CN115612445B - Organic silicon liquid optical cement, preparation method and application thereof, and electronic equipment - Google Patents

Organic silicon liquid optical cement, preparation method and application thereof, and electronic equipment Download PDF

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CN115612445B
CN115612445B CN202211178849.9A CN202211178849A CN115612445B CN 115612445 B CN115612445 B CN 115612445B CN 202211178849 A CN202211178849 A CN 202211178849A CN 115612445 B CN115612445 B CN 115612445B
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polysiloxane
liquid optical
optical adhesive
vinyl
silicone
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CN115612445A (en
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陈磊
华永军
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Tolyy Optronics Co ltd
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Tolyy Optronics Co ltd
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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
    • C09J183/00—Adhesives 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
    • C09J183/04—Polysiloxanes
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00—Applications
    • C08L2203/20—Applications use in electrical or conductive gadgets
    • C08L2203/206—Applications use in electrical or conductive gadgets use in coating or encapsulating of electronic parts
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C08L2205/025—Polymer 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
    • C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend

Abstract

The invention relates to an organic silicon liquid optical cement, a preparation method and application thereof, and electronic equipment, wherein the organic silicon liquid optical cement comprises the following raw materials in parts by weight: 70-100 parts of first polysiloxane; 1-5 parts of second polysiloxane; 0.5 to 1.5 parts of third polysiloxane; 0.5 to 1 part of fourth polysiloxane; 2-5 parts of vinyl silicone resin; 0.02-0.04 part of inhibitor; 0.02-0.1 part of catalyst; wherein, both ends of the first polysiloxane are vinyl groups, one end of the second polysiloxane is a vinyl group, at least one end of the third polysiloxane is a hydrosilyl group, and the side chain end of the fourth polysiloxane contains a hydrosilyl group. The components are synergistic, so that the organic silicon liquid optical adhesive has higher strength, better stability and better weather resistance.

Description

Organic silicon liquid optical cement, preparation method and application thereof, and electronic equipment
Technical Field
The invention relates to the technical field of adhesives, in particular to an organic silicon liquid optical adhesive, a preparation method and application thereof, and electronic equipment.
Background
With the development of display technology, head-up displays, oversized screens, curved screens and the like are widely visible, including outdoor advertising and the like, and the weather resistance of the bonding material of the display screen is required to be good. The liquid optical adhesive is used for bonding transparent optical elements and optically filling special adhesive composition, and has the characteristics of reducing refraction and reflection of light rays on a display screen and improving light transmittance so as to improve the display effect of the screen. However, the strength and stability of the conventional liquid optical cement are poor.
Disclosure of Invention
Based on the above, the invention provides the organic silicon liquid optical adhesive with higher strength, better stability and better weather resistance, and the preparation method and application thereof, and the electronic equipment.
The technical scheme for solving the technical problems is as follows.
The liquid optical adhesive comprises the following preparation raw materials in parts by mass:
the two ends of the first polysiloxane are vinyl groups, one end of the second polysiloxane is a vinyl group, at least one end of the third polysiloxane is a hydrosilylation group, and the side chain end of the fourth polysiloxane contains a hydrosilylation group.
In some of these embodiments, the viscosity of the first polysiloxane in the silicone liquid optical adhesive is 1000cps to 20000cps.
In some embodiments, the mass percentage of vinyl in the first polysiloxane in the silicone liquid optical adhesive is 0.10% -0.42% of the mass percentage of the first polysiloxane.
In some embodiments, the refractive index of the first polysiloxane in the silicone liquid optical adhesive is 1.390-1.410.
In some embodiments, in the silicone liquid optical adhesive, the structural formula of the first polysiloxane is shown in formula (I):
wherein R is 1 、R 2 、R 3 、R 4 Each independently selected from C1-C4 straight or branched alkyl; m is selected from integers of 1 to 200.
In some of these embodiments, in the silicone liquid optical adhesive, R 1 、R 2 、R 3 、R 4 Are all methyl groups.
In some of these embodiments, the second polysiloxane has a viscosity of 500cps to 1000cps in the silicone liquid optical adhesive.
In some embodiments, the mass percentage of vinyl in the second polysiloxane in the silicone liquid optical adhesive is 0.30% -0.70% of the mass percentage of the second polysiloxane.
In some embodiments, the refractive index of the second polysiloxane in the silicone liquid optical adhesive is 1.390 to 1.410.
In some embodiments, in the silicone liquid optical adhesive, the structural formula of the second polysiloxane is shown in formula (II):
wherein R is 5 、R 6 、R 7 、R 8 、R 9 Each independently selected from C1-C4 straight or branched alkyl; n is an integer from 1 to 300.
In some of these embodiments, in the silicone liquid optical adhesive, R 5 、R 6 、R 7 、R 8 、R 9 Are all methyl groups.
In some embodiments, in the liquid silicone optical adhesive, the hydrogen element in the silicon hydrogen group in the third polysiloxane accounts for 0.16-0.25% of the mass of the third polysiloxane.
