CN115340836B - Optical adhesive tape and preparation method thereof - Google Patents

Optical adhesive tape and preparation method thereof Download PDF

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Publication number
CN115340836B
CN115340836B CN202111268679.9A CN202111268679A CN115340836B CN 115340836 B CN115340836 B CN 115340836B CN 202111268679 A CN202111268679 A CN 202111268679A CN 115340836 B CN115340836 B CN 115340836B
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parts
acrylamide
curing agent
peroxide
optical
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CN202111268679.9A
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CN115340836A (en
Inventor
任耀彬
金龙男
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Guangdong Donlee New Materials Technology Lncorporated Co
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Guangdong Donlee New Materials Technology Lncorporated Co
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J151/00Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J151/003Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/08Macromolecular additives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/30Adhesives in the form of films or foils characterised by the adhesive composition
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/40Adhesives in the form of films or foils characterised by release liners
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2203/00Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/318Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays

Abstract

The invention discloses an optical adhesive tape, which comprises the following preparation raw materials in parts by weight: 60-80 parts of alkyl alcohol, 20-40 parts of acrylic acid, 0.2-0.5 part of organosilicon modified acrylic resin, 4-10 parts of alkyl acrylamide, 20-40 parts of acrylic ester, 0.1-0.5 part of peroxide initiator, 0.03-0.1 part of accelerator, 2-5 parts of curing agent and 100-150 parts of solvent. According to the invention, alkyl alcohol and acrylic acid are adopted to react to form long-chain alkyl acrylic ester, and then the long-chain alkyl acrylic ester and the organosilicon modified acrylic resin are subjected to polymerization reaction, so that the long-chain alkyl interacts with ether bonds in the organosilicon modified resin, the mechanical strength of the optical adhesive tape is improved, chemical denaturation is prevented from occurring in a high-temperature environment, a cross-linked structure with uniform and stable structure is generated, and the adhesive force of the optical adhesive tape is improved.

