohesive strength of film and the problem close to the cohesive strength of protected product more, target be reach glue-line to the cohesive strength of film greater than the purpose of glue-line to the cohesive strength of protected product.At present the multipolymer as protective membrane glue is that acrylate obtains through emulsion copolymerization more than 90%, but because of its radical polymerization, and multiple monomer random arrangement on molecular chain exists organic solvent resistance, wear resistance, poor water resistance and is heated shortcoming such as be clamminess.And urethane has thermotolerance and solvent resistance is good, has higher cohesive force and thermal adaptability wide to the plastic film of low surface tension, advantages such as good springiness.Therefore with acrylate and urethane through modification by copolymerization, glue film performance is significantly improved.
On the other hand, at present domestic pair component technology, i.e. the additional crosslink agent technology of all adopting.Because of adding linking agent be highly active linking agent, must matching while using, not only operation is loaded down with trivial details, also has pot life problems, therefore protective membrane glue being made one-package adhesive is the problem that needs to be resolved hurrily at present.
Chinese patent CN 1388198A discloses a kind of removable pressure sensitive adhesive composition and sheet material, and it comprises the acrylic polymer of (A) hydroxyl at least, (B) contains the amine compound of a plurality of hydroxyls and (C) polyisocyanate compound.Wherein acrylic polymer (A) is as base polymer (basic components of pressure sensitive adhesive), and amine compound (B) is as auxiliary curing agent (crosslinking coagent), and isocyanate compound (C) is as solidifying agent (linking agent).Crosslinked required processing temperature is higher in the generation of glued membrane drying course, and has remaining isocyanate compound generation vapour pressure, and particularly easier evaporable vulcabond is because its pungency and sensitization can be damaged the health of being responsible for personnel in the course of processing.
Chinese patent CN101033322A discloses a kind of room temperature crosslinking curing polyurethane-acrylate composite aqueous emulsion and preparation method thereof.It is a kind of be shell with urethane, acrylate is the aqueous solution of composite emulsion particle of nuclear, polyurethane shell is 1～2.5: 1 with the mass ratio that polyacrylic ester is examined, the urethane consumption is big, cost is higher.The cross-linking system that it uses is the vinyl monomer that contains epoxy group(ing), and rate of crosslinking is slow.
What this patent was selected for use is the vinyl monomer of double bond containing polyurethane macromolecular monomer and a kind of ketocarbonyl-containing, be easy to and other vinyl monomer copolymerization, obtain containing vinylformic acid (ester) emulsion of ketone carbonyl, after adding the hydrazides of the binary contain diazanyl and polycarboxylic acid in this emulsion, because dehydration reaction takes place easily for ketone carbonyl and diazanyl, thereby polymkeric substance takes place crosslinked in film process.This kind emulsion is compared with noncrosslinking acrylic ester emulsion, and it is water-fast, organic solvent resistance improves greatly.
Summary of the invention
A kind of normal temperature crosslinked single-component protective membrane of anti-solvent the of the present invention preparation method of polyurethane/acrylate copolymer emulsion may further comprise the steps:
1. the preparation method of the big monomer/acrylic of urethane (ester) multipolymer.
A: the design solid content is 40%～60%, vinylformic acid (ester) class monomer L mass parts, the big monomer M mass parts of urethane, the vinyl monomer N mass parts of the free redical polymerization of ketocarbonyl-containing, wherein 75%≤L≤100%, 0≤M≤20%, 0≤N≤5%.The drying of said composition or cured product have the gel fraction that is equal to or greater than 70wt%.
B: adopt method of emulsion polymerization, concrete steps are:
Deionized water is added reactor, open and stir, add rebasing emulsifying agent, the vinylformic acid of pH value buffer reagent and metering (ester) class monomer pre-emulsion, add rebasing initiator when being warming up to 70～90 ℃, begin to drip pre-emulsion and polymerization initiator solution after a period of stabilisation simultaneously, when emulsion drips half, add in the pre-emulsification bottle with the vinyl monomer of ketocarbonyl-containing with the polyurethane macromolecular monomer, the back continuation that stirs drips, and always drips time 3～5h.Dropwise back insulation 1～2h, after insulation finishes, be cooled to below 40 ℃, with proper ammonia the pH value is transferred to weakly alkaline, add then and can form the hydrazides monomer solution of crosslinked binary and polycarboxylic acid and an amount of wetting agent, defoamer, stir 60min after-filtration packing with the ketone carbonyl, standby.