In some embodiments, in the silicone liquid optical adhesive, the structural formula of the third polysiloxane is shown in formula (III):
wherein R is 10 Selected from hydrogen, C1-C4 straight or branched alkyl, R 11 、R 12 、R 13 、R 14 Each independently selected from C1-C4 straight or branched alkyl; p is an integer from 1 to 100.
In some of these embodiments, in the silicone liquid optical adhesive, R 10 Is hydrogen, R 11 、R 12 、R 13 、R 14 Are all methyl groups.
In some embodiments, in the liquid silicone optical adhesive, the hydrogen element in the silicon hydrogen group in the fourth polysiloxane accounts for 0.3-0.48% of the mass of the fourth polysiloxane.
In some embodiments, in the silicone liquid optical adhesive, the structural formula of the fourth polysiloxane is shown in formula (IV):
wherein R is 15 、R 16 、R 17 、R 18 、R 19 、R 20 Are each independently selected from C1-C4 straight or branched alkyl groups, R 21 、R 22 、R 23 Independently selected from hydrogen, C1-C4 straight or branched alkyl; x is an integer from 0 to 500 and y is an integer from 1 to 300.
In some of these embodiments, in the silicone liquid optical adhesive, R 15 、R 16 、R 17 、R 18 、R 19 、R 20 、R 21 、R 22 、R 23 Are all methyl groups.
In some of these embodiments, the vinyl silicone resin is a vinyl MQ resin having a ratio of monofunctional siloxane segments to tetrafunctional siloxane condensation segments of from 0.5 to 1.2.
In some embodiments, the mass percentage of vinyl in the vinyl silicone resin in the silicone liquid optical adhesive is 3-6%.
In some embodiments, the inhibitor is selected from at least one of vinyl ring, 1, 4-butynediol, ethynyl cyclohexanol, monoethanol maleate, and diisoallyl maleate.
In some of these embodiments, the catalyst is selected from at least one of a platinum photocatalyst β -diketone complex, (η -cyclopentadienyl) tris (α -aliphatic) platinum complex, and a C1-C20 aliphatic group substituted (η -5-cyclopentadienyl) tris (α -aliphatic) platinum complex.
Correspondingly, the invention provides a preparation method of the organic silicon liquid optical cement, which comprises the following steps:
providing the preparation raw materials of the organic silicon liquid optical cement;
mixing and stirring the first polysiloxane, the second polysiloxane, the third polysiloxane, the fourth polysiloxane and the vinyl silicone resin to obtain a first mixed solution;
adding an inhibitor into the first mixed solution, and stirring to obtain a second mixed solution;
and adding a catalyst into the second mixed solution, and stirring.
The invention provides application of the organic silicon liquid optical cement in laminating or packaging electronic equipment.
The invention provides electronic equipment, which comprises the organic silicon liquid optical cement.
Compared with the prior art, the organic silicon liquid optical adhesive has the following beneficial effects:
according to the organic silicon liquid optical adhesive, under the action of the catalyst, the vinyl groups in the first polysiloxane and the second polysiloxane respectively carry out crosslinking reaction with the hydrogen in the silicon hydrogen groups in the third polysiloxane and the fourth polysiloxane, and the inhibitor can effectively inhibit crosslinking side reaction and degradation side reaction, so that the prepared organic silicon liquid optical adhesive has higher strength, better stability and better weather resistance.
Detailed Description
The technical scheme of the invention is further described in detail below with reference to specific embodiments. The present invention may be embodied in many different forms and is not limited to the embodiments described herein. It should be understood that these embodiments are provided so that this disclosure will be thorough and complete.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used herein in the description of the invention is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. The term "and/or" as used herein includes any and all combinations of one or more of the associated listed items.
In the description of the present invention, it should be understood that the terms "first," "second," and the like are used for descriptive purposes only and are not to be construed as indicating or implying a relative importance or number of technical features indicated. Thus, a feature defining "a first" or "a second" may explicitly or implicitly include one or more such feature. In the description of the present invention, the meaning of "a plurality" is two or more, unless explicitly defined otherwise.
The term "alkyl" refers to a saturated hydrocarbon containing primary (positive) carbon atoms, or secondary carbon atoms, or tertiary carbon atoms, or quaternary carbon atoms, or a combination thereof. Suitable examples include, but are not limited to: methyl (Me, -CH) 3 ) Ethyl (Et, -CH2 CH) 3 ) 1-propyl (n-Pr, n-propyl, -CH 2 CH 2 CH 3 ) 2-propyl (i-Pr, i-propyl, -CH (CH) 3 ) 2 ) 1-butyl (n-Bu, n-butyl, -CH) 2 CH 2 CH 2 CH 3 ) 2-methyl-1-propyl (i-Bu, i-butyl, -CH) 2 CH(CH 3 ) 2 ) 2-butyl (s-Bu, s-butyl, -CH (CH) 3 )CH 2 CH 3 ) 2-methyl-2-propyl (t-Bu, t-butyl, -C (CH) 3 ) 3 )。
The weights of the relevant components mentioned in the description of the embodiments of the present invention may refer not only to the specific contents of the components, but also to the proportional relationship between the weights of the components, so long as the contents of the relevant components in the description of the embodiments of the present invention are scaled up or down within the scope of the disclosure of the embodiments of the present invention. Specifically, the weight described in the specification of the embodiment of the present invention may be mass units known in the chemical industry field such as μ g, mg, g, kg.
