CN116083046B - Optical packaging adhesive and preparation method thereof - Google Patents
Optical packaging adhesive and preparation method thereof Download PDFInfo
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- CN116083046B CN116083046B CN202211584784.8A CN202211584784A CN116083046B CN 116083046 B CN116083046 B CN 116083046B CN 202211584784 A CN202211584784 A CN 202211584784A CN 116083046 B CN116083046 B CN 116083046B
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- 239000000853 adhesive Substances 0.000 title claims abstract description 51
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 51
- 238000004806 packaging method and process Methods 0.000 title claims abstract description 51
- 230000003287 optical effect Effects 0.000 title claims abstract description 39
- 238000002360 preparation method Methods 0.000 title abstract description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 87
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 85
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 54
- 239000001257 hydrogen Substances 0.000 claims abstract description 54
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 54
- 229920002545 silicone oil Polymers 0.000 claims abstract description 51
- 229920002050 silicone resin Polymers 0.000 claims abstract description 47
- 239000004970 Chain extender Substances 0.000 claims abstract description 38
- 239000003054 catalyst Substances 0.000 claims abstract description 15
- QYLFHLNFIHBCPR-UHFFFAOYSA-N 1-ethynylcyclohexan-1-ol Chemical compound C#CC1(O)CCCCC1 QYLFHLNFIHBCPR-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims description 30
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 19
- 238000010992 reflux Methods 0.000 claims description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- 239000012948 isocyanate Substances 0.000 claims description 12
- 150000002513 isocyanates Chemical class 0.000 claims description 12
- 229920001296 polysiloxane Polymers 0.000 claims description 12
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 8
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 238000004821 distillation Methods 0.000 claims description 6
- -1 hydroxy acrylic ester Chemical class 0.000 claims description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 125000005442 diisocyanate group Chemical group 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- LTOVZUHVYHATET-UHFFFAOYSA-N 1,2-diisocyanatoethylcyclohexane Chemical compound O=C=NCC(N=C=O)C1CCCCC1 LTOVZUHVYHATET-UHFFFAOYSA-N 0.000 claims description 4
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 claims description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 4
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 229910000077 silane Inorganic materials 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 3
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 3
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 claims description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 3
- DRUOQOFQRYFQGB-UHFFFAOYSA-N ethoxy(dimethyl)silicon Chemical compound CCO[Si](C)C DRUOQOFQRYFQGB-UHFFFAOYSA-N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 3
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- JGCWKVKYRNXTMD-UHFFFAOYSA-N bicyclo[2.2.1]heptane;isocyanic acid Chemical compound N=C=O.N=C=O.C1CC2CCC1C2 JGCWKVKYRNXTMD-UHFFFAOYSA-N 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- DMTRWFMFBIMXBX-UHFFFAOYSA-L lead(2+);6-methylheptanoate Chemical compound [Pb+2].CC(C)CCCCC([O-])=O.CC(C)CCCCC([O-])=O DMTRWFMFBIMXBX-UHFFFAOYSA-L 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- QABCGOSYZHCPGN-UHFFFAOYSA-N chloro(dimethyl)silicon Chemical compound C[Si](C)Cl QABCGOSYZHCPGN-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 9
- 230000000694 effects Effects 0.000 abstract description 5
- 239000004944 Liquid Silicone Rubber Substances 0.000 abstract description 4
- 238000007259 addition reaction Methods 0.000 abstract description 4
- 229920002379 silicone rubber Polymers 0.000 abstract description 4
- 102000008186 Collagen Human genes 0.000 abstract 1
- 108010035532 Collagen Proteins 0.000 abstract 1
- 229920001436 collagen Polymers 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 238000005538 encapsulation Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 239000012763 reinforcing filler Substances 0.000 description 5
- 238000002834 transmittance Methods 0.000 description 5
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 238000004440 column chromatography Methods 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 239000003292 glue Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 4
- 235000017557 sodium bicarbonate Nutrition 0.000 description 4
- 230000032683 aging Effects 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- YGHUUVGIRWMJGE-UHFFFAOYSA-N chlorodimethylsilane Chemical compound C[SiH](C)Cl YGHUUVGIRWMJGE-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000001924 cycloalkanes Chemical class 0.000 description 2
