CN111073582A - Preparation method of microprism coating adhesive - Google Patents
Preparation method of microprism coating adhesive Download PDFInfo
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- CN111073582A CN111073582A CN201911371364.XA CN201911371364A CN111073582A CN 111073582 A CN111073582 A CN 111073582A CN 201911371364 A CN201911371364 A CN 201911371364A CN 111073582 A CN111073582 A CN 111073582A
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- 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
- C09J175/06—Polyurethanes from polyesters
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/348—Hydroxycarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4202—Two or more polyesters of different physical or chemical nature
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to a preparation method of a microprism coating adhesive, which comprises the following steps: (1): preparing a polyurethane prepolymer A; (2): preparing an acrylic polyurethane prepolymer B; (3): preparing special epoxy modified hydroxyl-terminated acrylic polyurethane resin C; (4): preparing a two-component coating adhesive. The coating adhesive produced by the invention has strong binding power and long duration, can greatly prolong the service life of the reflective film, and has the characteristics of good weather resistance and the like.
Description
Technical Field
The invention belongs to the technical field of reflective films, and particularly relates to a preparation method of a coating adhesive for a microprism.
Background
Because the microprism type reflective membrane is a high-tech product integrating polymer chemistry, organic chemistry, inorganic chemistry, colorism, optics and chemical engineering into a whole and integrating comprehensive and marginal subjects, the entry barrier of industrial technology is high, and few enterprises for realizing large-scale production in the industry at present are available, wherein the enterprises are mainly 3M, Ehrey and Refei in the United states and Jihe and NCI in Japan internationally. The domestic market has the optical component company Limited, the optical component technical collaborative innovation company Limited in Jiangxi Henjieu, the constant safety reflecting material company Limited in Anhui, etc.
The microprism type reflecting film can be applied to the field of traffic signs on expressways, grade highways and urban roads, and belongs to high-end products in reflecting materials. In recent years, with the increase of the requirements of highway mileage and vehicle reflective marks in China, the market scale of the microprism reflective film industry is continuously enlarged, and with the increase of use, some problems slowly appear. For example, at present, a microprism reflective film is mainly adhered to the surface of an aluminum material, and the reflective film shrinks and arches on an aluminum plate when the aluminum material is exposed to the sun and rain for a long time outdoors. The microprism reflecting film is composed of a multilayer structure, the shrinkage rates of different layer materials are different, and the high temperature and the low temperature change, so that repeated pulling occurs between a microprism semi-finished product layer and a supporting layer of the microprism reflecting film, the pulling strain can be recovered in a short period, but after a long time, the tensile strain of the microprism semi-finished product layer is irreversible, the arching occurs, and the use of the microprism reflecting material outdoors is seriously influenced.
Disclosure of Invention
In order to overcome the above-mentioned drawbacks, the present invention provides a novel coating adhesive material for a coating adhesive layer of a microprism and a method thereof.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a method for preparing microprism coating glue comprises the following steps:
(1): the preparation method of the polyurethane prepolymer A comprises the following steps of:
taking 15-60 parts of oligomer polyol, 10-70 parts of isocyanate, 10-20 parts of solvent xylene and 0.05-0.5 part of organic tin catalyst, and carrying out prepolymerization reaction for 1-3 hours at 60-80 ℃ under the protection of nitrogen to obtain a polyurethane prepolymer A;
(2): the preparation method comprises the following steps of (1) preparation of an acrylic polyurethane prepolymer B, wherein the components are calculated according to mass fraction:
taking 100 parts of the polyurethane prepolymer A obtained in the step (1), adding 1-8 parts of micromolecule polyol and 5-60 parts of hydroxyl-containing acrylic monomer, and carrying out chain extension reaction for 0.5-2 hours at 60-80 ℃ under the protection of nitrogen to obtain an acrylic polyurethane prepolymer B;
(3): preparation of special epoxy modified hydroxyl-terminated acrylic polyurethane resin C:
and (3) taking 100 parts of the acrylic polyurethane prepolymer B obtained in the step (2), adding 5-30 parts of special epoxy resin at the temperature of 60-80 ℃, and reacting for 1-2 hours to obtain the special epoxy modified hydroxyl-terminated acrylic polyurethane resin C.
(4): preparing a two-component coating adhesive:
and (3) taking 100 parts of the acrylic polyurethane resin C obtained in the step (3), adding 10-30 parts of solvent, and then adding 2-10 parts by weight of curing agent Bayer L-75 to prepare the bi-component coating adhesive.