The invention provides an organic silicon liquid optical adhesive, which comprises the following raw materials in parts by weight:
wherein, both ends of the first polysiloxane are vinyl groups, one end of the second polysiloxane is a vinyl group, at least one end of the third polysiloxane is a hydrosilyl group, and the side chain end of the fourth polysiloxane contains a hydrosilyl group.
It will be appreciated that the first polysiloxane is vinyl group at both ends, that only one of the second polysiloxane is vinyl group at one or both ends, that the third polysiloxane is a hydrosilylation group at one or both ends, and that the fourth polysiloxane contains one or more hydrosilylation groups at the side chain ends; it is further understood that the parts by weight of the first polysiloxane include, but are not limited to, 70 parts, 75 parts, 80 parts, 85 parts, 90 parts, 95 parts, 100 parts; the mass parts of the second polysiloxane include, but are not limited to, 1 part, 1.5 parts, 2 parts, 2.5 parts, 3 parts, 4 parts, 5 parts; the mass parts of the third polysiloxane include, but are not limited to, 0.5 part, 0.6 part, 0.7 part, 0.8 part, 0.9 part, 1 part, 1.2 part, 1.3 part, 1.4 part, 1.5 part; the mass parts of the fourth polysiloxane include, but are not limited to, 0.5 part, 0.6 part, 0.7 part, 0.8 part, 0.9 part, 1 part; the mass parts of the inhibitor include, but are not limited to, 0.02 part, 0.025 part, 0.03 part, 0.035 part, 0.04 part; the mass parts of the catalyst include, but are not limited to, 0.02 part, 0.03 part, 0.04 part, 0.05 part, 0.06 part, 0.07 part, 0.08 part, and 0.1 part.
Under the action of a catalyst, vinyl groups in the first polysiloxane and the second polysiloxane respectively carry out crosslinking reaction with hydrogen in a silicon hydrogen group in the third polysiloxane and the fourth polysiloxane, and the inhibitor can effectively inhibit crosslinking side reaction and degradation side reaction, so that the prepared organic silicon liquid optical adhesive has higher strength, better stability and better weather resistance.
The organic silicon liquid optical adhesive is a single-component system, does not need to be heated and cured, effectively reduces energy consumption and shortens curing time, and can avoid the problem of uneven mixing of a double-component system when in use.
In some examples, the liquid silicone optical cement comprises the following preparation raw materials in parts by mass:
in some examples, the vinyl groups in the first polysiloxane comprise 0.10-0.42% by mass of the first polysiloxane in the silicone liquid optical adhesive.
It is understood that the vinyl groups in the first polysiloxane comprise, but are not limited to, 0.10%, 0.12%, 0.20%, 0.25%, 0.30%, 0.32%, 0.40%, 0.42% by mass of the first polysiloxane.
By controlling the vinyl ratio in the first polysiloxane, the strength of the organic silicon liquid optical adhesive can be further improved, the stability of the organic silicon liquid optical adhesive can be further improved, and the storage time can be prolonged.
In some examples, the viscosity of the first polysiloxane in the silicone liquid optical adhesive is 1000cps to 20000cps.
It is understood that the viscosity of the first polysiloxane includes, but is not limited to, 1000cps, 1200cps, 1500cps, 1800cps, 2000cps, 3000cps, 5000cps, 8000cps, 10000cps, 12000cps, 15000cps, 20000cps.
In some examples, the refractive index of the first polysiloxane in the silicone liquid optical adhesive is 1.390 to 1.410.
It is understood that the refractive index of the first polysiloxane includes, but is not limited to, 1.390, 1.392, 1.393, 1.395, 1.398, 1.399, 1.400, 1.402, 1.405, 1.406, 1.408, 1.410.
In some examples, the silicone liquid optical adhesive has a structural formula of the first polysiloxane shown in formula (I):
wherein R is 1 、R 2 、R 3 、R 4 Each independently selected from C1-C4 straight or branched alkyl; m is selected from integers of 1 to 200.
It is understood that C1-C4 straight or branched alkyl groups include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl; m may be any integer from 1 to 200, including but not limited to 1, 10, 15, 20, 50, 80, 100, 150, 188, 200; it will be further appreciated that R 1 、R 2 、R 3 、R 4 The two may be different from each other, may be the same as each other, or may be the same as each other.
In some examples, R in the silicone liquid optical adhesive 1 、R 2 Is methyl.
In some examples, R in the silicone liquid optical adhesive 3 、R 4 Is methyl.
In some examples, R in the silicone liquid optical adhesive 1 、R 2 、R 3 、R 4 Are all methyl groups.