- 239000008393 encapsulating agent Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000002787 reinforcement Effects 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000002313 adhesive film Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical compound C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- OFLMWACNYIOTNX-UHFFFAOYSA-N methyl(methylsilyloxy)silane Chemical compound C[SiH2]O[SiH2]C OFLMWACNYIOTNX-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- 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
- C09J11/08—Macromolecular additives
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The application relates to the technical field of adhesives, in particular to an optical packaging adhesive and a preparation method thereof. The optical packaging adhesive provided by the application comprises a component A and a component B, wherein the component A comprises the following raw materials in parts by mass: 20-100 parts of vinyl silicone oil, 0-80 parts of vinyl silicone resin and 0.1-10 parts of Kadset catalyst; the component B comprises the following raw materials in parts by mass: 10-80 parts of vinyl silicone oil, 0-50 parts of vinyl silicone resin, 5-30 parts of hydrogen-containing silicone oil, 0-20 parts of hydrogen-containing silicone resin, 1-10 parts of organosilicon chain extender and 0.01-1 part of 1-ethynyl cyclohexanol; the organosilicon chain extender is respectively subjected to addition reaction with vinyl silicone oil, vinyl silicone resin, hydrogen-containing silicone oil and hydrogen-containing silicone resin. The optical packaging collagen composition provided by the application can realize higher mechanical strength of the low-viscosity liquid silicone rubber after being cured, effectively solves the problem of poor mechanical property of the low-viscosity liquid silicone rubber, and can effectively improve the packaging effect when applied to a photovoltaic cell panel.
Description
Technical Field
The application relates to the technical field of adhesives, in particular to an optical packaging adhesive and a preparation method thereof.
Background
The organic silicon packaging adhesive has excellent performances of high temperature resistance, aging resistance, high refractive index and the like, is widely applied in various fields, and particularly plays an important role in fields with higher requirements on light transmittance, aging resistance, curing shrinkage and the like of the packaging adhesive, such as electronics, photovoltaics, display and the like.
In order to ensure better adhesion and protection of the encapsulation glue, it is generally required that the strength of the encapsulation glue is high, while the viscosity of the encapsulation glue is not too high in order to achieve mixing, flow and filling of the glue during encapsulation. The molecular chain polarity of organosilicon is weaker, so intensity is lower, add the reinforcement filler in order to promote mechanical strength in the current scheme generally, however can make the viscosity of organosilicon packaging adhesive increase fast after adding the reinforcement filler, appear flowing the difficult phenomenon, and then influence encapsulation effect. Based on the above analysis, it is necessary to provide a packaging adhesive which does not require the addition of reinforcing fillers and has a high mechanical strength.
Disclosure of Invention
The embodiment of the application provides an optical packaging adhesive, which aims to solve the problem that the adhesive strength of the packaging adhesive is increased due to the addition of reinforcing filler in the related technology.
In a first aspect, the application provides an optical packaging adhesive, which comprises an A component and a B component, wherein the A component comprises the following raw materials in parts by mass: 20-100 parts of vinyl silicone oil, 0-80 parts of vinyl silicone resin and 0.1-10 parts of Kadset catalyst; the component B comprises the following raw materials in parts by mass: 10-80 parts of vinyl silicone oil, 0-50 parts of vinyl silicone resin, 5-30 parts of hydrogen-containing silicone oil, 0-20 parts of hydrogen-containing silicone resin, 1-10 parts of organosilicon chain extender and 0.01-1 part of 1-ethynyl cyclohexanol; the organosilicon chain extender is respectively subjected to addition reaction with vinyl silicone oil, vinyl silicone resin, hydrogen-containing silicone oil and hydrogen-containing silicone resin.
In some embodiments, the silicone chain extender has the structural formula:
Wherein: r 1、R2 is alkyl or phenyl; r 3 is a linear alkane or cycloalkane; r 4 is hydrogen or methyl; r 5 is ethyl or propyl; n has a value of 20-100. The main chain structure of the organosilicon chain extender contains carbamate and acrylate groups, and the two groups have excellent bonding effect on a strong polar substrate and an inorganic substrate.
In some embodiments, the silicone chain extender is derived from the reaction of a hydroxyl-containing siloxane, a diisocyanate, a hydroxyacrylate, and a hydrosilane.