Description

Optical adhesive tape and preparation method thereof
Technical Field
The invention relates to an optical adhesive tape and a preparation method thereof, relates to C09J, and mainly relates to the field of adhesives.
Background
With the development of electronic information technology, the performance requirement of the optical adhesive tape applied to electronic products is higher and higher, the optical adhesive tape is required to have better bonding strength, good mechanical property and environmental stability, the optical adhesive tape on the market is easy to fall off in a high-temperature environment, the bonding property is reduced, the problem of whitening and foaming is likely to occur, and the service life of the adhesive tape is greatly shortened.
Chinese patent No. CN108753182a discloses an OCA optical tape with excellent performance, which has the advantages that the molecular weight of the optical tape falls within a smaller range by controlling the number average molecular weight of the tape, so as to avoid the problem of reducing the brightness and contrast of the screen, and has good high temperature and high humidity resistance, but poor mechanical properties, and softening denaturation may occur under the high temperature condition. Chinese patent No. CN111004587a discloses an optical tape, which has good stress relaxation resistance by introducing an ether bond, and does not generate bubbles and delamination, but has poor environmental stability, and may be dropped in a high temperature environment.
Disclosure of Invention
In order to improve the environmental stability of the adhesive tape and still maintain good service life in a high-temperature environment, the first aspect of the invention provides an optical adhesive tape, which is prepared from the following raw materials in parts by weight: 60-80 parts of alkyl alcohol, 20-40 parts of acrylic acid, 0.2-0.5 part of organosilicon modified acrylic resin, 4-10 parts of alkyl acrylamide, 20-40 parts of acrylic ester, 0.1-0.5 part of peroxide initiator, 0.03-0.1 part of accelerator, 2-5 parts of curing agent and 100-150 parts of solvent.
As a preferred embodiment, the optical tape further comprises a release layer material, wherein the release layer material is selected from one of a silicon-coated release film and a fluorine-based release film.
As a preferred embodiment, the release layer material is a silicon-coated release film.
As a preferred embodiment, the alkyl alcohol has a molecule of R1 n -OH, R1 is CH 2 Or CH (CH) 3 ,n=10-16。
As a preferred embodiment, the alkyl alcohol is cetyl alcohol.
The applicant finds that the polymerization reaction of hexadecyl acrylic ester, organosilicon modified acrylic resin and methyl phenoxy ethyl acrylate is adopted in the experimental process, so that the adhesive property of the optical adhesive tape can be improved, and the relaxation deformation of the adhesive tape can be reduced in a high-temperature environment, so that the adhesive tape can achieve the effect of resisting the environment and the high temperature. The possible reasons for the guess are: the hexadecyl acrylic ester has long-chain alkyl groups which interact with soft ether bond groups in the organosilicon modified acrylic resin, so that the toughness among polymer molecular chains is increased, the molecular chain groups have certain shrinkage characteristics, a certain buffer modulus is generated when the environmental conditions change, and after the hexadecyl acrylic ester is crosslinked with the polyfunctional phenoxyethyl methacrylate, the crosslinking degree is higher, a crosslinked network with uniform and stable structure is formed, the adhesive force of the optical adhesive tape is improved, and the adhesive effect is not reduced in the environment with higher temperature.
As a preferred embodiment, the silicone-modified acrylic resin has a viscosity of 10 to 30mPas.
The applicant finds that the organosilicon modified acrylic resin with the viscosity of 10-30mPas can play a certain role in dilution in a system in the experimental process, so that the organosilicon modified acrylic resin has a good leveling effect and improves the uniformity of the adhesive tape.
As a preferred embodiment, the alkyl acrylamide is selected from one or a combination of several of N, N-dimethyl acrylamide, N-hydroxyethyl acrylamide, N-t-butyl acrylamide, N-isopropyl acrylamide, N-hydroxymethyl acrylamide and N-dodecyl acrylamide.
As a preferred embodiment, the alkylacrylamide is N-methylolacrylamide.
As a preferred embodiment, the acrylic ester is aryl acrylic ester, and the aryl acrylic ester is selected from one or a combination of a plurality of benzyl acrylic ester, methyl phenoxy ethyl acrylate, o-phenyl phenoxy ethyl acrylate and 4, 6-di-tert-amyl phenyl acrylic ester.
As a preferred embodiment, the aryl acrylate is ethyl methacrylate.
As a preferred embodiment, the aryl acrylate has an acid value of 1-2mgKOH/g.