It will be appreciated that R 1 、R 2 、R 3 、R 4 And when the two are methyl groups, the structural formula of the first polysiloxane is shown as the formula (I-1):
in some examples, the silicone liquid optical adhesive comprises 0.30-0.70% by mass of vinyl groups in the second polysiloxane.
It is understood that the vinyl groups in the second polysiloxane comprise, but are not limited to, 0.30%, 0.35%, 0.40%, 0.42%, 0.50%, 0.55%, 0.60%, 0.6t%, 0.70% by mass of the second polysiloxane.
By controlling the vinyl proportion in the second polysiloxane, the strength of the organic silicon liquid optical adhesive can be further improved, the stability of the organic silicon liquid optical adhesive can be further improved, and the storage time can be prolonged.
In some examples, the silicone liquid optical adhesive has a viscosity of 500cps to 1000cps.
It is understood that the viscosity of the second polysiloxane includes, but is not limited to, 500cps, 600cps, 650cps, 700cps, 800cps, 900cps, 950cps, 1000cps.
In some examples, the refractive index of the second polysiloxane in the silicone liquid optical adhesive is 1.390 to 1.410.
It is understood that the refractive index of the second polysiloxane includes, but is not limited to, 1.390, 1.392, 1.393, 1.395, 1.398, 1.399, 1.400, 1.402, 1.405, 1.406, 1.408, 1.410.
In some examples, the silicone liquid optical adhesive has a structural formula of the second polysiloxane shown in formula (II):
wherein R is 5 、R 6 、R 7 、R 8 、R 9 Each independently selected from C1-C4 straight or branched alkyl; n is an integer from 1 to 300.
It is understood that C1-C4 straight or branched alkyl groups include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl; n may be any integer from 1 to 300, including but not limited to 1, 10, 15, 20, 50, 80, 100, 150, 188, 200, 250, 300; it will be further appreciated that R 5 、R 6 、R 7 、R 8 、R 9 The two may be different from each other, may be the same as each other, or may be the same as each other.
In some examples, R in the silicone liquid optical adhesive 5 Is methyl.
In some examples, R in the silicone liquid optical adhesive 6 、R 7 Is methyl.
In some examples, R in the silicone liquid optical adhesive 8 、R 9 Is methyl.
In some examples, R in the silicone liquid optical adhesive 6 、R 7 、R 8 、R 9 Are all methyl groups.
It will be appreciated that R 5 、R 6 、R 7 、R 8 、R 9 And when the two are methyl groups, the structural formula of the second polysiloxane is shown as the formula (II-1):
in some examples, the silicone liquid optical adhesive comprises 0.16-0.25% by mass of hydrogen in the silicon hydrogen groups in the third polysiloxane.
It is understood that the percentage by mass of hydrogen in the silicon hydrogen groups in the third polysiloxane comprises, but is not limited to, 0.16%, 0.17%, 0.18%, 0.19%, 0.20%, 0.23%, 0.25% of the third polysiloxane.
By controlling the hydrogen element proportion in the silicon hydrogen group in the third polysiloxane, the strength of the organic silicon liquid optical adhesive can be further improved, the stability of the organic silicon liquid optical adhesive can be further improved, and the storage time can be prolonged.
In some of these examples, the silicone liquid optical adhesive has a third polysiloxane with both ends of a hydrosilylation group.
In some examples, in the silicone liquid optical adhesive, the structural formula of the third polysiloxane is shown in formula (III):
wherein R is 10 Selected from hydrogen, C1-C4 straight or branched alkyl, R 11 、R 12 、R 13 、R 14 Each independently selected from C1-C4 straight or branched alkyl; p is an integer from 1 to 100.
It is understood that p includes, but is not limited to, 1, 10, 15, 20, 50, 80, 100.
In some examples, R in the silicone liquid optical adhesive 10 Is hydrogen.
In some examples, R in the silicone liquid optical adhesive 11 、R 12 Is methyl.
In some examples, R in the silicone liquid optical adhesive 13 、R 14 Is methyl.
In some examples, R in the silicone liquid optical adhesive 10 Is hydrogen, R 11 、R 12 、R 13 、R 14 Are all methyl groups.
It will be appreciated that R 10 Is hydrogen, R 11 、R 12 、R 13 、R 14 And when the three polysiloxane groups are methyl, the structural formula of the third polysiloxane is shown as a formula (III-1):
in some examples, the silicone liquid optical adhesive comprises 0.3-0.48% by mass of hydrogen in the silicon hydrogen group in the fourth polysiloxane.
It is understood that the percentage by mass of hydrogen in the silicon hydrogen groups in the fourth polysiloxane comprises, but is not limited to, 0.30%, 0.35%, 0.38%, 0.40%, 0.41%, 0.42%, 0.44%, 0.45%, 0.46%, 0.47%, 0.48% of the fourth polysiloxane.
By controlling the hydrogen element proportion in the silicon-hydrogen group in the fourth polysiloxane, the strength of the organic silicon liquid optical adhesive can be further improved, the stability of the organic silicon liquid optical adhesive can be further improved, and the storage time can be prolonged.
