CN116987448A - Preparation process of OCA optical adhesive - Google Patents

Preparation process of OCA optical adhesive Download PDF

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Publication number
CN116987448A
CN116987448A CN202211554452.5A CN202211554452A CN116987448A CN 116987448 A CN116987448 A CN 116987448A CN 202211554452 A CN202211554452 A CN 202211554452A CN 116987448 A CN116987448 A CN 116987448A
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China
Prior art keywords
parts
optical adhesive
oca optical
mixture
tackifying resin
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Pending
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CN202211554452.5A
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Chinese (zh)
Inventor
金闯
卜西曼
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Taicang Sidike New Material Science and Technology Co Ltd
Jiangsu Sidike New Materials Science and Technology Co Ltd
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Taicang Sidike New Material Science and Technology Co Ltd
Jiangsu Sidike New Materials Science and Technology Co Ltd
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Priority to CN202211554452.5A priority Critical patent/CN116987448A/en
Publication of CN116987448A publication Critical patent/CN116987448A/en
Pending legal-status Critical Current

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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
    • C09J4/00Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C09J4/06Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1808C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
    • 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
    • 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

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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 discloses a high-modulus OCA optical adhesive tape, which comprises the following steps: taking 2-ethylhexyl acrylate, hydroxyethyl acrylate, isobornyl acrylate, acrylamide, isooctyl methacrylate and ethyl acetate, sequentially pouring the monomers and the solvent into a container, uniformly stirring, introducing nitrogen, heating to 64-66 ℃, and adding an initiator azodiisobutyronitrile to form a mixture; adding a proper amount of ethyl acetate to dilute the acrylic ester glue to a proper viscosity, cooling to a temperature below 48-52 ℃, adding hydroxyanisole and isocyanoethyl methacrylate, and turning off nitrogen stirring; and adding a proper amount of thermosetting agent, photoinitiator, photo-curing agent and tackifying resin, and fully stirring to obtain the OCA optical adhesive. The high-modulus OCA optical adhesive tape provided by the invention has the advantages that the optical adhesive layer has high modulus and high gel rate, the phenomenon of uneven adhesive surface can be prevented when electronic mobile equipment is filled, the appearance is improved, the yield is improved, and the production cost is reduced.