As a preferred embodiment, the aryl acrylate has an acid value of 1mgKOH/g.
The applicant finds that the ethyl methacrylate with an acid value of 1mgKOH/g can form a crosslinked network with good curing effect with hexadecyl acrylic ester and organosilicon modified acrylic resin in the experimental process, so that the adhesive force between the optical adhesive tape and the optical glass element is improved.
As a preferred embodiment, the peroxide initiator is selected from one or a combination of several of benzoyl peroxide, lauroyl peroxide, cumene hydroperoxide, tert-butyl hydroperoxide, di-tert-butyl peroxide, dicumyl peroxide, tert-butyl benzoyl peroxide, tert-butyl t-valerate peroxide.
As a preferred embodiment, the peroxide initiator is t-butyl benzoyl peroxide.
In a preferred embodiment, the accelerator is not particularly limited, and may be one or more selected from zinc isooctanoate, N-dimethylaniline, N-diethylaniline, vanadium phosphate, 2-mercaptobenzothiazole, and tetramethylthiourea.
As a preferred embodiment, the curing agent is selected from one or a combination of several of m-phenylenediamine, diaminodiphenylmethane, diaminophenylsulfone, m-aminomethylamine, polyamide curing agent and isocyanate curing agent.
As a preferred embodiment, the curing agent is a combination of meta-phenylenediamine and polyamide curing agents.
As a preferred embodiment, the weight ratio of the m-phenylenediamine to the polyamide curing agent is 1: (5-8).
As a preferred embodiment, the weight ratio of the m-phenylenediamine to the polyamide curing agent is 1:7.
as a preferred embodiment, the polyamide curing agent has a molecular weight of 200 to 650.
The second aspect of the present invention provides a method for preparing an optical tape, comprising the steps of:
(1) Adding alkyl alcohol and acrylic acid into a solvent, and reacting for 10-20h at 40-60 ℃;
(2) Adding alkyl acrylamide, acrylic ester, organosilicon modified acrylic resin, peroxide initiator and accelerator, stirring and mixing, performing nitrogen protection, keeping the temperature at 60-80 ℃, reacting for 1-2h, adding a curing agent, and uniformly mixing to obtain the optical cement;
(3) And (3) coating the optical adhesive obtained in the step two on a release layer material, wherein the coating thickness is 50-75 mu m, then placing the release layer material at 80-100 ℃, drying and curing for 5-10min, and rolling to obtain the optical adhesive.
Compared with the prior art, the invention has the following beneficial effects:
(1) According to the optical adhesive tape, the alkyl alcohol reacts with the acrylic acid to form the long-chain alkyl acrylic ester, and then the long-chain alkyl acrylic ester reacts with the organosilicon modified acrylic resin to generate polymerization reaction, so that the long-chain alkyl interacts with ether bonds in the organosilicon modified resin, the mechanical strength of the optical adhesive tape is improved, and the chemical denaturation in a high-temperature environment is prevented. (2) According to the optical adhesive tape, the long-chain alkyl acrylic ester is adopted to carry out copolymerization reaction on the organosilicon modified acrylic resin and the phenoxyethyl methacrylate, so that a cross-linked structure with uniform and stable structure is generated, the adhesive force of the optical adhesive tape is improved, and the high temperature resistance of the optical adhesive tape is further improved.
(3) According to the optical adhesive tape, the m-phenylenediamine and the polyamide are used as the curing agents, so that the toughness of the optical adhesive tape is increased, the heat resistance of the adhesive tape is improved, the curing temperature is reduced, the energy consumption is reduced, and the cost is saved.
Detailed Description
The present invention will be specifically described below by way of examples. It is noted herein that the following examples are given solely for the purpose of further illustration and are not to be construed as limitations on the scope of the invention, as will be apparent to those skilled in the art in light of the foregoing disclosure.
In addition, the raw materials used are commercially available unless otherwise indicated.
Example 1
The optical adhesive tape comprises the following preparation raw materials in parts by weight: 70 parts of alkyl alcohol, 30 parts of acrylic acid, 0.3 part of organosilicon modified acrylic resin, 6 parts of alkyl acrylamide, 30 parts of acrylic ester, 0.25 part of peroxide initiator, 0.05 part of accelerator, 3 parts of curing agent and 120 parts of benzene.
The optical adhesive tape also comprises a release layer material, wherein the release layer material is a silicon-coated release film, and is purchased from Shenzhen De Gusaino technology Co.
The alkyl alcohol is cetyl alcohol and the acrylic acid is purchased from Shandong Mingyue chemical Co.