In some embodiments, the silicone chain extender is prepared by the following process:
Mixing 10-300 parts of siloxane containing hydroxyl, 20-700 parts of diisocyanate, 10-300 parts of hydroxy acrylic ester, 10-1000 parts of organic solvent and 0.01-5 parts of catalyst, heating and refluxing at 50-120 ℃ for reaction, and performing reduced pressure distillation, separation and purification after the reaction is finished to obtain isocyanate prepolymer;
According to the mass parts, 10-500 parts of isocyanate prepolymer, 10-500 parts of hydrogen-containing silane, 10-100 parts of hydrochloric acid and 10-100 parts of water are mixed, heated and refluxed at 30-100 ℃ for reaction, and after the reaction is finished, the organosilicon chain extender is obtained after standing, washing and drying.
In some embodiments, the hydroxyl-containing siloxane is an alpha, omega-dihydroxypolysiloxane having a degree of polymerization of 20 to 100.
In some embodiments, the diisocyanate is any one of hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, isophorone diisocyanate, 1, 4-cyclohexyldimethylene diisocyanate, norbornane diisocyanate.
In some embodiments, the hydroxy acrylate is any one of hydroxy ethyl acrylate, hydroxy ethyl methacrylate, hydroxy propyl acrylate, hydroxy propyl methacrylate.
In some embodiments, the organic solvent is a mixture of one or more of acetone, xylene, N-dimethylformamide, ethyl acetate, butyl acetate.
In some embodiments, the catalyst is any one of dibutyltin dilaurate, stannous octoate, lead iso-octoate, tetrabutyl titanate.
In some embodiments, the hydrogen-containing silane is any one of dimethylmonochlorosilane, dimethylethoxysilane, 1, 3-tetramethyldisiloxane.
In some embodiments, the silicone chain extender has a viscosity of 50 to 1000cps, a vinyl content of the main chain end of 0.1wt% to 1wt%, and a hydrogen content of the main chain end of 0.01wt% to 0.2wt%.
In some embodiments, the vinyl silicone oil has a viscosity of 100 to 1000cps and a vinyl content of 0.01wt% to 2wt%.
In some embodiments, the vinyl silicone resin has a vinyl content of 0.1wt% to 3wt%.
In some embodiments, the hydrogen-containing silicone oil has a viscosity of 5 to 500cps and a hydrogen content of 0.01wt% to 2wt%.
In some embodiments, the hydrogen-containing silicone resin has a viscosity of 100-1000cps and a hydrogen content of 0.1wt% to 2wt%.
In some embodiments, the mixing mass ratio of the A component and the B component is 1:1 to 10:1.
In a second aspect, the present application also provides a method for preparing the optical packaging adhesive, which includes the following steps:
preparing a component A: uniformly mixing vinyl silicone oil, vinyl silicone resin and a Kanster catalyst to obtain a component A;
and (3) preparing a component B: uniformly mixing vinyl silicone oil, vinyl silicone resin, hydrogen-containing silicone oil, hydrogen-containing silicone resin, an organosilicon chain extender and 1-ethynyl cyclohexanol to obtain a component B;
Mixing: and uniformly mixing the component A and the component B, and curing to obtain the optical packaging adhesive.
The optical packaging adhesive provided by the application utilizes the organic silicon chain extender to replace the reinforcing filler, the organic silicon chain extender is of a linear structure, active hydrogen groups and vinyl groups are respectively arranged at two ends of a main chain, the two groups can respectively carry out addition reaction with vinyl silicone oil, vinyl silicone resin, hydrogen-containing silicone oil and hydrogen-containing silicone resin, vinyl silicone oil with shorter molecular chains and hydrogen-containing silicone oil are connected, and silicone oil and silicone resin can be orderly crosslinked, so that the reinforcing effect of the silicone resin is better exerted, the high mechanical strength of the cured low-viscosity liquid silicone rubber is finally realized, and the problem that the mechanical property of the low-viscosity liquid silicone rubber is poor is effectively solved.