Description

Preparation process of OCA optical adhesive
Technical Field
The invention relates to the technical field of optical adhesives, in particular to a preparation process of an OCA optical adhesive.
Background
The explosive increase of the demand of the global smart phones and wearable electronic products provides wide market space for OCA optical cement and has more severe requirements on appearance and adhesive characteristics. The OCA may be filled between the external touch cover glass of the electronic display and the underlying display module, providing mechanical adhesion. In a display device, OCA must be well uniformly filled in the decorative black ink steps around the cover glass and prevented from overflowing, and OCA adhesives are required to have proper adhesive fluidity and good thickness control. OCAs for mobile devices also require a modulus to provide structural support to prevent appearance irregularities and imaging problems due to deformation under external stress trauma encountered during abnormal operation. Therefore, it is very necessary and challenging to develop an OCA optical adhesive having high light transmittance, low haze, high modulus, and good adhesion. At present, when the existing OCA optical adhesive is attached, interface unevenness easily occurs between a glass cover plate and the OCA adhesive, and the defects of influence on user experience and the like are overcome.
Disclosure of Invention
The invention aims to solve the technical problem of providing a preparation process of an OCA optical adhesive, which is used for obtaining the high-viscosity OCA optical adhesive with high modulus and high gel rate, preventing the phenomenon of uneven adhesive surface when filling electronic mobile equipment, improving the appearance, increasing the yield and reducing the production cost.
In order to achieve the above purpose, the invention adopts the following technical scheme: a preparation process of an OCA optical adhesive comprises the following steps:
firstly, taking 120-130 parts of 2-ethylhexyl acrylate, 9-12 parts of hydroxyethyl acrylate, 60-65 parts of isobornyl acrylate, 6-8 parts of acrylamide, 6-8 parts of isooctyl methacrylate and 280-320 parts of ethyl acetate, sequentially pouring the monomers and the solvent into a container, uniformly stirring, introducing nitrogen, heating to 64-66 ℃, and adding 0.32-0.38 part of azo diisobutyronitrile serving as an initiator to form a mixture;
step two, weighing 70-80 parts of 2-ethylhexyl acrylate, 12-15 parts of hydroxyethyl acrylate, 40-45 parts of isobornyl acrylate, 3.8-4.2 parts of acrylamide and 55-65 parts of ethyl acetate to prepare a dropwise adding mixture;
thirdly, raising the reaction temperature of the mixture to 72-74 ℃, dropwise adding the mixture and 0.42-0.48 part of initiator, continuously reacting, raising the temperature to 77-81 ℃, adding 0.38-0.42 part of initiator, and continuously reacting to fully react monomers to obtain the acrylic ester glue;
fourth, adding a proper amount of ethyl acetate to dilute the acrylic ester glue to a proper viscosity, cooling to a temperature below 48-52 ℃, adding 0.32-0.38 part of hydroxyanisole (MEHQ) and 0.32-0.38 part of isocyano ethyl methacrylate, and closing nitrogen to stir for 6-8 hours to ensure certain grafting efficiency;
and fifthly, adding a proper amount of thermosetting agent, photoinitiator, photo-curing agent and tackifying resin, and fully stirring to obtain the OCA optical adhesive.
The technical scheme further improved in the technical scheme is as follows:
1. in the scheme, the tackifying resin is C5 series tackifying resin, C9 series tackifying resin or terpene tackifying resin.
2. In the above scheme, the low temperature curing in the step six is carried out for 3 days.
3. In the above scheme, the thermosetting agent is aliphatic polyamine or triethylene tetramine.
4. In the scheme, the dripping time of the dripping mixture in the third step is 1h, the reaction time at 72-74 ℃ in the third step is 2h, and the reaction time at 77-81 ℃ in the third step is 2h.
Due to the application of the technical scheme, compared with the prior art, the invention has the following advantages:
the high-viscosity OCA optical adhesive is added with the 2-ethylhexyl acrylate and the isocyanoethyl methacrylate, and adopts secondary curing to ensure that the adhesive has high modulus and high gel rate, so that the phenomenon of uneven adhesive surface can be prevented when electronic mobile equipment is filled, the appearance is improved, the yield is improved, and the production cost is reduced.
Description of the embodiments
The present patent will be further understood by the specific examples given below, which are not intended to be limiting.
The invention is further described below with reference to examples:
example 1: a preparation process of an OCA optical adhesive comprises the following steps:
step one, 125 parts of 2-ethylhexyl acrylate, 10 parts of hydroxyethyl acrylate, 62 parts of isobornyl acrylate, 7 parts of acrylamide, 7 parts of isooctyl methacrylate and 290 parts of ethyl acetate are sequentially poured into a container to be uniformly stirred, nitrogen is introduced for 30min, the temperature is raised to 65 ℃, and 0.35 part of azo-diisobutyronitrile serving as an initiator is added to form a mixture; the reaction is carried out for 2 hours, which is favorable for increasing the molecular weight of the polymer and increasing the cohesion and viscosity;
step two, weighing 72 parts of 2-ethylhexyl acrylate, 14 parts of hydroxyethyl acrylate, 42 parts of isobornyl acrylate, 4 parts of acrylamide and 58 parts of ethyl acetate to prepare a dropwise adding mixture;
step three, raising the reaction temperature of the mixture to 73 ℃, dropwise adding the mixture and 0.45 part of initiator, continuing to react, raising the temperature to 80 ℃, adding 0.4 part of initiator, and continuing to react to fully react the monomers to obtain the acrylic ester glue;