The viscosity of the organosilicon modified acrylic resin is 10-30mPas, and the organosilicon modified acrylic resin is purchased from Hubei New Sihai chemical industry Co., ltd, and the model is SH-024.
The alkyl acrylamide is N-methylol acrylamide.
The aryl acrylate was ethyl methylphenoxy acrylate, an acid value of 1mgKOH/g, purchased from Mitsubishi, japan.
The peroxide initiator is benzoyl peroxide tert-butyl ester.
The accelerator is tetramethylthiourea.
The curing agent is a combination of m-phenylenediamine and polyamide curing agent, and the weight ratio is 1:7 the polyamide curing agent has a molecular weight of 300 and is available from atanan Zhaohe New Material Co., ltd.
A method for preparing an optical tape, comprising the steps of:
(1) Adding alkyl alcohol and acrylic acid into benzene, and reacting for 15 hours at 50 ℃;
(2) Adding alkyl acrylamide, acrylic ester, organosilicon modified acrylic resin, peroxide initiator and accelerator, stirring and mixing, performing nitrogen protection, keeping the temperature at 70 ℃, reacting for 1.5h, adding a curing agent, and uniformly mixing to obtain the optical cement;
(3) And (3) coating the optical adhesive obtained in the step two on a release layer material, wherein the coating thickness is 75 mu m, then placing at 90 ℃, drying, curing for 5min, and rolling to obtain the optical adhesive.
Example 2
The optical adhesive tape comprises the following preparation raw materials in parts by weight: 65 parts of alkyl alcohol, 35 parts of acrylic acid, 0.2 part of organosilicon modified acrylic resin, 7 parts of alkyl acrylamide, 35 parts of acrylic ester, 0.4 part of peroxide initiator, 0.03 part of accelerator, 2.5 parts of curing agent and 100 parts of benzene.
The optical adhesive tape also comprises a release layer material, wherein the release layer material is a silicon-coated release film, and is purchased from Shenzhen De Gusaino technology Co.
The alkyl alcohol is cetyl alcohol and the acrylic acid is purchased from Shandong Mingyue chemical Co.
The viscosity of the organosilicon modified acrylic resin is 10-30mPas, and the organosilicon modified acrylic resin is purchased from Hubei New Sihai chemical industry Co., ltd, and the model is SH-024.
The alkyl acrylamide is N-hydroxyethyl acrylamide.
The aryl acrylate is benzyl acrylate, the acid value is 1mgKOH/g, and the aryl acrylate is purchased from Kayinji chemical industry.
The peroxide initiator is benzoyl peroxide.
The accelerator is tetramethylthiourea.
The curing agent is a combination of m-phenylenediamine and polyamide curing agent, and the weight ratio is 1:6.5 the polyamide curing agent has a molecular weight of 650 and is available from atanan Zhaohe New Material Co.
A method for preparing an optical tape, comprising the steps of:
(1) Adding alkyl alcohol and acrylic acid into benzene, and reacting at 60 ℃ for 13h;
(2) Adding alkyl acrylamide, acrylic ester, organosilicon modified acrylic resin, peroxide initiator and accelerator, stirring and mixing, performing nitrogen protection, keeping the temperature at 80 ℃, reacting for 1.5h, adding a curing agent, and uniformly mixing to obtain the optical cement;
(3) And (3) coating the optical adhesive obtained in the step two on a release layer material, wherein the coating thickness is 75 mu m, then placing at 95 ℃, drying and curing for 8min, and rolling to obtain the optical adhesive.
Example 3
An optical tape and a method for producing the same were the same as in example 1 except that the amount of the organosilicon-modified acrylic resin added was 0.1 part by weight.
Example 4
An optical adhesive tape and a method for producing the same were the same as in example 1 except that the acid value of ethyl methylphenoxy acrylate was 0.5mgKOH/g, which was purchased from Nantong village chemical Co., ltd.
Example 5
An optical adhesive tape and a preparation method thereof, the specific steps of which are the same as those of example 1, are that the curing agent is a combination of m-phenylenediamine and polyamide curing agent, the molecular weight of the polyamide curing agent is 1100, and the polyamide curing agent is purchased from Shandong Xin Asian chemical technology Co.
Performance test:
1. peel strength: the prepared optical adhesive tape was tested for peel strength according to standard GB/T2792-2014 at an ambient temperature of 150 ℃.
2. The holding performance is as follows: the prepared optical tape was tested for holding power according to standard GB/T4851-2014 at an ambient temperature of 150 ℃.
3. Tensile strength: the optical tape prepared according to the test of standard GB/T7753-1987 has tensile strength and environmental temperature of 150 ℃.
The examples were tested according to the above criteria and the results are shown in table 1.
TABLE 1
Peel strength N/25mm Viscosity maintenance performance/h Tensile strength N/cm
Example 1 16.8 16 10.22
Example 2 16.5 15.5 10.15
Example 3 15.2 13.3 8.12
Example 4 14.7 13.5 8.55
Example 5 14.5 13 8.48