Further: the oligomer polyol in the step (1) is: one or more of polyethylene glycol adipate glycol, polyethylene glycol adipate-propylene glycol, polyethylene glycol adipate-diethylene glycol, polycaprolactone diol, polycarbonate diol and polytetrahydrofuran diol. And the mass fraction thereof is preferably 20 to 40.
Further: the isocyanate in the step (1) is as follows: one or more of isophorone diisocyanate (IPDI), Hexamethylene Diisocyanate (HDI), methyl styrene isocyanate (TMI) and trimethyl hexamethylene diisocyanate (TMDI). And the mass fraction thereof is preferably 30 to 60.
Further: the organic tin catalyst in the step (1) is as follows: one or more of dibutyltin dilaurate, stannous chloride, stannous octoate and tetraisobutyl titanate. And the mass fraction thereof is preferably 0.1 to 0.4 part.
Further: the small molecular polyol in the step (2) is: one or more of difunctional or trifunctional alcohols. And the mass fraction thereof is preferably 1.2 to 4.5 parts.
Difunctional alcohols are: 1, 4-butanediol, hexanediol, neopentyl glycol or diethylene glycol; the trifunctional alcohol is trimethylolpropane or hexanetriol.
Further: the hydroxy acrylic acid monomer in the step (2) is: one or more of dimethylol acetic acid, dimethylol propionic acid, dimethylol valeric acid and dimethylol succinic acid. And the mass fraction thereof is preferably 15 to 45 parts.
Further: the types of the special epoxy resin in the step (3) are as follows: one or more of E-06, E-12, E-13, E-16, E-20, E-35, E-42 and E-54. And the mass fraction thereof is preferably 5 to 15 parts.
Further: the solvent in the step (4) is as follows: one or more of ethyl acetate, butyl acetate, xylene and propylene glycol methyl ether acetate.
The principle and the advantages of the invention are as follows: a proper amount of unreacted epoxy groups are left in a molecular chain segment through molecular design, and the trace unreacted groups are protected by a curled high molecular chain segment, so that the reactivity is very low, and the reaction basically does not occur at ordinary times. However, under the action of hot oxygen ultraviolet rays and the like for a long time in an outdoor environment, the epoxy groups protected by the high molecular chain segments and residual active hydrogen such as carboxyl, hydroxyl and the like of the coating adhesive slowly undergo ring-opening reaction, so that the adhesive force of the coating adhesive is gradually enhanced, the unique coating adhesive with gradually enhanced adhesive force can absorb the internal stress between the microprism semi-finished product layer and the supporting layer caused by cold and hot changes, and the phenomenon of shrinkage and arching of the microprism film in the use process is eliminated. In the outdoor use process of the common coating adhesive, the adhesive force is reduced year by year, and the effect is difficult to achieve.
The coating adhesive belongs to acrylic polyurethane, and can be widely applied to bonding a microprism semi-finished product layer and a supporting layer.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments.
Example 1
The embodiment relates to a preparation method of a microprism coating adhesive, which comprises the following specific steps:
step 1: the preparation method of the polyurethane prepolymer A comprises the following steps of:
35 parts of polycaprolactone diol with molecular weight of 2000, vacuumizing at 120 ℃ for 2h to remove water, cooling to normal temperature, adding 20 parts of hexamethylene diisocyanate and 28 parts of isophorone diisocyanate, adding 10 parts of solvent xylene and 0.2 part of catalyst stannous octoate, and carrying out prepolymerization reaction at 70 ℃ for 3 h under the protection of nitrogen to obtain the polyurethane prepolymer A.
Step 2: the preparation method of the acrylic polyurethane prepolymer B comprises the following steps of:
after the prepolymerization reaction is finished, 100 parts of polyurethane prepolymer A is taken, 1.8 parts of trimethylolpropane is added into the polyurethane prepolymer A, 10 parts of dimethylolpropionic acid and 12 parts of dimethylolvaleric acid are added into a hydroxy acrylic acid monomer, and chain extension reaction is carried out for 2 hours at 70 ℃ under the protection of nitrogen, so as to obtain acrylic polyurethane prepolymer B.
And step 3: the preparation method of the special epoxy modified hydroxyl-terminated acrylic polyurethane resin C comprises the following steps of:
and (3) adding 8 parts of special epoxy resin E12 into 100 parts of acrylic polyurethane prepolymer B at the temperature of 80 ℃, and reacting for 2 hours to obtain special epoxy modified hydroxyl-terminated acrylic polyurethane resin C.
And 4, step 4: preparing a two-component coating adhesive:
100 parts of special epoxy modified hydroxyl-terminated acrylic polyurethane resin C, 24 parts of butyl acetate and 7 parts of curing agent Bayer L-75 are added to prepare the coating adhesive.
