CN113025267A - Preparation method of solvent-free UV light-initiated heating moisture dual-curing organic silicon optical adhesive - Google Patents

Preparation method of solvent-free UV light-initiated heating moisture dual-curing organic silicon optical adhesive Download PDF

Info

Publication number
CN113025267A
CN113025267A CN202011423711.1A CN202011423711A CN113025267A CN 113025267 A CN113025267 A CN 113025267A CN 202011423711 A CN202011423711 A CN 202011423711A CN 113025267 A CN113025267 A CN 113025267A
Authority
CN
China
Prior art keywords
solvent
parts
free
organic silicon
light
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202011423711.1A
Other languages
Chinese (zh)
Inventor
蘧建星
郭俊宝
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Jiangsu Keqi Polymer Materials Research Institute Co ltd
Original Assignee
Jiangsu Keqi Polymer Materials Research Institute Co ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Jiangsu Keqi Polymer Materials Research Institute Co ltd filed Critical Jiangsu Keqi Polymer Materials Research Institute Co ltd
Priority to CN202011423711.1A priority Critical patent/CN113025267A/en
Publication of CN113025267A publication Critical patent/CN113025267A/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • C09J183/00Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04Polysiloxanes
    • 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
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C08L2205/025Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/03Polymer mixtures characterised by other features containing three or more polymers in a blend

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The invention provides a preparation method of a solvent-free UV-initiated heating and moisture dual-curing organic silicon optical adhesive, which comprises the following components in parts by weight: a) 60-90 parts of optical grade alkoxy modified vinyl silicone oil, 10-30 parts of optical grade organic silicon resin, 5-15 parts of optical grade hydrogen-containing silicone oil cross-linking agent, 0.5-3 parts of tackifier, 0.001-0.1 part of inhibitor and 0.5-2 parts of catalyst. According to the invention, through the combination of optical-grade organic silicon raw materials, the organic silicon optical glue which is initiated by UV light, is subjected to post-heating and moisture dual curing is provided, the bonding strength of the glue with a base material after film forming is good, and a film formed by the glue has excellent flexibility and cohesion, so that the glue can replace the traditional acrylic acid OCR/LOCA glue or be used for preparing an OCA optical film and is used for full lamination of a large-size touch screen.