In some examples, in the silicone liquid optical adhesive, the structural formula of the fourth polysiloxane is shown in formula (IV):
wherein R is 15 、R 16 、R 17 、R 18 、R 19 、R 20 Are each independently selected from C1-C4 straight or branched alkyl groups, R 21 、R 22 、R 23 Independently selected from hydrogen, C1-C4 straight or branched alkyl; x is an integer from 0 to 500 and y is an integer from 1 to 300.
It is understood that x includes, but is not limited to, 0, 1, 10, 15, 20, 50, 80, 100, 150, 188, 200, 250, 300, 350, 400, 450, 500, and y includes, but is not limited to, 1, 10, 15, 20, 50, 80, 100, 150, 188, 200, 250, 300.
In some examples, R in the silicone liquid optical adhesive 15 、R 16 、R 17 、R 18 、R 19 、R 20 Are all methyl groups.
In some examples, R in the silicone liquid optical adhesive 21 、R 22 、R 23 Are all methyl groups.
In some examples, R in the silicone liquid optical adhesive 15 、R 16 、R 17 、R 18 、R 19 、R 20 、R 21 、R 22 、R 23 Are all methyl groups.
It will be appreciated that R 15 、R 16 、R 17 、R 18 、R 19 、R 20 、R 21 、R 22 、R 23 And when the four polysiloxane groups are methyl groups, the structural formula of the fourth polysiloxane is shown as the formula (IV-1):
in some of these examples, the silicone liquid optical adhesive is a vinyl MQ resin.
It will be appreciated that the vinyl MQ resin is composed of monofunctional siloxane segments (M) and tetrafunctional siloxane condensation segments (Q).
Further, in the vinyl MQ resin, the ratio of monofunctional siloxane units (M) to tetrafunctional siloxane condensation polymerized units (Q) in the vinyl MQ resin (MQ ratio) is 0.5 to 1.2.
It is understood that MQ ratios include, but are not limited to, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 1.1, 1.2.
In some examples, the vinyl silicone resin comprises 3-6% vinyl by mass of the vinyl silicone resin in the silicone liquid optical adhesive.
It is understood that the vinyl groups of the vinyl silicone resin comprise, but are not limited to, 3%, 3.5%, 4%, 4.5%, 4.8%, 5%, 5.2%, 5.5%, 5.8%, 6% by mass of the vinyl silicone resin.
In some examples, the silicone liquid optical adhesive is at least one inhibitor selected from vinyl ring, 1, 4-butynediol, ethynyl cyclohexanol, maleic acid monoethanol, and maleic acid diisoallyl ester.
By controlling the specific types of the inhibitor, the stability of the organic silicon liquid optical adhesive can be further improved, and the storage time can be prolonged.
In some examples, the silicone liquid optical gum wherein the catalyst is selected from at least one of a platinum photocatalyst β -diketone complex, (η -cyclopentadienyl) tris (α -aliphatic) platinum complex, and a C1-C20 aliphatic group substituted (η -5-cyclopentadienyl) tris (α -aliphatic) platinum complex.
An embodiment of the invention provides a preparation method of an organic silicon liquid optical adhesive, which comprises the following steps:
providing the preparation raw materials of the organic silicon liquid optical cement;
mixing and stirring the first polysiloxane, the second polysiloxane, the third polysiloxane, the fourth polysiloxane and the vinyl silicone resin to obtain a first mixed solution;
adding an inhibitor into the first mixed solution, and stirring to obtain a second mixed solution;
and adding the catalyst into the second mixed solution, and stirring.
In some examples, the speed of stirring in the preparation method of the liquid silicone optical cement is 1500-2000 r/min.
The embodiment of the invention provides application of the organic silicon liquid optical adhesive in bonding or packaging electronic equipment. The invention further provides electronic equipment comprising the organic silicon liquid optical cement.
The organic silicon liquid optical adhesive is used for attaching or packaging electronic equipment, and can give longer service life to the electronic equipment.
It is understood that electronic devices include, but are not limited to, display screens, touch screens, optics, and the like.
DETAILED DESCRIPTION OF EMBODIMENT (S) OF INVENTION
The following examples of the silicone liquid optical adhesive, the preparation method and application thereof, and the electronic device according to the present invention, it is to be understood that the silicone liquid optical adhesive, the preparation method and application thereof, and the electronic device according to the present invention are not limited to the following examples.