Compared with the prior art, the application has the following beneficial effects: the optical packaging adhesive provided by the application has the advantages that the reinforcing filler is not additionally added in the raw material composition of the optical packaging adhesive, the packaging adhesive has lower viscosity and good fluidity before solidification, after standing or heating treatment at room temperature for a long time, the organic silicon chain extender can connect all components in the packaging adhesive, the mechanical strength of the packaging adhesive is improved, the viscosity of the packaging adhesive is not changed, and the packaging effect can be effectively improved when the optical packaging adhesive is applied to a photovoltaic cell panel; compared with the traditional EVA adhesive film, the optical packaging adhesive provided by the application has more excellent light transmittance, ageing resistance and yellowing resistance.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present application, the drawings required for the description of the embodiments will be briefly described below, and it is apparent that the drawings in the following description are only some embodiments of the present application, and other drawings may be obtained according to these drawings without inventive effort for a person skilled in the art.
Fig. 1 is a schematic flow chart of a preparation method of an optical packaging adhesive according to an embodiment of the present application.
Detailed Description
For the purpose of making the objects, technical solutions and advantages of the embodiments of the present application more apparent, the technical solutions of the embodiments of the present application will be clearly and completely described below with reference to the accompanying drawings in the embodiments of the present application, and it is apparent that the described embodiments are some embodiments of the present application, but not all embodiments of the present application. All other embodiments, which can be made by those skilled in the art based on the embodiments of the application without making any inventive effort, are intended to be within the scope of the application.
The embodiment of the application provides an optical packaging adhesive, which can solve the problem of increased packaging adhesive caused by adding reinforcing filler in the related technology.
The optical packaging adhesive provided by the embodiment of the application comprises a component A and a component B, wherein the component A comprises the following raw materials in parts by mass: 20-100 parts of vinyl silicone oil, 0-80 parts of vinyl silicone resin and 0.1-10 parts of Kadset catalyst; the component B comprises the following raw materials in parts by mass: 10-80 parts of vinyl silicone oil, 0-50 parts of vinyl silicone resin, 5-30 parts of hydrogen-containing silicone oil, 0-20 parts of hydrogen-containing silicone resin, 1-10 parts of organosilicon chain extender and 0.01-1 part of 1-ethynyl cyclohexanol.
The structural formula of the organosilicon chain extender is as follows:
Wherein: r 1、R2 is alkyl or phenyl; r 3 is a linear alkane or cycloalkane; r 4 is hydrogen or methyl; r 5 is ethyl or propyl; n has a value of 20-100. The two ends of the main chain of the organosilicon chain extender are active hydrogen groups and vinyl groups, and can respectively perform addition reaction with vinyl silicone oil, vinyl silicone resin, hydrogen-containing silicone oil and hydrogen-containing silicone resin.
Referring to fig. 1, the embodiment of the application further provides a preparation process of the optical packaging adhesive, which comprises the following steps:
Step S101, preparing a component A: uniformly mixing 20-100 parts by mass of vinyl silicone oil, 0-80 parts by mass of vinyl silicone resin and 0.1-10 parts by mass of Kanst catalyst to obtain a component A;
Step S102, preparing a component B: uniformly mixing 10-80 parts by mass of vinyl silicone oil, 0-50 parts by mass of vinyl silicone resin, 5-30 parts by mass of hydrogen-containing silicone oil, 0-20 parts by mass of hydrogen-containing silicone resin, 1-10 parts by mass of organosilicon chain extender and 0.01-1 part by mass of 1-ethynyl cyclohexanol to obtain a component B;
step S103, mixing: and uniformly mixing the component A and the component B, and curing to obtain the optical packaging adhesive.
The optical packaging adhesive and the preparation method thereof provided by the application are described in detail below with reference to examples and comparative examples.
Example 1
Embodiment 1 provides a method for preparing an optical packaging adhesive, which comprises the following steps:
step S101, preparing a component A: 20 parts of vinyl silicone oil with the viscosity of 500cps and the vinyl content of 2wt%, 50 parts of vinyl silicone oil with the viscosity of 1000cps and the vinyl content of 0.8wt%, 30 parts of vinyl silicone resin with the vinyl content of 1.2wt% and 0.5 part of Kanst catalyst are placed in a mixer to be uniformly mixed to form a component A;
step S102, preparing a component B: 60 parts of vinyl silicone oil with the viscosity of 1000cps and the vinyl content of 1.3wt%, 20 parts of vinyl silicone resin with the vinyl content of 1.4wt%, 10 parts of hydrogen-containing silicone oil with the hydrogen content of 0.1wt%, 5 parts of hydrogen-containing silicone resin with the hydrogen content of 0.9wt%, 5 parts of organosilicon chain extender and 0.02 part of 1-ethynyl cyclohexanol are placed in a mixer to be uniformly mixed to be used as a component B;
Step S103, mixing: and uniformly mixing the component A and the component B according to the mass ratio of 2:1, coating or encapsulating the mixture on a required position, and curing at room temperature or high temperature to obtain the optical packaging adhesive.