step four, adding a proper amount of ethyl acetate to dilute the acrylic ester glue to a proper viscosity, cooling to below 50 ℃, adding 0.36 part of hydroxyanisole MEHQ and 0.35 part of isocyano ethyl methacrylate, and closing nitrogen and stirring for 5 hours;
and fifthly, adding a proper amount of thermosetting agent, photoinitiator, photo-curing agent and tackifying resin, and fully stirring to obtain the OCA optical adhesive.
The tackifying resin is C5 series tackifying resin, the sixth step is cured for 3 days at low temperature, the thermosetting agent is aliphatic polyamine, the dripping time of the dripping mixture in the third step is 1h, the reaction time at 73 ℃ in the third step is 2h, and the reaction time at 78 ℃ in the third step is 2h.
Example 2: a high-tack OCA optical adhesive obtained by:
step one, 128 parts of 2-ethylhexyl acrylate, 11 parts of hydroxyethyl acrylate, 64 parts of isobornyl acrylate, 6 parts of acrylamide, 7 parts of isooctyl methacrylate and 290 parts of ethyl acetate are sequentially poured into a container to be uniformly stirred, nitrogen is introduced for 30min, the temperature is raised to 65 ℃, and 0.38 part of azo-diisobutyronitrile serving as an initiator is added to form a mixture; the reaction is carried out for 2 hours, which is favorable for increasing the molecular weight of the polymer and increasing the cohesion and viscosity;
step two, 78 parts of acrylic acid-2-ethylhexyl ester, 14 parts of hydroxyethyl acrylate, 42 parts of isobornyl acrylate, 4 parts of acrylamide and 60 parts of ethyl acetate are weighed to prepare a dropwise added mixture;
step three, raising the reaction temperature of the mixture to 72 ℃, dropwise adding the mixture and 0.45 part of initiator, continuing to react, raising the temperature to 78 ℃, adding 0.4 part of initiator, and continuing to react to fully react the monomers to obtain the acrylic ester glue;
step four, adding a proper amount of ethyl acetate to dilute the acrylic ester glue to a proper viscosity, cooling to below 50 ℃, adding 0.35 part of hydroxyanisole MEHQ and 0.35 part of isocyano ethyl methacrylate, and closing nitrogen and stirring for 5 hours;
and fifthly, adding a proper amount of thermosetting agent, photoinitiator, photo-curing agent and tackifying resin, and fully stirring to obtain the OCA optical adhesive.
The tackifying resin is C9 series tackifying resin, the sixth step is carried out for 3 days at low temperature, the thermosetting agent is triethylene tetramine, the dripping time of the dripping mixture in the third step is 1h, the reaction time at 73 ℃ in the third step is 2h, and the reaction time at 78 ℃ in the third step is 2h.
Example 3: a high-tack OCA optical adhesive obtained by:
step one, 125 parts of 2-ethylhexyl acrylate, 10 parts of hydroxyethyl acrylate, 62 parts of isobornyl acrylate, 8 parts of acrylamide, 7 parts of isooctyl methacrylate and 310 parts of ethyl acetate are sequentially poured into a container to be uniformly stirred, nitrogen is introduced for 30min, the temperature is raised to 65 ℃, and 0.35 part of azo-diisobutyronitrile serving as an initiator is added to form a mixture; the reaction is carried out for 2 hours, which is favorable for increasing the molecular weight of the polymer and increasing the cohesion and viscosity;
weighing 75 parts of 2-ethylhexyl acrylate, 13 parts of hydroxyethyl acrylate, 42 parts of isobornyl acrylate, 4 parts of acrylamide and 62 parts of ethyl acetate to prepare a dropwise adding mixture;
step three, raising the reaction temperature of the mixture to 73 ℃, dropwise adding the mixture and 0.45 part of initiator, continuously reacting, raising the temperature to 80 ℃, adding 0.4 part of initiator, and continuously reacting to fully react the monomers to obtain the acrylic ester glue;
step four, adding a proper amount of ethyl acetate to dilute the acrylic ester glue to a proper viscosity, cooling to below 50 ℃, adding 0.35 part of hydroxyanisole MEHQ and 0.33 part of isocyano ethyl methacrylate, and closing nitrogen and stirring for 5 hours;
and fifthly, adding a proper amount of thermosetting agent, photoinitiator, photo-curing agent and tackifying resin, and fully stirring to obtain the OCA optical adhesive.
The tackifying resin is C9 series tackifying resin, the sixth step is cured at low temperature for 3 days, the thermosetting agent is aliphatic polyamine, the dripping time of the dripping mixture in the third step is 1h, the reaction time at 73 ℃ in the third step is 2h, and the reaction time at 78 ℃ in the third step is 2h.
The high-viscosity OCA optical adhesive of the above examples 1-3 is coated on a heavy release film, oven-dried at 120 ℃ for 3min, and attached to a light release film to obtain a high-modulus OCA optical adhesive tape, and the corresponding properties are shown in Table 1:
TABLE 1
Detecting items Example 1 Example 2 Example 3
Normal temperature holding force >72h >72h >72h
Gel fraction (%) 75.26 76.23 74.37
Storage modulus at normal temperature (kPa) 280 272 281
As shown by the evaluation results in Table 1, the high-viscosity OCA optical adhesives of examples 1 to 3 of the present invention have gel fractions (%) exceeding 74%, and normal temperature storage moduli (kPa) exceeding 270 kPa; the optical adhesive obtained by the high-viscosity OCA optical adhesive can prevent the phenomenon of uneven adhesive surface when filling electronic mobile equipment, improve the appearance, increase the yield and reduce the production cost.
The above embodiments are provided to illustrate the technical concept and features of the present invention and are intended to enable those skilled in the art to understand the content of the present invention and implement the same, and are not intended to limit the scope of the present invention. All equivalent changes or modifications made in accordance with the spirit of the present invention should be construed to be included in the scope of the present invention.