Described vinylformic acid (ester) class monomer is a kind of in the following material group or their mixture: (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) vinylformic acid, butyl acrylate, Octyl acrylate, Isooctyl acrylate monomer, vinylformic acid hydroxyl methyl esters, Hydroxyethyl acrylate, Propylene glycol monoacrylate.
Described initiator can be persulphate, one or both in ammonium persulphate (APS), the Potassium Persulphate for example, and initiator amount is 0.1～1.0% of a monomer mixture total mass
Described emulsifying agent is an anionic emulsifier alkylphenol polyoxyethylene ammonium sulfate, CO436 for example, and add-on is 0～2.0% of a monomer mixture total mass.。
The vinyl monomer of described ketocarbonyl-containing is a kind of in the following material group or their mixture: diacetone-acryloamide(DAA), (methyl) propenal, ethylene methacrylic ketone, (methyl) vinylformic acid acetoacetoxy groups ethyl ester, (methyl) vinylformic acid acetoacetyl amido ethyl ester, preferred diacetone-acryloamide(DAA), consumption generally accounts for 0.1～5% of monomer total mass.
Describedly can form the hydrazides that crosslinked monomer is binary and polycarboxylic acid, as carbonic acid two hydrazides, oxalic acid two hydrazides, succinic acid hydrazide ii, adipic dihydrazide, the polymerization degree have an appointment containing below the 100 amino polyacrylamide of N-, the N (CH of 10mol% hydrazides with the ketone carbonyl
2CH
2CONHNH
2)
3With (H
2NHNCOCH
2CH
2)
2NCH
2CH
2N (CHCHCONHNH
2)
2, preferred adipic dihydrazide, consumption generally are equivalent on the polymkeric substance normal 0.1～1.0 times of ketone carbonyl.
2. containing the two end capped polyurethane macromolecular monomer of key list synthetic concrete grammars and step is: the formula ratio polyether Glycols is added reactor, 100 ℃～120 ℃ vacuum tightnesss is the 1h～2h that dewaters under the 0.1Mpa condition, add vulcabond and catalyzer, 60 ℃～70 ℃ insulation reaction 1h～2h.Measure the content of isocyanate groups at set intervals, and then definite reaction end, reach theoretical value until isocyanate terminated base (NCO) content.In the reaction system of above-mentioned base polyurethane prepolymer for use as, add the butyl acetate solvent viscosity reduction that accounts for system quality about 10%, treat that temperature reduces to below 50 ℃, add with the equimolar HEA of base polyurethane prepolymer for use as, 1.2 times to the propyl carbinol end-capping reagent of base polyurethane prepolymer for use as molar weight, be warmed up to 60～70 ℃, insulation reaction is to NCO base content approaching zero.
Wherein said polyether Glycols is number-average molecular weight 200～2000g/mol, the mixture of one or more in the polyoxyethylene glycol of hydroxyl value 30～200KOH/g.Described vulcabond is isoflurane chalcone diisocyanate (IPDI), tolylene diisocyanate (TDI), '-diphenylmethane diisocyanate (MDI), hexamethylene diisocyanate (HDI).The mol ratio of vulcabond and polyether Glycols is 2～5: 1, and the big monomeric double bond content of urethane is 1～10wt%.
Embodiment
Embodiment 1
1) it is monomeric synthetic to contain two end capped polyurethane macromoleculars of key list
Isophorone diisocyanate (IPDI) and polyether Glycols (PEG) were added logical N in 3: 1 in molar ratio
2There-necked flask in, and add the catalyzer dibutyl tin laurate of system total mass 0.1wt%, in 60 ℃ of reaction 2h, up to reaching theoretical isocyanate group content.Cool to below 50 ℃, add total system 10wt% butyl acetate solvent and with the Hydroxyethyl acrylate of base polyurethane prepolymer for use as equimolar amount, 1.2 times to the propyl carbinol end-capping reagent of base polyurethane prepolymer for use as molar weight, be warmed up to 58～60 ℃, insulation reaction is to isocyanate group content approaching zero.
2) preparation of the big monomer/acrylic of urethane (ester) emulsion
The design solid content is 50%, polyurethane macromolecular monomer 10 mass parts, vinylformic acid (ester) is totally 90 mass parts, initiator 0.6 mass parts, emulsifying agent 0.8 mass parts, wherein monomeric composition of vinylformic acid (ester) class and percentage composition are: butyl acrylate 62%, Isooctyl acrylate monomer 15%, ethyl propenoate 10%, vinylformic acid 2%, Hydroxyethyl acrylate 1%.