Description

Preparation method of solvent-free UV light-initiated heating moisture dual-curing organic silicon optical adhesive
Technical Field
The invention relates to the technical field of preparation of organic silicon optical adhesives, in particular to a preparation method of a solvent-free type UV light-initiated heating moisture dual-curing organic silicon optical adhesive.
Background
OCR/LOCA (optical Clear resin) is one type of optical glue, also called liquid optical glue, optical water glue or LOCA, because the glue is in a liquid state. The glue is colorless and transparent after being cured, has the light transmittance of more than 98 percent, and has the characteristics of small curing shrinkage rate, yellowing resistance and the like. The applicability is strong, and one glue can correspond to a plurality of attached products; the liquid glue has strong fluidity, is insensitive to the thickness of the printing ink and has good gap filling property; the laminating machine is suitable for large-size lamination, and the size of a laminated product is not limited; the method is suitable for curved surface fitting or complex structure fitting; the laminating yield is high, and the reworking performance is good; chemical bonding, the bonding is little influenced by temperature, and the bonding stability is strong. In the field of full lamination, compared with the traditional OCA adhesive tape, the OCR/LOCA has unique advantages in the fields of large size, curved surface, severe environment and the like. The mainstream OCR products in the market still mainly comprise acrylic products, and the acrylic products have the advantages of high adhesion and quick curing, have the defects of strong smell and poor weather resistance, and are easy to generate yellow spots or crack on a fitted screen particularly under the condition of receiving light and damp heat for a long time. The lamination process is relatively complicated and requires special processes in the edge ink area because UV light is not irradiated. By means of the excellent long-term weather resistance, extremely low shrinkage rate, excellent optical performance, lower dielectric constant and other excellent performances of the organic silicon, the organic silicon OCR optical adhesive is easy to coat, fast to cure, high in bonding yield and reworkable, so that an OCR organic silicon optical bonding scheme is adopted by more and more display factories.
At present, the silicone pressure-sensitive adhesive technology available for OCR/LOCA is based on a thermal curing system, including a platinum catalyst curing system.
The platinum curing system has the advantages of low vulcanization temperature, high transparency and the like, and is increasingly applied to the electronic field. However, the platinum vulcanization system has a low cohesive force and a poor adhesive force due to insufficient vulcanization speed, and thus it is difficult to obtain a high adhesive force. In order to meet the requirements for preparing OCR (optical character recognition) attaching products, improvement and innovation on raw materials of the system and related technologies are needed so as to improve cohesive strength and substrate bonding strength.
Disclosure of Invention
In order to overcome the defects of the prior art, the invention provides a preparation method of a solvent-free type UV light-initiated heating moisture dual-curing organic silicon optical adhesive.
In order to achieve the purpose, the invention provides the following technical scheme:
the preparation method of the optical transparent organic silica gel for manufacturing the solvent-free type UV-initiated heating and moisture dual-curing comprises the following steps:
a) adding toluene or xylene or a mixture thereof into a reaction kettle with stirring and heating functions, adding organic silicon resin at the constant temperature of 40-60 ℃, and stirring for 1-2 hours;
b) adding vinyl silicone oil, and stirring for 1-3 hours;
c) vacuum extraction, namely extracting and removing toluene, xylene or other organic solvents;
d) adding a hydrogen-containing silicone oil cross-linking agent and a tackifier, and stirring for 1-3 hours;
e) adding inhibitor, and stirring for 0.5-2 hours;
f) adding catalyst, stirring for 0.5-1 hr, filtering, detecting and discharging.
Preferably, the weight percentages of the components in the step a) are as follows: 30-50 parts of toluene or xylene or a mixture thereof or other organic solvents and 10-30 parts of organic silicon resin.
Preferably, the weight portion of the vinyl silicone oil in the step b) is 60-90 portions, the viscosity is 300-30000cSt, and the vinyl content is 0.05-0.7%.
Preferably, the solvent in the step c) comprises an aromatic organic solvent, a straight-chain alkane solvent and a low-viscosity volatile organic silicon solvent, and the vacuum extraction temperature is 100-200 ℃.
Preferably, the hydrogen content of the hydrogen-containing silicone oil in the step d) is 0.01-1.0%, and the weight part is 5-15 parts.
Preferably, the weight part of the tackifier in the step d) is 0.5-3 parts. The tackifier is alkyl-modified, acrylic-modified, epoxy-modified organosilane or oligomer thereof.
Preferably, the weight part of the inhibitor in the step e) is 0.005-0.1 part. The inhibitor is alkynol and small molecule polymer inhibitor containing multiple vinyl groups.
Preferably, the catalyst used in step f) is one or a mixture of two or more of acetylacetonatoplatinum, cis-dichloro-tris (triphenylphosphine) platinum, cis-dichloro-bis (dimethylphenylphosphine) platinum, trimethyl methylcyclopentadienyl platinum, tetrakis (1-phenyl-3-hexyltriazene) platinum, and platinum/oxalate complex, beta-dicarbonyl platinum. .
