CN114716964A - UV curing glue for bonding solar backboard material and preparation method thereof - Google Patents
UV curing glue for bonding solar backboard material and preparation method thereof Download PDFInfo
- Publication number
- CN114716964A CN114716964A CN202111658346.7A CN202111658346A CN114716964A CN 114716964 A CN114716964 A CN 114716964A CN 202111658346 A CN202111658346 A CN 202111658346A CN 114716964 A CN114716964 A CN 114716964A
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- CN
- China
- Prior art keywords
- compound
- bonding
- parts
- glue
- acrylate
- 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.)
- Granted
Links
- 239000003292 glue Substances 0.000 title claims abstract description 38
- 239000000463 material Substances 0.000 title claims abstract description 35
- 238000003848 UV Light-Curing Methods 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 239000011347 resin Substances 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims abstract description 17
- 239000002994 raw material Substances 0.000 claims abstract description 15
- 238000001723 curing Methods 0.000 claims abstract description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 42
- -1 methyl hydroxyethyl Chemical group 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 21
- 239000011203 carbon fibre reinforced carbon Chemical group 0.000 claims description 16
- 239000012948 isocyanate Substances 0.000 claims description 11
- 150000002513 isocyanates Chemical class 0.000 claims description 11
- 229940126062 Compound A Drugs 0.000 claims description 10
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 238000003756 stirring Methods 0.000 claims description 9
- 239000012752 auxiliary agent Substances 0.000 claims description 8
- 239000000853 adhesive Substances 0.000 claims description 7
- 230000001070 adhesive effect Effects 0.000 claims description 7
- 238000000016 photochemical curing Methods 0.000 claims description 7
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 5
- 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 5
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 4
- 238000005303 weighing Methods 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 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 2
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 2
- 239000002033 PVDF binder Substances 0.000 abstract description 5
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 229920002981 polyvinylidene fluoride Polymers 0.000 abstract description 5
- 239000002904 solvent Substances 0.000 abstract description 4
- 229920005862 polyol Polymers 0.000 description 25
- 150000003077 polyols Chemical class 0.000 description 25
- 229920000515 polycarbonate Polymers 0.000 description 21
- 239000004417 polycarbonate Substances 0.000 description 21
- 229920001610 polycaprolactone Polymers 0.000 description 13
- 239000004632 polycaprolactone Substances 0.000 description 13
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 7
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 230000032683 aging Effects 0.000 description 5
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- DTGKSKDOIYIVQL-MRTMQBJTSA-N Isoborneol Natural products C1C[C@@]2(C)[C@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-MRTMQBJTSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 150000003254 radicals Chemical group 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- 229940043375 1,5-pentanediol Drugs 0.000 description 1
- STFXXRRQKFUYEU-UHFFFAOYSA-N 16-methylheptadecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C=C STFXXRRQKFUYEU-UHFFFAOYSA-N 0.000 description 1
- YRTNMMLRBJMGJJ-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol;hexanedioic acid Chemical compound OCC(C)(C)CO.OC(=O)CCCCC(O)=O YRTNMMLRBJMGJJ-UHFFFAOYSA-N 0.000 description 1
- FTALTLPZDVFJSS-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl prop-2-enoate Chemical compound CCOCCOCCOC(=O)C=C FTALTLPZDVFJSS-UHFFFAOYSA-N 0.000 description 1
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 1
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- YMCOIFVFCYKISC-UHFFFAOYSA-N ethoxy-[2-(2,4,6-trimethylbenzoyl)phenyl]phosphinic acid Chemical compound CCOP(O)(=O)c1ccccc1C(=O)c1c(C)cc(C)cc1C YMCOIFVFCYKISC-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical class CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 1
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 239000012780 transparent material Substances 0.000 description 1
- 239000000080 wetting agent Substances 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
-
- 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
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to C08G18/44, in particular to UV curing glue for bonding solar back panel materials and a preparation method thereof. The raw material includes a photocurable resin. The invention adopts solvent-free glue to replace solvent-based glue, helps customers to realize environment-friendly production, realizes quick curing, improves the production efficiency, has good bonding force, and solves the problem of low surface energy bonding of PVDF.
Description
Technical Field
The invention relates to C08G18/44, in particular to UV curing glue for bonding solar back panel materials and a preparation method thereof.
Background
At present, the film-covered adhesion on the solar backboard mainly uses two-component solvent type glue, but has some difficulties in the actual operation process, such as: solvent disposal or recycling problems; the materials bonded by the two-component glue are required to be cured in a specific drying room, so that the problems of energy consumption, storage area and production efficiency are caused. In consideration of the problems of efficiency, energy consumption and environmental protection, the switching use of the single-component solvent-free glue is a research direction, the photocuring has the characteristics of flexible operation and environment-friendly process, and the development of the ultraviolet-curing glue meeting the requirement of back plate material bonding is the main purpose of the invention. .
Patent CN201610490145.3 discloses a solar back panel adhesive and a preparation method thereof, wherein the adhesive has the advantages of interaction of polyacrylate polyol, polycarbonate polyol, a coupling agent, a curing agent and the like, excellent high-temperature hydrolysis resistance and long service life.