Example 1
Preparing raw materials: 75 parts of a first polysiloxane (the vinyl group in the first polysiloxane accounts for 0.32 percent by mass of the first polysiloxane), 2 parts of a second polysiloxane (the vinyl group in the second polysiloxane accounts for 0.7 percent by mass of the second polysiloxane), 1.3 parts of a third polysiloxane (the hydrogen element in the silicon hydride group in the third polysiloxane accounts for 0.25 percent by mass of the third polysiloxane), 0.8 part of a fourth polysiloxane (the hydrogen element in the silicon hydride group in the fourth polysiloxane accounts for 0.4 percent by mass of the fourth polysiloxane), 2.5 parts of a vinyl MQ resin, 0.035 parts of an inhibitor 1, 4-butynediol, and 0.045 parts of a catalyst (. Eta. -cyclopentadienyl) tris (alpha-aliphatic) platinum complex;
wherein the structural formulas of the first polysiloxane, the second polysiloxane, the third polysiloxane and the fourth polysiloxane are respectively shown as formulas (I-A) to (IV-A):
the preparation method comprises the following steps: mixing the first polysiloxane, the second polysiloxane, the third polysiloxane, the fourth polysiloxane and the vinyl silicone resin, putting the mixture into a vacuum defoaming stirrer, stirring the mixture at 25 ℃ for 2min (the rotating speed is 1800 r/min), adding the inhibitor, continuously stirring the mixture for 30s, adding the catalyst, and continuously stirring the mixture for 1min to obtain the organosilicon liquid optical adhesive.
Example 2
Substantially the same as in example 1, except that the raw materials were different in parts by weight, specifically, the following:
80 parts of first polysiloxane, 2 parts of second polysiloxane, 1.5 parts of third polysiloxane, 1 part of fourth polysiloxane, 2.5 parts of vinyl MQ resin, 0.03 part of inhibitor 1, 4-butynediol and 0.04 part of catalyst (eta-cyclopentadienyl) tris (alpha-aliphatic) platinum complex.
Example 3
Substantially the same as in example 1, except that the raw materials were different in parts by weight, specifically, the following:
75 parts of first polysiloxane, 5 parts of second polysiloxane, 1.5 parts of third polysiloxane, 0.9 part of fourth polysiloxane, 2.5 parts of vinyl MQ resin, 0.03 part of inhibitor 1, 4-butynediol and 0.045 part of catalyst (eta-cyclopentadienyl) tris (alpha-aliphatic) platinum complex.
Example 4
Substantially the same as in example 1, except that the raw materials were different in parts by weight, specifically, the following:
75 parts of first polysiloxane, 2.5 parts of second polysiloxane, 1.3 parts of third polysiloxane, 0.8 part of fourth polysiloxane, 2 parts of vinyl MQ resin, 0.03 part of inhibitor 1, 4-butynediol and 0.045 part of catalyst (eta-cyclopentadienyl) tris (alpha-aliphatic) platinum complex.
Example 5
Substantially the same as in example 1, except that the raw materials were different in parts by weight, specifically, the following:
90 parts of first polysiloxane, 1 part of second polysiloxane, 1.5 parts of third polysiloxane, 1 part of fourth polysiloxane, 3 parts of vinyl MQ resin, 0.025 part of inhibitor 1, 4-butynediol and 0.05 part of catalyst (eta-cyclopentadienyl) tris (alpha-aliphatic) platinum complex.
Example 6
Substantially the same as in example 1, except that the vinyl group in the first polysiloxane was 0.12% by mass of the first polysiloxane, and the vinyl group in the second polysiloxane was 0.3% by mass of the second polysiloxane.
Example 7
Substantially the same as in example 1, except that the hydrogen element in the silicon hydrogen group in the third polysiloxane was 0.2% by mass of the third polysiloxane, and the hydrogen element in the silicon hydrogen group in the fourth polysiloxane was 0.3% by mass of the fourth polysiloxane.
Comparative example 1
Substantially the same as in example 1, except that the second polysiloxane was omitted, and the mass of the first polysiloxane in comparative example 1 was the sum of the masses of the first polysiloxane and the second polysiloxane in example 1, specifically as follows:
77 parts of first polysiloxane, 1.3 parts of third polysiloxane, 0.8 part of fourth polysiloxane, 2.5 parts of vinyl MQ resin, 0.035 parts of inhibitor 1, 4-butynediol and 0.045 parts of catalyst (eta-cyclopentadienyl) tris (alpha-aliphatic) platinum complex.
Comparative example 2
Substantially the same as in example 1, except that the third polysiloxane was omitted, and the mass of the fourth polysiloxane in comparative example 2 was the sum of the masses of the third polysiloxane and the fourth polysiloxane in example 1, specifically as follows:
75 parts of first polysiloxane, 2 parts of second polysiloxane, 2.1 parts of fourth polysiloxane, 2.5 parts of vinyl MQ resin, 0.035 part of inhibitor 1, 4-butynediol and 0.045 part of catalyst (eta-cyclopentadienyl) tris (alpha-aliphatic) platinum complex.
Comparative example 3
Substantially the same as in example 1, except that the inhibitor was omitted.
Comparative example 4
Substantially the same as in example 1, except that the first polysiloxane was omitted, and the mass of the second polysiloxane in comparative example 1 was the sum of the masses of the first polysiloxane and the second polysiloxane in example 1, specifically as follows:
the catalyst comprises, by mass, 77 parts of a second polysiloxane, 1.3 parts of a third polysiloxane, 0.8 part of a fourth polysiloxane, 2.5 parts of a vinyl MQ resin, 0.035 parts of an inhibitor 1, 4-butynediol, and 0.045 parts of a catalyst (. Eta. -cyclopentadienyl) tris (. Alpha. -aliphatic) platinum complex.