The silicone chain extender used in example 1 was prepared as follows:
10g of alpha, omega-dihydroxy polymethylsiloxane with the polymerization degree of 20, 50g of hexamethylene diisocyanate, 20g of hydroxyethyl acrylate, 100g of acetone and 0.01g of lead isooctanoate are respectively added into a four-neck flask which is provided with a stirrer, a reflux condenser, a thermometer and a dropping funnel and is filled with nitrogen, reflux reaction is carried out for 5 hours at 80 ℃, then 30g of hexamethylene diisocyanate is added dropwise again, the reaction is continued for 5 hours, after the reaction is finished, acetone is removed by reduced pressure distillation, and byproducts are removed by adopting a column chromatography method, so that isocyanate prepolymer is obtained; adding 10g of distilled water, 10g of concentrated hydrochloric acid, 50g of dimethyl monochlorosilane and 10g of isocyanate prepolymer into a flask, carrying out reflux reaction for 5 hours at 60 ℃, standing for layering after the reaction is finished, removing the lower acid-containing aqueous solution, washing for 5 times by using sodium bicarbonate aqueous solution, and finally drying by using anhydrous calcium chloride to obtain the organosilicon chain extender with the viscosity of 58 mPa.s.
Comparative example 1
Comparative example 1 differs from example 1 only in that no silicone chain extender was added during the preparation; the rest of the procedure is substantially the same as in example 1.
Example 2
Embodiment 2 provides a method for preparing an optical packaging adhesive, which comprises the following steps:
Step S101, preparing a component A: placing 40 parts of vinyl silicone oil with the viscosity of 100cps and the vinyl content of 1.4wt%, 30 parts of vinyl silicone oil with the viscosity of 1000cps and the vinyl content of 0.75wt%, 30 parts of vinyl silicone resin with the vinyl content of 1.4wt% and 0.5 part of Kanst catalyst into a mixer for uniform mixing to obtain a component A;
Step S102, preparing a component B: according to the mass parts, 50 parts of vinyl silicone oil with the viscosity of 750cps and the vinyl content of 1wt%, 30 parts of vinyl silicone resin with the vinyl content of 1.5wt%, 12 parts of hydrogen-containing silicone oil with the hydrogen content of 0.2wt%, 2 parts of hydrogen-containing silicone resin with the hydrogen content of 1.5wt%, 6 parts of organosilicon chain extender and 0.05 part of 1-ethynyl cyclohexanol are placed in a mixer and uniformly mixed to be used as a component B;
step S103, mixing: uniformly mixing the component A and the component B according to the mass ratio of 5:1, and coating or encapsulating the mixture on a required position, and curing at room temperature or high temperature.
The silicone chain extender used in example 2 was prepared as follows:
150g of alpha, omega-dihydroxy polymethylphenylsiloxane with the polymerization degree of 50, 500g of trimethyl hexamethylene diisocyanate, 20g of hydroxyethyl methacrylate, 1000g of dimethylbenzene and 0.8g of dibutyl tin dilaurate are respectively added into a four-neck flask which is provided with a stirrer, a reflux condenser, a thermometer and a dropping funnel and is filled with nitrogen, reflux reaction is carried out for 10 hours at 60 ℃, then 120g of trimethyl hexamethylene diisocyanate is added again, the reaction is continued for 4 hours, after the reaction is finished, the dimethylbenzene is removed by reduced pressure distillation, and byproducts are removed by adopting a column chromatography method, so that isocyanate prepolymer is obtained; 100g of distilled water, 75g of concentrated hydrochloric acid, 400g of dimethyl ethoxysilane and 300g of isocyanate prepolymer are added into a flask, reflux reaction is carried out for 15h at 60 ℃, after the reaction is finished, standing and layering are carried out, the lower layer acid-containing aqueous solution is removed, the solution is washed for 5 times by using sodium bicarbonate aqueous solution, and finally, the solution is dried by using anhydrous calcium chloride, so that the organosilicon chain extender with the viscosity of 94 mPas can be obtained.