Add water to pre-emulsification bottle, open and stir, add emulsifying agent, stir after 10 minutes, add vinylformic acid (ester) monomer, high-speed stirring emulsification 40 minutes, pre-emulsion is standby.In the 1000ml four-hole boiling flask that agitator, reflux condensing tube, thermometer and constant pressure funnel are housed, adding deionized water, open and stir, add rebasing emulsifying agent, the pre-emulsion of pH value buffer reagent and metering, add rebasing initiator when being warming up to 85 ℃, beginning to drip pre-emulsion and polymerization after about 5～10 minutes simultaneously adds the polyurethane macromolecular monomer in the pre-emulsification bottle when emulsion drips half with initiator solution, continue to drip after stirring 10min, total dropping time 4～4.5h, 83～88 ℃ of dropping temperatures.Dropwise back insulation 2h, after insulation finishes, be cooled to below 40 ℃, the pH value is transferred to 7.5～8.5, add an amount of wetting agent, defoamer then, stir 60min after-filtration packing with proper ammonia, standby.
3) making of protective membrane adhesive tape
Glue (about 10g/m takes a morsel
2) evenly coat on the Biaxially oriented polypropylene film (BOPP) (BOPP) or polyethylene (PE) film through corona treatment, take out after placing 80 ℃-90 ℃ air dry oven 10min, can make the protective membrane adhesive tape.
Respectively according to GB4852-2002; GB4851-1998; the GB/T2792-1998 standard; produce CZY-G type tack tester with Jinan blue streak testing tool company limited; the CZY-6S type is held the viscosity tester; BLD-200S electron detachment machine is tested to such an extent that the initial bonding strength of Polyurethane/vinylformic acid (ester) copolymerization protective membrane glue is 6#/50mm; holding viscous force is 35h; 180 ° of stripping strengths are 6.86N/25mm; after placing 48h under 60 ℃ of conditions, peel off; the surface noresidue of mirror face stainless steel plate; organic solvent-resistant is at dehydrated alcohol; acetone; soaking 24h in the organic solvents such as toluene does not have and peels off; wrinkling; bubble; phenomenon such as get rusty.
Embodiment 2
1) it is monomeric synthetic with embodiment 1 to contain two end capped polyurethane macromoleculars of key list
2) preparation of the big monomer/acrylic of urethane (ester) emulsion
The design solid content is 50%, big monomer 5 mass parts of urethane, vinylformic acid (ester) is totally 93～95 mass parts, diacetone-acryloamide(DAA) (DAAM) 0～2 mass parts, the adipic dihydrazide consumption is half of diacetone-acryloamide(DAA) consumption, initiator 0.6 mass parts, emulsifying agent 0.8 mass parts, wherein monomeric composition of vinylformic acid (ester) class and percentage composition are: butyl acrylate 65%～67%, Isooctyl acrylate monomer 15%, ethyl propenoate 10%, vinylformic acid 2%, Hydroxyethyl acrylate 1%.
Add water to pre-emulsification bottle, open and stir, add emulsifying agent, stir after 10 minutes, add vinylformic acid (ester) monomer, high-speed stirring emulsification 40 minutes, pre-emulsion is standby.In the 1000ml four-hole boiling flask that agitator, reflux condensing tube, thermometer and constant pressure funnel are housed, adding deionized water, open and stir, add rebasing emulsifying agent, the pre-emulsion of pH value buffer reagent and metering, add rebasing initiator when being warming up to 85 ℃, begin to drip pre-emulsion after about 5～10 minutes simultaneously and polymerization adds the aqueous solution and the polyurethane macromolecular monomer of diacetone-acryloamide(DAA) in the pre-emulsification bottle when emulsion drips half with initiator solution, continue to drip after stirring 10min, total dropping time 4～4.5h, 83～88 ℃ of dropping temperatures.Dropwise back insulation 2h, after insulation finishes, be cooled to below 40 ℃, the pH value is transferred to 7.5～8.5, add the aqueous solution, wetting agent, the defoamer of adipic dihydrazide then, stir 60min after-filtration packing with proper ammonia, standby.
3) making of protective membrane adhesive tape
Glue (about 10g/m takes a morsel
2) evenly coat on the Biaxially oriented polypropylene film (BOPP) (BOPP) or polyethylene (PE) film through corona treatment, take out after placing 80 ℃-90 ℃ air dry oven 10min, can make the protective membrane adhesive tape.