Example 2
The embodiment relates to a preparation method of a microprism coating adhesive, which comprises the following specific steps:
step 1: preparing a polyurethane prepolymer A:
25 parts by weight of poly (ethylene adipate-propylene glycol) with the molecular weight of about 2200 is placed in a reactor, the reactor is vacuumized for 2 hours at the temperature of 120 ℃ to remove water, the reactor is cooled to the normal temperature, 33 parts by weight of methyl styrene isocyanate and 15 parts by weight of isophorone diisocyanate are added, 10 parts by weight of solvent xylene and 0.3 part by weight of catalyst stannous octoate are added, and the pre-polymerization reaction is carried out for 2 hours at the temperature of 65 ℃ under the protection of nitrogen, so as to obtain the polyurethane prepolymer A.
Step 2: preparation of acrylic polyurethane prepolymer B:
after the prepolymerization reaction is finished, 2.1 parts by weight of hexanediol, 0.4 part by weight of trimethylolpropane and 8 parts by weight of dimethylolpropionic acid are added into 100 parts by weight of polyurethane prepolymer A, 16 parts by weight of dimethylolsuccinic acid is added into a hydroxy acrylic monomer, and chain extension reaction is carried out for 2 hours at 70 ℃ under the protection of nitrogen, so as to obtain acrylic polyurethane prepolymer B.
And step 3: preparation of special epoxy modified hydroxyl-terminated acrylic polyurethane resin C:
at 70 ℃, adding 3 parts by weight of special epoxy resin E06 and 4 parts by weight of special epoxy resin E12 into 100 parts by weight of acrylic polyurethane prepolymer B, and reacting for 1.5 hours to obtain special epoxy modified hydroxyl-terminated acrylic polyurethane resin C.
And 4, step 4: preparing a two-component coating adhesive:
100 parts by weight of special epoxy modified hydroxyl-terminated acrylic polyurethane resin C, 10 parts by weight of propylene glycol methyl ether acetate and 14 parts by weight of ethyl acetate as solvents, and 6 parts by weight of curing agent Bayer L-75 to obtain the product.
Example 3
The embodiment relates to a preparation method of a microprism coating adhesive, which comprises the following specific steps:
step 1: preparing a polyurethane prepolymer A:
15 parts by weight of poly (ethylene glycol adipate-propylene glycol) diol with molecular weight of about 2000 and 32 parts by weight of polycaprolactone diol with molecular weight of about 4000 are placed in a reactor and vacuumized at 120 ℃ for 2 hours to remove water, the reactor is cooled to normal temperature, 55 parts by weight of isophorone diisocyanate is added, 12 parts by weight of solvent xylene and 0.4 part by weight of catalyst stannous octoate are added, and prepolymerization reaction is carried out for 2 hours at 70 ℃ under the protection of nitrogen, so as to obtain the polyurethane prepolymer A.
Step 2: preparation of acrylic polyurethane prepolymer B:
after the prepolymerization reaction, 3.2 parts by weight of neopentyl glycol and 0.2 part by weight of hexanetriol were added to 100 parts by weight of polyurethane prepolymer a, 28 parts by weight of dimethylolpropionic acid was added to a hydroxyacrylic acid monomer, and chain extension reaction was carried out at 70 ℃ for 2 hours under the protection of nitrogen gas to obtain acrylic polyurethane prepolymer B.
And step 3: preparation of special epoxy modified hydroxyl-terminated acrylic polyurethane resin C:
at 70 ℃, adding 5 parts by weight of special epoxy resin E12 and 6 parts by weight of special epoxy resin E13 into 100 parts by weight of acrylic polyurethane prepolymer B, and reacting for 1.5 hours to obtain special epoxy modified hydroxyl-terminated acrylic polyurethane resin C.
And 4, step 4: preparing a two-component coating adhesive:
100 parts by weight of special epoxy modified hydroxyl-terminated acrylic polyurethane resin C, 10 parts by weight of ethyl acetate and 12 parts by weight of butyl acetate in a solvent, and 8 parts by weight of a curing agent Bayer L-75 to prepare the product double-component coating adhesive.
The solvents involved in the product are all industrial grade solvents.
The adhesive force of the coating adhesive of the product can be gradually enhanced along with time, the adhesive force duration is long, the service life of the reflective film is greatly prolonged, and the product has the characteristics of good weather resistance and the like.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential attributes thereof. The present embodiments are therefore to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein. Any reference sign in a claim should not be construed as limiting the claim concerned.