Example 3
Embodiment 3 provides a method for preparing an optical packaging adhesive, which comprises the following steps:
Step S101, preparing a component A: according to the mass parts, placing 30 parts of vinyl silicone oil with the viscosity of 1000cps and the vinyl content of 1wt%, 30 parts of vinyl silicone oil with the viscosity of 100cps and the vinyl content of 1.75wt%, 40 parts of vinyl silicone resin with the vinyl content of 1.2wt% and 1 part of Kanst catalyst into a mixer, and uniformly mixing to obtain a component A;
Step S102, preparing a component B: according to the mass parts, 40 parts of vinyl silicone oil with the viscosity of 100cps and the vinyl content of 2wt%, 40 parts of vinyl silicone resin with the vinyl content of 1.7wt%, 10 parts of hydrogen-containing silicone oil with the hydrogen content of 0.8wt%, 3 parts of hydrogen-containing silicone resin with the hydrogen content of 2wt%, 7 parts of organosilicon chain extender and 0.1 part of 1-ethynyl cyclohexanol are placed in a mixer, and uniformly mixed to be used as a component B;
Step S103, mixing: and uniformly mixing the component A and the component B according to the mass ratio of 3:1, coating or encapsulating the mixture on a required position, and curing the mixture at room temperature or high temperature to obtain the optical packaging adhesive.
The silicone chain extender used in example 3 was prepared as follows:
300g of alpha, omega-dihydroxyl polyphenylethyl siloxane with the polymerization degree of 100, 500g of isophorone diisocyanate, 30g of hydroxypropyl acrylate, 1000g of N, N-dimethylformamide and 5g of tetrabutyl titanate are respectively added into a four-neck flask which is provided with a stirrer, a reflux condenser, a thermometer and a dropping funnel and is filled with nitrogen, reflux reaction is carried out for 10 hours at 50 ℃, 180g of isophorone diisocyanate is added again, the reaction is continued for 5 hours, then N, N-dimethylformamide is removed by reduced pressure distillation, and by-products are removed by adopting a column chromatography method, so that isocyanate prepolymer is obtained; 100g of distilled water, 100g of concentrated hydrochloric acid, 500g of 1, 3-dimethyl disiloxane and 300g of isocyanate prepolymer are added into a flask, reflux reaction is carried out for 20h at 50 ℃, after the reaction is finished, standing and layering are carried out, the lower layer acid-containing aqueous solution is removed, the solution is washed for 10 times by using sodium bicarbonate aqueous solution, and finally, the solution is dried by using anhydrous calcium chloride, thus obtaining the organosilicon chain extender with the viscosity of 180 mPa.s.
Example 4
Embodiment 4 provides a method for preparing an optical packaging adhesive, which comprises the following steps:
step S101, preparing a component A: 100 parts of vinyl silicone oil with the viscosity of 900cps and the vinyl content of 0.85wt%, 20 parts of vinyl silicone resin with the vinyl content of 0.85wt% and 0.5 part of Karster catalyst are placed in a mixer to be uniformly mixed to form a component A;
Step S102, preparing a component B: according to the mass parts, placing 30 parts of vinyl silicone oil with the viscosity of 1000cps and the vinyl content of 1wt%, 30 parts of vinyl silicone resin with the vinyl content of 1.5wt%, 20 parts of hydrogen-containing silicone oil with the hydrogen content of 0.2wt%, 10 parts of hydrogen-containing silicone resin with the hydrogen content of 1wt%, 10 parts of organosilicon chain extender and 0.05 part of 1-ethynyl cyclohexanol into a mixer, and uniformly mixing to obtain a component B;
step S103, mixing: and uniformly mixing the component A and the component B according to the mass ratio of 10:1, coating or encapsulating the mixture on a required position, and curing the mixture at room temperature or high temperature to obtain the optical packaging adhesive.