According to GB4852-2002, GB4851-1998, GB/T2792-1998 standard, hold viscosity tester, the test of BLD-200S electron detachment machine, result such as following table 1 respectively with the product CZY-G of Jinan blue streak testing tool company limited type tack tester, CZY-6S type:
Table 1 ketone hydrazine is crosslinked to protective membrane glue Effect on Performance
After placing 48h under 60 ℃ of conditions, peeling off, the surface noresidue of mirror face stainless steel plate, organic solvent-resistant, in organic solvents such as dehydrated alcohol, acetone, toluene, soak 24h do not have peel off, wrinkling, bubble, phenomenon such as get rusty.
Claims (5)
1. a single-component protective membrane is with the preparation method of the big monomer/acrylic of urethane (ester) copolymer emulsion; it comprises vinylformic acid (ester) class monomer and (A) the big monomer of double bond containing urethane (B) ketone hydrazine one or both in crosslinked, and described synthetic method comprises the preparation method of the big monomer/acrylic of urethane (ester) copolymer emulsion and the big monomer/acrylic of ketone hydrazine cross-linked polyurethane (ester) copolymer emulsion.
2. the preparation method of the single-component protective membrane of anti-a solvent glue, concrete steps are:
A: the design emulsion solid content is 40%～60%, acrylic ester monomer L mass parts, the big monomer M mass parts of urethane, the vinyl monomer N mass parts of the free redical polymerization of ketocarbonyl-containing, wherein 75%≤L≤100%, 0≤M≤20%, 0≤N≤5%.The drying of said composition or cured product have the gel fraction that is equal to or greater than 70wt%.
B: adopt method of emulsion polymerization, with deionized water, rebasing emulsifying agent, the vinylformic acid of pH value buffer reagent and metering (ester) monomer pre-emulsion adds reactor, open and stir, add rebasing initiator when being warming up to 70～90 ℃, begin to drip pre-emulsion and polymerization initiator solution after a period of stabilisation simultaneously, when pre-emulsion drips a half vinyl monomer and the polyurethane macromolecular monomer of ketocarbonyl-containing added in the pre-emulsification bottle, the back continuation that stirs drips, and always drips time 3～5h.Dropwise back insulation 1～2h, after insulation finishes, be cooled to below 40 ℃, with proper ammonia pH value is transferred to weakly alkaline, add the hydrazides of binary and polycarboxylic acid and an amount of wetting agent, defoamer then, stirring for some time after-filtration is packed, and is standby.
Described vinylformic acid (ester) class monomer is a kind of in the following material group or their mixture: (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) vinylformic acid, butyl acrylate, Octyl acrylate, Isooctyl acrylate monomer, vinylformic acid hydroxyl methyl esters, Hydroxyethyl acrylate, Propylene glycol monoacrylate.
The vinyl monomer of described ketocarbonyl-containing is a kind of in the following material group or their mixture: diacetone-acryloamide(DAA), (methyl) propenal, ethylene methacrylic ketone, (methyl) vinylformic acid acetoacetoxy groups ethyl ester, (methyl) vinylformic acid acetoacetyl amido ethyl ester, preferred diacetone-acryloamide(DAA), consumption generally accounts for 0.1%～5% of monomer total amount.
3. according to the preparation method of claim 2, it is characterized in that: form the hydrazides that crosslinked monomer is binary and polycarboxylic acid with the ketone carbonyl, as carbonic acid two hydrazides, oxalic acid two hydrazides, succinic acid hydrazide ii, adipic dihydrazide, the polymerization degree have an appointment containing below the 100 amino polyacrylamide of N-, the N (CH of 10mol% hydrazides
2CH
2CONHNH
2)
3With (H
2NHNCOCH
2CH
2)
2NCH
2CH
2N (CHCHCONHNH
2)
2, preferred adipic dihydrazide, consumption generally are equivalent on the polymkeric substance normal 0.1～1.0 times of ketone carbonyl.
4. according to the preparation method of claim 2, it is characterized in that: persulfate initiator ammonium persulphate or Potassium Persulphate, initiator amount are 0.1～1.0% of monomer mixture total mass
5. according to the preparation method of claim 2, it is characterized in that: add anionic emulsifier alkylphenol polyoxyethylene ammonium sulfate in the reaction system, add-on is 0～2.0% of a monomer mixture total mass.