Claims (5)

1. The preparation process of the OCA optical adhesive is characterized by comprising the following steps of:
firstly, taking 120-130 parts of 2-ethylhexyl acrylate, 9-12 parts of hydroxyethyl acrylate, 60-65 parts of isobornyl acrylate, 6-8 parts of acrylamide, 6-8 parts of isooctyl methacrylate and 280-320 parts of ethyl acetate, sequentially pouring the monomers and the solvent into a container, uniformly stirring, introducing nitrogen, heating to 64-66 ℃, and adding 0.32-0.38 part of azo diisobutyronitrile serving as an initiator to form a mixture;
step two, weighing 70-80 parts of 2-ethylhexyl acrylate, 12-15 parts of hydroxyethyl acrylate, 40-45 parts of isobornyl acrylate, 3.8-4.2 parts of acrylamide and 55-65 parts of ethyl acetate to prepare a dropwise adding mixture;
thirdly, raising the reaction temperature of the mixture to 72-74 ℃, dropwise adding the mixture and 0.42-0.48 part of initiator, continuously reacting, raising the temperature to 77-81 ℃, adding 0.38-0.42 part of initiator, and continuously reacting to fully react monomers to obtain the acrylic ester glue;
fourth, adding a proper amount of ethyl acetate to dilute the acrylic ester glue to a proper viscosity, cooling to a temperature below 48-52 ℃, adding 0.32-0.38 part of hydroxyanisole and 0.32-0.38 part of isocyano ethyl methacrylate, and turning off nitrogen to stir for 6-8 hours; the method comprises the steps of carrying out a first treatment on the surface of the
And fifthly, adding a proper amount of thermosetting agent, photoinitiator, photo-curing agent and tackifying resin, and fully stirring to obtain the OCA optical adhesive.
2. The process for preparing the OCA optical adhesive according to claim 1, wherein the process comprises the steps of: the tackifying resin is C5 series tackifying resin, C9 series tackifying resin or terpene tackifying resin.
3. The process for preparing the OCA optical adhesive according to claim 1, wherein the process comprises the steps of: and step six, curing for 3 days at low temperature.
4. The process for preparing the OCA optical adhesive according to claim 1, wherein the process comprises the steps of: and the dripping time of the dripping mixture in the third step is 1h, the reaction time at 72-74 ℃ in the third step is 2h, and the reaction time at 77-81 ℃ in the third step is 2h.
5. The process for preparing the OCA optical adhesive according to claim 1, wherein the process comprises the steps of: the thermosetting agent is aliphatic polyamine or triethylene tetramine.
CN202211554452.5A 2022-12-06 2022-12-06 Preparation process of OCA optical adhesive Pending CN116987448A (en)

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Application Number Priority Date Filing Date Title
CN202211554452.5A CN116987448A (en) 2022-12-06 2022-12-06 Preparation process of OCA optical adhesive

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202211554452.5A CN116987448A (en) 2022-12-06 2022-12-06 Preparation process of OCA optical adhesive

Publications (1)

Publication Number Publication Date
CN116987448A true CN116987448A (en) 2023-11-03

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Country Status (1)

Country Link
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