The silicone chain extender used in example 4 was prepared as follows:
50g of alpha, omega-dihydroxyl polyphenyl siloxane with the polymerization degree of 60, 400g of 1, 4-cyclohexyl dimethylene diisocyanate, 300g of hydroxypropyl methacrylate, 800g of acetone, 200g of dimethylbenzene and 3g of stannous octoate are respectively added into a four-neck flask which is provided with a stirrer, a reflux condenser, a thermometer and a dropping funnel and is filled with nitrogen, reflux reaction is carried out for 1h at the temperature of 100 ℃, 140g of 1, 4-cyclohexyl dimethylene diisocyanate is added dropwise again, the reaction is continued for 5h, acetone and dimethylbenzene are removed by reduced pressure distillation, and byproducts are removed by adopting a column chromatography method, so that isocyanate prepolymer is obtained; adding 80g of distilled water, 75g of concentrated hydrochloric acid, 350g of dimethyl silane and 360g of isocyanate prepolymer into a flask, carrying out reflux reaction for 2h at 90 ℃, standing for layering after the reaction is finished, removing the lower layer acid-containing aqueous solution, washing for 5 times by using sodium bicarbonate aqueous solution, and finally drying by using anhydrous calcium chloride to obtain the organosilicon chain extender with the viscosity of 60 mPa.s.
The optical encapsulants prepared in examples 1 to 4 and comparative example 1 were subjected to performance test, and the results are shown in table 1.
The performance test standards are respectively as follows:
Viscosity test standard: GB/T22235-2008 rotational viscometer method;
tensile strength and elongation at break test criteria: GB/T528-2009;
Shear strength test criteria: GB/T7124-2008;
Peel strength test standard: GB/T2790-1995;
Light transmittance test standard: GB/T2410-2008 spectrophotometry.
Table 1: results of Performance test of the optical Package gums prepared in examples 1-4 and comparative example 1
As can be seen from Table 1, the viscosities of the A and B components, the viscosities after mixing, and the light transmittance of 0.5mm in examples 1 to 4 were not significantly different from that in comparative example 1, indicating that the silicone chain extender had no significant effect on the viscosity and light transmittance of the encapsulant. From the comparison of tensile strength, elongation at break, glass-glass shear strength and glass-TPT film glass strength, it can be seen that the properties of the encapsulation compound of examples 1-4 are significantly higher than those of comparative example 1, and thus, the added organosilicon chain extender can significantly increase the mechanical properties of the encapsulation compound. In summary, the raw material combination of the application can keep the viscosity of the packaging adhesive low, and can improve the mechanical properties of the packaging adhesive. In the description of the present specification, reference to the terms "one embodiment/manner," "some embodiments/manner," "example," "a particular example," or "some examples," etc., means that a particular feature, structure, material, or characteristic described in connection with the embodiment/manner or example is included in at least one embodiment/manner or example of the application. In this specification, the schematic representations of the above terms are not necessarily for the same embodiment/manner or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments/modes or examples. Furthermore, the various embodiments/modes or examples described in this specification and the features of the various embodiments/modes or examples can be combined and combined by persons skilled in the art without contradiction.
It should be noted that, in the present application, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising one … …" does not exclude the presence of other like elements in a process, method, article, or apparatus that comprises the element. In the present application, the meaning of "plurality" means at least two, for example, two, three, etc., unless specifically specified otherwise.