Patent CN201611079378.0 discloses an adhesive composition for solar energy and a preparation method thereof, which has good environmental erosion resistance and excellent insulation property through the interaction between polyester modified acrylic resin, polyester resin and isocyanate curing agent.
However, the UV curing glue for bonding the solar back panel material prepared in the prior art has poor adhesion with the back panel due to low surface energy of PVDF, is poor in aging resistance, cannot be used for a long time, and increases the use cost.
Disclosure of Invention
In order to solve the technical problems, the invention provides, in a first aspect, a UV-curable glue for bonding a solar back sheet material, wherein the raw material comprises a light-curable resin.
Preferably, the light-cured resin comprises the following raw materials: 65-75 parts of isocyanate, 230 parts of a compound A180-containing material with the hydroxyl number being more than or equal to 2, 35-45 parts of a compound B containing at least one hydroxyl and/or carbon-carbon double bond and 35-2 parts of a compound C1-2 containing at least one hydroxyl and/or benzene ring.
Preferably, the isocyanate includes at least one of toluene 2,4 diisocyanate, isophorone diisocyanate, diphenylmethane diisocyanate, dicyclohexylmethane diisocyanate, and hexamethylene diisocyanate.
Further preferably, the isocyanate is isophorone diisocyanate.
Preferably, the average molecular weight of the compound A with the hydroxyl number being more than or equal to 2 is 1000-3000.
Preferably, the hydroxyl value of the compound A with the hydroxyl number more than or equal to 2 is 50-120KOHmg/g, and the acid value is less than or equal to 0.5 KOHmg/g.
Preferably, the compound A with the hydroxyl number being more than or equal to 2 comprises at least one of polytetrahydrofuran ether glycol, polyethylene glycol adipate, polybutylene adipate, neopentyl glycol adipate, polyhexamethylene glycol adipate, polyethylene glycol phthalate, polycaprolactone polyol and polycarbonate polyol.
Further preferably, the compound A with the hydroxyl number being more than or equal to 2 comprises polycaprolactone polyol and polycarbonate polyol. The mass ratio of the polycaprolactone polyol to the polycarbonate polyol is (3-5): (5-7).
Preferably, the polycaprolactone polyol is polycaprolactone diol.
Preferably, the polycaprolactone polyol has an average molecular weight of 1000-.
Preferably, the hydroxyl value of the polycaprolactone polyol is 100-120 KOHmg/g.
Preferably, the polycarbonate polyol is polycarbonate diol.
Preferably, the polycarbonate polyol has an average molecular weight of 2000.
Preferably, the polycarbonate polyol has a hydroxyl value of 50 to 65 KOHmg/g.
Preferably, the compound B containing at least one hydroxyl group and/or carbon-carbon double bond is a compound having one hydroxyl group and one carbon-carbon double bond,
further preferably, the compound B having at least one hydroxyl group and/or carbon-carbon double bond has at least one hydroxyl group and carbon-carbon double bond.
Preferably, the compound B having at least one hydroxyl group and a carbon-carbon double bond includes at least one of hydroxyethyl acrylate, hydroxypropyl acrylate, methyl hydroxyethyl acrylate, 1,4 cyclohexyl dimethanol acrylate, pentaerythritol triacrylate.
Further preferably, the compound B having at least one hydroxyl group and one carbon-carbon double bond contains one hydroxyl group and one carbon-carbon double bond.
Still more preferably, the compound B containing one hydroxyl group and one carbon-carbon double bond includes hydroxyethyl acrylate.
Preferably, the compound C containing at least one hydroxyl group and/or benzene ring includes a compound C containing two hydroxyl groups and one benzene ring.
Preferably, the compound C having two hydroxyl groups and one benzene ring comprises at least one of hydroquinone, catechol, resorcinol, and tert-butyl hydroquinone.
Preferably, the compound C having two hydroxyl groups and one benzene ring comprises hydroquinone.
Preferably, the preparation method of the light-cured resin comprises the following steps:
1) adding the compound A into a four-mouth bottle provided with a stirrer and a thermometer, heating to 110-130 ℃, dehydrating under negative pressure for 1.5-2.5h under the condition of 0.09-0.10MPa, removing the negative pressure, cooling to 50-70 ℃, adding isocyanate while stirring, slowly heating to 80-90 ℃, reacting for 2-4h, and cooling to 50-60 ℃ to obtain a prepolymer solution.
2) And (3) uniformly mixing and stirring the compound B, the compound C and a catalyst to obtain a mixture, then dropwise adding the mixture into a prepolymer solution in a stirring state, heating to 70-90 ℃ after dropwise adding is finished within 1.5-1.5h, tracking and detecting the mass content of-NCO, and stopping reaction when the mass content of free-NCO is lower than 0.1% to obtain the photocuring resin.
Preferably, the UV curing glue for bonding the solar back panel material further comprises the following raw materials: acrylate compounds, a photoinitiator and an auxiliary agent.