The beneficial effects brought by the invention are as follows: the combination of the organic silicon oil raw material with a proper chemical structure, the cross-linking agent, the tackifier and the catalyst is adopted, so that the operability and the curing process of the glue are improved, and good operating parameters and high bonding strength are achieved:
1. the modified vinyl silicone oil with a specific structure is adopted, so that a certain cohesive strength can be achieved, and the adhesive force of a system can be enhanced;
2. the organic silicon resin with proper molecular weight and M/Q ratio is adopted, so that the cohesive strength can be improved, the adhesive force can be increased, and the hardness of the glue after film forming can be reduced;
3. the proper cross-linking agent is used for adjusting the film forming property and the cohesive strength of the glue;
4. the UV activated platinum catalyst is adopted, so that the operable time and the initial adhesive force of the glue are improved, and the glue can be quickly cured after being initiated.
Detailed Description
The following detailed description of the preferred embodiments of the present invention is provided to enable those skilled in the art to more easily understand the advantages and features of the present invention, and to clearly and clearly define the scope of the present invention.
The first embodiment is as follows: 60-90 parts of optical grade alkoxy modified vinyl silicone oil, 10-30 parts of optical grade organic silicon resin, 5-15 parts of optical grade hydrogen-containing silicone oil cross-linking agent, 0.5-3 parts of tackifier, 0.001-0.1 part of inhibitor and 0.5-2 parts of catalyst.
A preparation method of solvent-free UV-initiated heating curing organic silicon optical adhesive comprises the following steps:
a) adding 50 parts of toluene into a reaction kettle with stirring and heating functions, and heating to 40 ℃ for constant temperature; adding 15 parts of organic silicon resin with the molecular weight of 5000, and stirring for 1 hour;
b) adding 500cst modified vinyl silicone oil, and stirring for 1 hour;
c) the mixture was vacuum extracted for 1.5 hours at 130 ℃ with stirring.
d) Adding 8 parts of hydrogen-containing silicone oil and 0.5 part of tackifier, and stirring for 30 minutes.
e) 0.05 part of an inhibitor was added thereto, and the mixture was stirred for 30 minutes.
f) 0.5 part of a catalyst was added thereto, and the mixture was stirred for 30 minutes. Filtering, detecting and discharging.
The obtained organic silicon pressure-sensitive adhesive is coated on 1cm×Pressing a glass sheet with the same size on the surface of a 1cm glass block, after primary UV curing, further heating and curing for 2 minutes, and after standing for 3 days at room temperature, testing the adhesive strength.
Example two:
a preparation method of solvent-free UV-initiated heating curing organic silicon optical adhesive comprises the following steps:
a) adding 50 parts of toluene into a reaction kettle with stirring and heating functions, and heating to 40 ℃ for constant temperature; adding 20 parts of organic silicon resin with the molecular weight of 5000, and stirring for 1 hour;
b) adding 1000cSt alkoxy modified vinyl silicone oil, and stirring for 1 hour;
c) vacuum extraction was carried out at 140 ℃ for 1.5 hours.
d) Adding 8 parts of hydrogen-containing silicone oil and 1 part of tackifier, and stirring for 30 minutes.
e) 0.05 part of an inhibitor was added thereto, and the mixture was stirred for 30 minutes.
f) 0.5 part of a catalyst was added thereto, and the mixture was stirred for 30 minutes. Filtering, detecting and discharging.
The obtained organic silicon pressure-sensitive adhesive is coated on 1cm×Pressing a glass sheet with the same size on the surface of a 1cm glass block, after primary UV curing, further heating and curing for 2 minutes, and after standing for 3 days at room temperature, testing the adhesive strength.
Example three:
a) adding 50 parts of toluene into a reaction kettle with stirring and heating functions, and heating to 40 ℃ for constant temperature; adding 20 parts of organic silicon resin with the molecular weight of 5000, and stirring for 1 hour;
b) 10000cSt alkoxy modified vinyl silicone oil is added and stirred for 1 hour;
c) vacuum extraction was carried out at 130 ℃ for 1.5 hours.
d) Adding 8 parts of hydrogen-containing silicone oil and 1.5 parts of tackifier, and stirring for 30 minutes.
e) 0.05 part of an inhibitor was added thereto, and the mixture was stirred for 30 minutes.
f) 0.5 part of a catalyst was added thereto, and the mixture was stirred for 30 minutes. Filtering, detecting and discharging.
The obtained organic silicon pressure-sensitive adhesive is coated on 1cm×Pressing a glass sheet with the same size on the surface of a 1cm glass block, after primary UV curing, further heating and curing for 2 minutes, and after standing for 3 days at room temperature, testing the adhesive strength.
Table 1 test results of performance of silicone OCA glue obtained in example
Figure RE-GDA0003070669940000061
The above description is only an embodiment of the present invention, but the scope of the present invention is not limited thereto, and any changes or substitutions that can be made by those skilled in the art without inventive work within the technical scope of the present invention are included in the scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope defined by the claims.