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| CN 201110064213 CN102199254A (en) | 2011-03-17 | 2011-03-17 | Preparation method of single-component solvent-resistance protective film glue |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102976653A (en) * | 2012-11-01 | 2013-03-20 | 江苏博特新材料有限公司 | High-performance concrete maintenance agent and its preparation method |
| CN103059315A (en) * | 2012-12-31 | 2013-04-24 | 中科院广州化学有限公司 | Polyurethane/polyacrylate copolymer and BOPP (Biaxially-oriented Polypropylene) film prepared by same |
| CN104004477A (en) * | 2014-05-23 | 2014-08-27 | 华南理工大学 | Room temperature self-crosslinking polyacrylate pressure-sensitive adhesive and preparation method and application thereof |
| CN104745057A (en) * | 2015-04-17 | 2015-07-01 | 广州杰锐体育设施有限公司 | Dirt-resistant environmental-friendly finishing coat and preparation method thereof |
| CN110759800A (en) * | 2018-07-27 | 2020-02-07 | 南京理工大学 | High-energy high-mechanical-property electronic control solid propellant |
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| CN114933877A (en) * | 2022-04-13 | 2022-08-23 | 江西盛富莱光学科技股份有限公司 | High molecular weight solvent type acrylate pressure-sensitive adhesive and preparation method thereof |
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| CN101402714A (en) * | 2008-11-08 | 2009-04-08 | 佛山市顺德区巴德富实业有限公司 | Polyurethane-acrylic ester emulsion for watersoluble wood lacquer and method of producing the same |
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| CN102976653A (en) * | 2012-11-01 | 2013-03-20 | 江苏博特新材料有限公司 | High-performance concrete maintenance agent and its preparation method |
| CN102976653B (en) * | 2012-11-01 | 2014-08-06 | 江苏苏博特新材料股份有限公司 | High-performance concrete maintenance agent and its preparation method |
| CN103059315A (en) * | 2012-12-31 | 2013-04-24 | 中科院广州化学有限公司 | Polyurethane/polyacrylate copolymer and BOPP (Biaxially-oriented Polypropylene) film prepared by same |
| CN104004477A (en) * | 2014-05-23 | 2014-08-27 | 华南理工大学 | Room temperature self-crosslinking polyacrylate pressure-sensitive adhesive and preparation method and application thereof |
| CN104004477B (en) * | 2014-05-23 | 2016-02-24 | 华南理工大学 | A kind of room-temperature self crosslinking polyacrylate pressure-sensitive and preparation method thereof and application |
| CN104745057A (en) * | 2015-04-17 | 2015-07-01 | 广州杰锐体育设施有限公司 | Dirt-resistant environmental-friendly finishing coat and preparation method thereof |
| US11198153B2 (en) | 2016-03-18 | 2021-12-14 | Ppg Industries Ohio, Inc. | Multi-layer coatings and methods of preparing the same |
| US10577518B2 (en) | 2017-06-29 | 2020-03-03 | Ppg Industries Ohio, Inc. | Aqueous dispersions, coating compositions formed with aqueous dispersions, and multi-layer coatings |
| US10865326B2 (en) | 2017-09-20 | 2020-12-15 | Ppg Industries Ohio, Inc. | Coating compositions, elastic barrier coatings formed therefrom, and methods of applying such coatings |
| CN110759800A (en) * | 2018-07-27 | 2020-02-07 | 南京理工大学 | High-energy high-mechanical-property electronic control solid propellant |
| US11421130B2 (en) | 2018-09-07 | 2022-08-23 | Ppg Industries Ohio, Inc. | Coating composition for extreme washable coatings comprising self-crosslinkable core-shell particles |
| US11059993B2 (en) | 2018-09-07 | 2021-07-13 | Ppg Industries Ohio, Inc. | Coating composition exhibiting specific gloss properties for extreme washable coatings |
| US11111409B2 (en) | 2019-01-03 | 2021-09-07 | Ppg Industries Ohio, Inc. | Coating composition comprising self-crosslinkable core-shell particles and imparting improved stain resistance |
| US10836924B2 (en) | 2019-03-15 | 2020-11-17 | Ppg Industries Ohio, Inc. | Coating compositions and elastic barrier coatings formed therefrom |
| US10829664B2 (en) | 2019-03-15 | 2020-11-10 | Ppg Industries Ohio, Inc. | Coating compositions containing polythioethers and elastic barrier coatings formed therefrom |
| CN114933877A (en) * | 2022-04-13 | 2022-08-23 | 江西盛富莱光学科技股份有限公司 | High molecular weight solvent type acrylate pressure-sensitive adhesive and preparation method thereof |
| CN114933877B (en) * | 2022-04-13 | 2023-08-04 | 江西盛富莱光学科技股份有限公司 | High molecular weight solvent type acrylic ester pressure-sensitive adhesive and preparation method thereof |
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Application publication date: 20110928 |