Comparative example 5
Substantially the same as in example 1, except that 1.3 parts of the third polysiloxane and 0.8 part of the fourth polysiloxane were replaced with 1.3 parts of the compound of the formula (V):
comparative example 6
Substantially the same as in example 1, except that the raw materials were different in parts by weight, specifically, the following:
30 parts of first polysiloxane, 2 parts of second polysiloxane, 36.3 parts of third polysiloxane, 0.8 part of fourth polysiloxane, 2.5 parts of vinyl MQ resin, 0.035 parts of inhibitor 1, 4-butynediol and 0.045 parts of catalyst (eta-cyclopentadienyl) tris (alpha-aliphatic) platinum complex.
The parts of the raw materials for preparing the silicone liquid optical adhesives of each example and comparative example are shown in table 1.
TABLE 1
The silicone liquid optical gums of the examples and comparative examples were tested for light transmittance, penetration, viscosities on days 0, 30 and 60, and yellowing values at 150 ℃, respectively; the evaluation criteria were as follows: light transmittance of 99% (+ -1%), penetration of 75mm (+ -5 mm), viscosity of less than 5% change within 60 days, and yellowing value YI of 0.8 (+ -0.05) at 150deg.C;
the test results are shown in Table 2.
TABLE 2
As can be seen from Table 2, compared with the comparative example, the penetration, 60-day viscosity change and 150 ℃ yellowing value YI of the silicone liquid optical adhesive of the example were all within the standard range, indicating that the silicone liquid optical adhesive of the example has higher strength and better weather resistance and stability.
The technical features of the above-described embodiments may be arbitrarily combined, and all possible combinations of the technical features in the above-described embodiments are not described for brevity of description, however, as long as there is no contradiction between the combinations of the technical features, they should be considered as the scope of the description.
The above examples merely represent a few embodiments of the present invention, which facilitate a specific and detailed understanding of the technical solutions of the present invention, but are not to be construed as limiting the scope of the invention. It should be noted that it will be apparent to those skilled in the art that several variations and modifications can be made without departing from the spirit of the invention, which are all within the scope of the invention. It should be understood that, based on the technical solutions provided by the present invention, those skilled in the art may obtain technical solutions through logical analysis, reasoning or limited experiments, which are all within the scope of protection of the appended claims. The scope of the patent of the invention should therefore be determined with reference to the appended claims, which are to be construed as in accordance with the doctrines of claim interpretation.

Claims (18)

1. The organic silicon liquid optical adhesive is characterized by comprising the following raw materials in parts by weight:
wherein, both ends of the first polysiloxane are vinyl groups, one end of the second polysiloxane is a vinyl group, at least one end of the third polysiloxane is a hydrosilylation group, and a side chain end of the fourth polysiloxane contains a hydrosilylation group;
the vinyl in the first polysiloxane accounts for 0.10 to 0.42 percent of the mass of the first polysiloxane, the vinyl in the second polysiloxane accounts for 0.30 to 0.70 percent of the mass of the second polysiloxane, the hydrogen in the silicon hydrogen group in the third polysiloxane accounts for 0.16 to 0.25 percent of the mass of the third polysiloxane, and the hydrogen in the silicon hydrogen group in the fourth polysiloxane accounts for 0.3 to 0.48 percent of the mass of the fourth polysiloxane.
2. The silicone liquid optical adhesive according to claim 1, wherein the first polysiloxane has at least one of the following features (1) to (3):
(1) The vinyl in the first polysiloxane accounts for 0.12 to 0.32 percent of the mass of the first polysiloxane;
(2) The viscosity of the first polysiloxane is 1000cps to 20000cps;
(3) The refractive index of the first polysiloxane is 1.390-1.410.
3. The silicone liquid optical adhesive of claim 1, wherein the first polysiloxane has a structural formula as shown in formula (I):
wherein R is 1 、R 2 、R 3 、R 4 Each independently selected from C1-C4 straight or branched alkyl; m is selected from integers of 1 to 200.
4. The silicone liquid optical adhesive of claim 3 wherein R 1 、R 2 、R 3 、R 4 Are all methyl groups.
5. The silicone liquid optical adhesive according to claim 1, wherein the second polysiloxane has at least one of the following features (1) to (3):
(1) The vinyl in the second polysiloxane accounts for 0.50-0.70% of the mass of the second polysiloxane;
(2) The viscosity of the second polysiloxane is 500cps to 1000cps;
(3) The refractive index of the second polysiloxane is 1.390-1.410.
6. The silicone liquid optical adhesive of claim 1, wherein the second polysiloxane has a structural formula as shown in formula (II):
wherein R is 5 、R 6 、R 7 、R 8 、R 9 Each independently selected from C1-C4 straight or branched alkyl; n is an integer from 1 to 300.