The foregoing is only a specific embodiment of the application to enable those skilled in the art to understand or practice the application. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the application. Thus, the present application is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (8)
1. The optical packaging adhesive is characterized by comprising an A component and a B component, wherein the A component comprises the following raw materials in parts by mass: 20-100 parts of vinyl silicone oil, 0-80 parts of vinyl silicone resin and 0.1-10 parts of Kadset catalyst;
The component B comprises the following raw materials in parts by mass: 10-80 parts of vinyl silicone oil, 0-50 parts of vinyl silicone resin, 5-30 parts of hydrogen-containing silicone oil, 0-20 parts of hydrogen-containing silicone resin, 1-10 parts of organosilicon chain extender and 0.01-1 part of 1-ethynyl cyclohexanol;
the organosilicon chain extender is prepared by the following steps:
Mixing 10-300 parts of siloxane containing hydroxyl, 20-700 parts of diisocyanate, 10-300 parts of hydroxy acrylic ester, 10-1000 parts of organic solvent and 0.01-5 parts of catalyst, heating and refluxing at 50-120 ℃ for reaction, and performing reduced pressure distillation, separation and purification after the reaction is finished to obtain isocyanate prepolymer;
mixing 10-500 parts by mass of isocyanate prepolymer, 10-500 parts by mass of hydrogen-containing silane, 10-100 parts by mass of hydrochloric acid and 10-100 parts by mass of water, heating and refluxing for reaction at 30-100 ℃, and standing, washing and drying after the reaction is finished to obtain the organosilicon chain extender;
The siloxane containing hydroxyl is alpha, omega-dihydroxyl polysiloxane with the polymerization degree of 20-100;
the diisocyanate is any one of hexamethylene diisocyanate, trimethyl hexamethylene diisocyanate, isophorone diisocyanate, 1, 4-cyclohexyl dimethylene diisocyanate and norbornane diisocyanate;
The hydroxy acrylic ester is any one of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate and hydroxypropyl methacrylate;
the organic solvent is one or more of acetone, dimethylbenzene, N-dimethylformamide, ethyl acetate and butyl acetate;
The catalyst is any one of dibutyl tin dilaurate, stannous octoate, lead isooctanoate and tetrabutyl titanate;
the hydrogen-containing silane is any one of dimethyl-chlorosilane, dimethyl ethoxysilane and 1, 3-tetramethyl disiloxane.
2. The optical packaging adhesive according to claim 1, wherein the viscosity of the silicone chain extender is 50-1000cps, the vinyl content of the main chain end is 0.1-1wt%, and the hydrogen group content of the main chain end is 0.01-0.2wt%.
3. The optical packaging adhesive according to claim 1, wherein the viscosity of the vinyl silicone oil is 100-1000cps and the vinyl content is 0.01wt% to 2wt%.
4. The optical packaging adhesive according to claim 1, wherein the vinyl silicone resin has a vinyl content of 0.1wt% to 3wt%.
5. The optical packaging adhesive according to claim 1, wherein the hydrogen content of the hydrogen-containing silicone oil is 0.01-2 wt%.
6. The optical packaging adhesive according to claim 5, wherein the hydrogen content of the hydrogen-containing silicone resin is 0.1-2 wt%.
7. The optical packaging adhesive according to claim 1, wherein the mixing mass ratio of the A component to the B component is 1:1-10:1.
8. The method for preparing the optical packaging adhesive according to any one of claims 1 to 7, comprising the following steps:
preparing a component A: uniformly mixing vinyl silicone oil, vinyl silicone resin and a Kanster catalyst to obtain a component A;
and (3) preparing a component B: uniformly mixing vinyl silicone oil, vinyl silicone resin, hydrogen-containing silicone oil, hydrogen-containing silicone resin, an organosilicon chain extender and 1-ethynyl cyclohexanol to obtain a component B;
Mixing: and uniformly mixing the component A and the component B, and curing to obtain the optical packaging adhesive.
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| CN104448839A (en) * | 2014-12-31 | 2015-03-25 | 广州市白云化工实业有限公司 | Addition type liquid silicone rubber and manufacturing method thereof |
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| CN111154452A (en) * | 2020-01-17 | 2020-05-15 | 江西赛欧特科新材料有限公司 | Optical cement |
| CN114106333A (en) * | 2021-08-27 | 2022-03-01 | 江南大学 | Polyurethane acrylate hybrid multi-arm star-shaped silicone resin, and preparation method and application thereof |
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| CN104448839A (en) * | 2014-12-31 | 2015-03-25 | 广州市白云化工实业有限公司 | Addition type liquid silicone rubber and manufacturing method thereof |
| CN104845443A (en) * | 2015-06-03 | 2015-08-19 | 林振坤 | Punching-resistant high-temperature-resistant UV metal ink and preparation method thereof |
| CN104927015A (en) * | 2015-06-05 | 2015-09-23 | 武汉理工大学 | Organosilicone modified aliphatic polyurethane biomaterial and preparation method thereof |
| CN111154452A (en) * | 2020-01-17 | 2020-05-15 | 江西赛欧特科新材料有限公司 | Optical cement |
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