Claims (6)

1. The optical adhesive tape is characterized by comprising the following preparation raw materials in parts by weight: 60-80 parts of alkyl alcohol, 20-40 parts of acrylic acid, 0.2-0.5 part of organosilicon modified acrylic resin, 4-10 parts of alkyl acrylamide, 20-40 parts of acrylic ester, 0.1-0.5 part of peroxide initiator, 0.03-0.1 part of accelerator, 2-5 parts of curing agent and 100-150 parts of solvent;
the alkyl alcohol is cetyl alcohol;
the curing agent is a combination of m-phenylenediamine and polyamide curing agents; the weight ratio of the m-phenylenediamine to the polyamide curing agent is 1: (5-8);
the molecular weight of the polyamide curing agent is 200-650;
the acrylic ester is aryl acrylic ester;
the aryl acrylic ester is methyl phenoxy ethyl acrylate;
the acid value of the aryl acrylate is 1-2mgKOH/g.
2. The optical tape of claim 1, further comprising a release layer material selected from one of a silicon-coated release film and a fluorine-based release film.
3. The optical tape of claim 1, wherein the silicone-modified acrylic resin has a viscosity of 10 to 30mPas.
4. The optical tape of claim 1, wherein the alkyl acrylamide is selected from one or more of N, N-dimethylacrylamide, N-hydroxyethyl acrylamide, N-t-butyl acrylamide, N-isopropyl acrylamide, N-methylolacrylamide, N-dodecyl acrylamide.
5. The optical tape of claim 1, wherein the peroxide initiator is selected from one or more of benzoyl peroxide, lauroyl peroxide, cumene hydroperoxide, t-butyl hydroperoxide, di-t-butyl peroxide, dicumyl peroxide, t-butyl benzoyl peroxide, t-butyl t-valerate peroxide.
6. A method of producing an optical tape according to any one of claims 1 to 5, comprising the steps of:
(1) Adding alkyl alcohol and acrylic acid into a solvent, and reacting for 10-20h at 40-60 ℃;
(2) Adding alkyl acrylamide, acrylic ester, organosilicon modified acrylic resin, peroxide initiator and accelerator, stirring and mixing, performing nitrogen protection, keeping the temperature at 60-80 ℃, reacting for 1-2h, adding a curing agent, and uniformly mixing to obtain the optical cement;
(3) And (3) coating the optical adhesive obtained in the step two on a release layer material, wherein the coating thickness is 50-75 mu m, then placing the release layer material at 80-100 ℃, drying and curing for 5-10min, and rolling to obtain the optical adhesive.
CN202111268679.9A 2021-10-29 2021-10-29 Optical adhesive tape and preparation method thereof Active CN115340836B (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108753181A (en) * 2018-05-23 2018-11-06 广东东立新材料科技股份有限公司 A kind of organic-silicon-modified OCA optical cements, optical adhesive tape and preparation method thereof
CN108753182A (en) * 2018-05-23 2018-11-06 广东东立新材料科技股份有限公司 A kind of OCA optical cements haveing excellent performance, optical adhesive tape and preparation method thereof
CN111004587A (en) * 2019-12-19 2020-04-14 苏州赛伍应用技术股份有限公司 OCA optical adhesive tape and preparation method and application thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108753181A (en) * 2018-05-23 2018-11-06 广东东立新材料科技股份有限公司 A kind of organic-silicon-modified OCA optical cements, optical adhesive tape and preparation method thereof
CN108753182A (en) * 2018-05-23 2018-11-06 广东东立新材料科技股份有限公司 A kind of OCA optical cements haveing excellent performance, optical adhesive tape and preparation method thereof
CN111004587A (en) * 2019-12-19 2020-04-14 苏州赛伍应用技术股份有限公司 OCA optical adhesive tape and preparation method and application thereof

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