7. The silicone fluid optical adhesive of claim 6 wherein R 5 、R 6 、R 7 、R 8 、R 9 Are all methyl groups.
8. The liquid optical silicone gum according to claim 1, wherein the hydrogen element in the silicon hydrogen group in the third polysiloxane accounts for 0.20-0.25% by mass of the third polysiloxane.
9. The silicone liquid optical adhesive of claim 1, wherein the third polysiloxane has a structural formula as shown in formula (III):
wherein R is 10 Selected from hydrogen, C1-C4 straight or branched alkyl, R 11 、R 12 、R 13 、R 14 Each independently selected from C1-C4 straight or branched alkyl; p is an integer from 1 to 100.
10. The silicone liquid optical adhesive of claim 9 wherein R 10 Is hydrogen, R 11 、R 12 、R 13 、R 14 Are all methyl groups.
11. The liquid silicone optical adhesive of claim 1, wherein the hydrogen element in the silicon hydrogen group in the fourth polysiloxane accounts for 0.3-0.4% of the mass of the fourth polysiloxane.
12. The silicone liquid optical adhesive of claim 1, wherein the fourth polysiloxane has a structural formula as shown in formula (IV):
wherein R is 15 、R 16 、R 17 、R 18 、R 19 、R 20 Each independently selected from C1-C4 straight or branched alkyl; r is R 21 、R 22 、R 23 Independently selected from hydrogen, C1-C4 straight or branched alkyl; x is selected from integers of 0 to 500; y is selected from integers of 1 to 300.
13. The silicone fluid optical adhesive of claim 12 wherein R 15 、R 16 、R 17 、R 18 、R 19 、R 20 、R 21 、R 22 、R 23 Are all methyl groups.
14. The silicone liquid optical adhesive according to any one of claims 1 to 13, wherein the vinyl silicone resin has at least one of the following characteristics (1) to (2):
(1) The vinyl silicone resin is vinyl MQ resin, and the ratio of monofunctional siloxane chain units to tetrafunctional siloxane polycondensation chain units in the vinyl MQ resin is 0.5-1.2;
(2) The mass percentage of vinyl in the vinyl silicone resin is 3-6%.
15. The silicone liquid optical adhesive according to any one of claims 1 to 13, characterized in that the silicone liquid optical adhesive has at least one of the following features (1) to (2):
(1) The inhibitor is at least one selected from vinyl ring body, 1, 4-butynediol, ethynyl cyclohexyl alcohol, maleic acid monoethanol and maleic acid diisoallyl ester;
(2) The catalyst is selected from at least one of platinum photocatalyst beta-diketone complex, (eta-cyclopentadienyl) tri (alpha-aliphatic) platinum complex and C1-C20 aliphatic group substituted (eta-5-cyclopentadienyl) tri (alpha-aliphatic) platinum complex.
16. The preparation method of the organic silicon liquid optical cement is characterized by comprising the following steps of:
providing a preparation raw material of the organic silicon liquid optical adhesive as claimed in any one of claims 1 to 15;
mixing and stirring the first polysiloxane, the second polysiloxane, the third polysiloxane, the fourth polysiloxane and the vinyl silicone resin to obtain a first mixed solution;
adding an inhibitor into the first mixed solution, and stirring to obtain a second mixed solution;
and adding a catalyst into the second mixed solution, and stirring.
17. Use of the silicone liquid optical adhesive of any one of claims 1-15 for attaching or packaging electronic devices.
18. An electronic device comprising the silicone liquid optical adhesive according to any one of claims 1 to 15.
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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016090574A1 (en) * 2014-12-10 2016-06-16 深圳市森日有机硅材料有限公司 Fully transparent liquid silicone rubber composition
CN112194995A (en) * 2020-09-15 2021-01-08 苏州桐力光电股份有限公司 Low-dielectric-constant OCA optical material and preparation method thereof
CN112280527A (en) * 2020-10-23 2021-01-29 东莞市派乐玛新材料技术开发有限公司 Liquid organic silicon optical adhesive and preparation method and application thereof
CN112646543A (en) * 2020-12-22 2021-04-13 深圳斯多福新材料科技有限公司 Organic silicon liquid optical cement and preparation method thereof
CN115074081A (en) * 2022-08-02 2022-09-20 苏州桐力光电股份有限公司 Organic silicon optical adhesive, adhesive tape and preparation method thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016090574A1 (en) * 2014-12-10 2016-06-16 深圳市森日有机硅材料有限公司 Fully transparent liquid silicone rubber composition
CN112194995A (en) * 2020-09-15 2021-01-08 苏州桐力光电股份有限公司 Low-dielectric-constant OCA optical material and preparation method thereof
CN112280527A (en) * 2020-10-23 2021-01-29 东莞市派乐玛新材料技术开发有限公司 Liquid organic silicon optical adhesive and preparation method and application thereof
CN112646543A (en) * 2020-12-22 2021-04-13 深圳斯多福新材料科技有限公司 Organic silicon liquid optical cement and preparation method thereof
CN115074081A (en) * 2022-08-02 2022-09-20 苏州桐力光电股份有限公司 Organic silicon optical adhesive, adhesive tape and preparation method thereof

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