Claims (9)
1. A preparation method of microprism coating glue is characterized by comprising the following steps: the method comprises the following steps:
(1): the preparation method of the polyurethane prepolymer A comprises the following steps of:
taking 15-60 parts of oligomer polyol, 10-70 parts of isocyanate, 10-20 parts of solvent xylene and 0.05-0.5 part of organic tin catalyst, and carrying out prepolymerization reaction for 1-3 hours at 60-80 ℃ under the protection of nitrogen to obtain a polyurethane prepolymer A;
(2): the preparation method comprises the following steps of (1) preparation of an acrylic polyurethane prepolymer B, wherein the components are calculated according to mass fraction:
taking 100 parts of the polyurethane prepolymer A obtained in the step (1), adding 1-8 parts of micromolecule polyol and 5-60 parts of hydroxyl acrylic acid monomer, and carrying out chain extension reaction for 0.5-2 hours at 60-80 ℃ under the protection of nitrogen to obtain an acrylic polyurethane prepolymer B;
(3): preparation of special epoxy modified hydroxyl-terminated acrylic polyurethane resin C:
and (3) taking 100 parts of the acrylic polyurethane prepolymer B obtained in the step (2), adding 5-30 parts of special epoxy resin at the temperature of 60-80 ℃, and reacting for 1-2 hours to obtain the special epoxy modified hydroxyl-terminated acrylic polyurethane resin C.
(4): preparing a two-component coating adhesive:
and (3) taking 100 parts of the acrylic polyurethane resin C obtained in the step (3), adding 10-30 parts of solvent, and then adding 2-10 parts by weight of curing agent Bayer L-75 to prepare the bi-component coating adhesive.
2. The method for preparing microprism coating glue according to claim 1, wherein: the oligomer polyol in the step (1) is: one or more of polyethylene glycol adipate glycol, polyethylene glycol adipate-propylene glycol, polyethylene glycol adipate-diethylene glycol, polycaprolactone diol, polycarbonate diol and polytetrahydrofuran diol.
3. The method for preparing microprism coating glue according to claim 1, wherein: the isocyanate in the step (1) is as follows: one or more of isophorone diisocyanate (IPDI), Hexamethylene Diisocyanate (HDI), methyl styrene isocyanate (TMI) and trimethyl hexamethylene diisocyanate (TMDI).
4. The method for preparing microprism coating glue according to claim 1, wherein: the organic tin catalyst in the step (1) is as follows: one or more of dibutyltin dilaurate, stannous chloride, stannous octoate and tetraisobutyl titanate.
5. The method for preparing microprism coating glue according to claim 1, wherein: the small molecular polyol in the step (2) is: one or more of difunctional or trifunctional alcohols.
6. The method for preparing microprism coating glue according to claim 5, wherein: difunctional alcohols are: 1, 4-butanediol, hexanediol, neopentyl glycol or diethylene glycol; the trifunctional alcohol is trimethylolpropane or hexanetriol.
7. The method for preparing microprism coating glue according to claim 1, wherein: in the step (2), the hydroxy acrylic acid monomer is: one or more of dimethylol acetic acid, dimethylol propionic acid, dimethylol valeric acid and dimethylol succinic acid.
8. The method for preparing microprism coating glue according to claim 1, wherein: the types of the special epoxy resin in the step (3) are as follows: one or more of E-06, E-12, E-13, E-16, E-20, E-35, E-42 and E-54.
9. The method for preparing microprism coating glue according to claim 1, wherein: the solvent in the step (4) is: one or more of ethyl acetate, butyl acetate, xylene and propylene glycol methyl ether acetate.
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| CN201911371364.XA CN111073582A (en) | 2019-12-27 | 2019-12-27 | Preparation method of microprism coating adhesive |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117025122A (en) * | 2023-10-08 | 2023-11-10 | 汕头市恒顺包装材料有限公司 | Lens cold-stamping film and preparation method thereof |
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| CN110184023A (en) * | 2019-05-31 | 2019-08-30 | 长飞光纤光缆股份有限公司 | A kind of ultraviolet light solidification fiber optic loop adhesive |
| CN110408330A (en) * | 2019-06-28 | 2019-11-05 | 江西盛富莱定向反光材料有限公司 | A kind of all-weather road pearl adhesive |
| CN110437785A (en) * | 2019-07-31 | 2019-11-12 | 东莞市澳中电子材料有限公司 | A kind of lithium electrit plastic film two-component polyurethane adhesive and preparation method thereof |
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| CN117025122A (en) * | 2023-10-08 | 2023-11-10 | 汕头市恒顺包装材料有限公司 | Lens cold-stamping film and preparation method thereof |
| CN117025122B (en) * | 2023-10-08 | 2024-02-06 | 汕头市恒顺包装材料有限公司 | Lens cold-stamping film and preparation method thereof |
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Application publication date: 20200428 |