Claims (12)

1. A preparation method of a solvent-free UV light-initiated heating and moisture dual-curing organic silicon optical adhesive is characterized by comprising the following steps:
adding toluene or xylene or a mixture thereof into a reaction kettle with stirring and heating functions, adding organic silicon resin at the constant temperature of 40-60 ℃, and stirring for 1-2 hours;
adding vinyl silicone oil, and stirring for 1-3 hours;
vacuum extraction, namely extracting and removing the toluene or xylene solvent;
adding a hydrogen-containing silicone oil cross-linking agent and a tackifier, and stirring for 1-3 hours;
adding inhibitor, and stirring for 0.5-2 hours;
adding catalyst, stirring for 0.5-1 hr, filtering, detecting and discharging.
2. The preparation method of the solvent-free UV light-initiated heating and moisture dual-curing silicone optical adhesive according to claim 1, wherein the components in the step a) are in parts by weight: 30-50 parts of toluene or xylene or a mixture thereof and 10-30 parts of organic silicon resin.
3. The method for preparing the solvent-free UV light-initiated heating and moisture dual-curing silicone optical adhesive according to claim 1, wherein the weight part of the vinyl silicone oil in the step b) is 60-90 parts.
4. The preparation method of the solvent-free UV light-initiated heating and moisture dual-curing silicone optical adhesive according to claim 1, wherein in the step d), the amount of the cross-linking agent containing hydrogen silicone oil is 5-15 parts by weight, and the amount of the adhesion promoter is 0.5-3 parts by weight.
5. The method for preparing the solvent-free UV light-induced heating moisture dual-curing silicone optical adhesive according to claim 1, wherein the weight part of the inhibitor in the step e) is 0.001-0.1 part.
6. The method for preparing the solvent-free UV light-induced heating moisture dual-curing silicone optical adhesive according to claim 1, wherein the amount of the catalyst added in the step f) is 0.5-2 parts.
7. The method for preparing the solvent-free UV light-initiated heat-curable silicone optical adhesive according to claim 1, wherein the viscosity of the vinyl silicone oil is between 300-30000 cSt.
8. The method for preparing the solvent-free UV light-induced heating moisture dual-curing silicone optical adhesive according to claim 1, wherein the M/Q ratio of the silicone resin is between 0.5 and 1.2.
9. The molecular weight is between 3000 and 20000.
10. The method of claim 1 wherein the adhesion promoter is an alkyl-modified, acrylic-modified, epoxy-modified organosilane or oligomer thereof.
11. The method for preparing the solvent-free UV light-initiated heating and moisture dual-curing organic silicon optical adhesive according to claim 1, wherein the inhibitor is an alkynol inhibitor and a small-molecule polymer inhibitor containing multiple vinyl groups.
12. The method for preparing the solvent-free UV light-induced heating and moisture dual-curing organic silicon optical adhesive according to claim 1, wherein the catalyst is one or a mixture of platinum acetylacetonate, cis-dichlorotris (triphenylphosphine) platinum, cis-dichlorobis (dimethylphenylphosphine) platinum, trimethylmethylcyclopentadiene platinum, tetrakis (1-phenyl-3 hexyltriazene) platinum, and platinum/oxalate complex, beta-dicarbonyl platinum.
CN202011423711.1A 2020-12-08 2020-12-08 Preparation method of solvent-free UV light-initiated heating moisture dual-curing organic silicon optical adhesive Pending CN113025267A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202011423711.1A CN113025267A (en) 2020-12-08 2020-12-08 Preparation method of solvent-free UV light-initiated heating moisture dual-curing organic silicon optical adhesive

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202011423711.1A CN113025267A (en) 2020-12-08 2020-12-08 Preparation method of solvent-free UV light-initiated heating moisture dual-curing organic silicon optical adhesive

Publications (1)

Publication Number Publication Date
CN113025267A true CN113025267A (en) 2021-06-25

Family

ID=76459021

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202011423711.1A Pending CN113025267A (en) 2020-12-08 2020-12-08 Preparation method of solvent-free UV light-initiated heating moisture dual-curing organic silicon optical adhesive

Country Status (1)

Country Link
CN (1) CN113025267A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114316895A (en) * 2021-12-31 2022-04-12 苏州润邦半导体材料科技有限公司 LOCA glue with high transmittance and low shrinkage

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103980496A (en) * 2014-05-23 2014-08-13 苏州毫邦新材料有限公司 Ultraviolet/moisture dual-cured organic silicon resin and composition thereof
CN105400486A (en) * 2014-09-10 2016-03-16 郝建强 Ultraviolet ray/wet gas double curing organosilicon resin composition
CN107880844A (en) * 2017-12-04 2018-04-06 东莞市贝特利新材料有限公司 A kind of photo-thermal dual curable type organosilicon liquid Optical adhesive composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103980496A (en) * 2014-05-23 2014-08-13 苏州毫邦新材料有限公司 Ultraviolet/moisture dual-cured organic silicon resin and composition thereof
CN105400486A (en) * 2014-09-10 2016-03-16 郝建强 Ultraviolet ray/wet gas double curing organosilicon resin composition
CN107880844A (en) * 2017-12-04 2018-04-06 东莞市贝特利新材料有限公司 A kind of photo-thermal dual curable type organosilicon liquid Optical adhesive composition

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
冯胜: "《精细化工手册(上)》", 31 December 1993 *
刘玉荣: "《介孔碳材料的合成和应用》", 30 June 2012 *
刘瑞雪,高丽君,马丽: "《高分子材料》", 30 September 2018 *
卢少忠: "《建筑涂料工程-性能.生产.施工》", 31 August 2007 *
李子东等: "《实用胶粘技术》", 31 January 2007 *
林建好,林锦眉: "《土木工程材料 第2版》", 31 August 2017 *
黄文润: "《液体硅橡胶》", 30 June 2009 *
黄文润编著: "《硅烷偶联剂及硅树脂》", 31 August 2010 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114316895A (en) * 2021-12-31 2022-04-12 苏州润邦半导体材料科技有限公司 LOCA glue with high transmittance and low shrinkage

Similar Documents

Publication Publication Date Title
CN107384282B (en) A kind of flexible electronic substrate adhesive and its preparation method and application
CN103237860B (en) Contact panel adhesive composition, adhesive film and contact panel
CN103249793B (en) There is the double-sided adhesive tape of the doing over again property of improvement
CN107083231B (en) Organic silicon gel composition and preparation method thereof
CN108264883B (en) Liquid optical silica gel composition, optical silica gel and double-glass photovoltaic module and preparation method thereof
CN1973009A (en) Acrylic pressure sensitive adhesive
CN109593497B (en) UV-cured acrylate pressure-sensitive adhesive suitable for plastic material and preparation method and application thereof
WO2020140856A1 (en) High refractive index silica gel for full lamination of liquid crystal display screen
CN106433526A (en) Dual Crosslinked Tackified Pressure Sensitive Adhesive
KR100678795B1 (en) Pressure-sensitive adhesive compositions and adhesive films
CN111171781A (en) Full-lamination photocuring organic silicon liquid optical cement, display panel comprising full-lamination photocuring organic silicon liquid optical cement and preparation method of display panel
CN113025267A (en) Preparation method of solvent-free UV light-initiated heating moisture dual-curing organic silicon optical adhesive
CN105001422A (en) Tackifier for addition silicone, preparation method of tackifier and addition silicone
CN110643319A (en) UV-OCA adhesive for TAC film lamination and preparation method thereof
CN109868112B (en) Silica gel composition, preparation method and bonding process thereof
CN113845861A (en) Low-climbing organic silicon protective film and preparation method thereof
CN115627151A (en) Organosilicon OCA of dual curing system
CN106701011B (en) Strippable pressure-sensitive adhesive composition and pressure-sensitive adhesive product
CN101875832A (en) Liquid crystal sealing agent and use the liquid crystal display of this liquid crystal sealing agent
CN113025265A (en) Preparation method of solvent type organic silicon glue for manufacturing optical transparent adhesive film
CN102190861A (en) Sealant for liquid crystal dripping process
CN111187294A (en) Epoxy group-containing unsaturated organosilicon compound, heat-resistant high-toughness peelable adhesive, and preparation method and application thereof
CN111363516A (en) Ultraviolet-curing organic silicon coating adhesive and preparation method thereof
CN114106709B (en) Optical adhesive for explosion-proof membrane and preparation method thereof
CN115466584A (en) High surface tension waterproof adhesive with durable bonding strength

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20210625

RJ01 Rejection of invention patent application after publication