Preferably, the UV curing glue for bonding the solar back panel material comprises, by mass, 50-80 parts of a photo-curing resin, 20-50 parts of an acrylate compound, 3-6 parts of a photoinitiator and 0.5-2 parts of an auxiliary agent.
Preferably, the functionality of the acrylate compound is 1 to 3.
Preferably, the functionality of the acrylate compound is a monofunctional acrylate compound.
Preferably, the monofunctional acrylate compound includes at least one of ethoxyethoxyethyl acrylate, ethoxylated lauryl acrylate, isobornyl acrylate, isostearyl acrylate, benzyl acrylate, and cyclohexyl acrylate.
Further preferably, the monofunctional acrylate compound is isoborneol acrylate.
Preferably, the mass content of the acrylate compound is 23-35%.
Preferably, the photoinitiator is a free radical type photoinitiator.
Preferably, the radical photoinitiator includes 2-hydroxy-2-methyl-1-phenyl acetone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-2- (4-morpholinyl) -1- [4- (methylthio) phenyl ] -1-propanone, 2-dimethylamino-2-benzyl-1- [4- (4-morpholinyl) phenyl ] -1-butanone, 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl ] -1-propanone, 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide, ethyl 2,4, 6-trimethylbenzoylphenylphosphonate, at least one of methyl benzoylformate.
Further preferably, the photoinitiator comprises 1-hydroxycyclohexyl phenyl ketone and 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide. The mass ratio of the 1-hydroxycyclohexyl phenyl ketone to the 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide is (3-5): (3-5).
Preferably, the auxiliary agent comprises at least one of a leveling agent, a dispersing agent, a wetting agent, a defoaming agent and an adhesion promoter.
Preferably, the leveling agent comprises an acrylate copolymer.
Preferably, the curing conditions of the UV curing glue for bonding the solar back panel material are as follows: UV energy of 500-2UV light intensity of 150-2。
The invention provides a preparation method of UV curing glue for bonding solar backboard materials, which comprises the following steps: weighing the raw materials according to the mass, sequentially adding the raw materials, and uniformly stirring to obtain the product.
Has the advantages that:
1) according to the invention, the specific light-cured resin is prepared, and the specific types and contents of substances such as acrylate compounds, photoinitiators, auxiliaries and the like in the system are limited, so that the prepared UV-cured glue has the advantages of good aging resistance, high bonding strength, high curing speed and the like.
2) The surface tension of PVDF is low and difficult to bond, polycarbonate dihydric alcohol contains more oxygen atoms, the hydrogen bond effect between the polycarbonate dihydric alcohol and the PVDF surface is stronger, and the bonding strength is higher, but the elongation at break, the bending property and the like of the UV curing glue prepared by only adopting the polycarbonate dihydric alcohol are poorer. Meanwhile, the invention further limits the compounding of polycaprolactone dihydric alcohol with the average molecular weight of 1000-1100 and the hydroxyl value of 100-120KOHmg/g and polycarbonate dihydric alcohol with the average molecular weight of 2000 and the hydroxyl value of 50-65KOHmg/g, controls the number of active groups in a system, ensures that molecular chains are easier to crystallize, improves the heat resistance stability, prevents the aging, and improves the curing speed and the salt spray resistance.
3) According to the invention, by adopting the monofunctional acrylate compound isoborneol acrylate, the active group contained in the monofunctional acrylate compound isoborneol acrylate increases the cohesive energy among molecular chains of the photocuring resin, improves the shear viscosity of the system, enables the UV curing glue to have better coating performance, further increases the peeling strength and the thermal stability, and avoids interface damage caused by overlarge crosslinking degree, and the peeling strength and the aging resistance are reduced.
4) The problem that the existing non-transparent material generally faces slow curing by using a UV adhesive is solved, and the invention adopts 1-hydroxycyclohexyl phenyl ketone and 2,4, 6-trimethyl benzoyl-diphenyl phosphine oxide as photoinitiators, thereby improving the absorption amount of ultraviolet irradiation, obviously accelerating the curing speed and improving the production efficiency. In particular the mass ratio (3-5): and (3-5), excessive crosslinking density is avoided, and light transmittance and stability are prevented from being affected.
5) The UV curing glue for bonding the solar back panel material does not contain a solvent, is beneficial to realizing environment-friendly production, and is tested according to GB/T2790-1995C to obtain the stripping strength of the UV curing glue for bonding the solar back panel material, which is more than 6N; the strength after aging is more than 5N, and the adhesive has high humidity and high heat resistance, high bonding strength and excellent ultraviolet resistance.
Detailed Description
Examples
Example 1
The UV curing glue for bonding the solar backboard material comprises light curing resin.
The light-cured resin comprises the following raw materials: 69.32 parts of isocyanate, 200 parts of a compound A with the hydroxyl number being more than or equal to 2, 40.63 parts of a compound B with at least one hydroxyl and/or carbon-carbon double bond and 1.55 parts of a compound C with at least one hydroxyl and/or benzene ring by mass.
The isocyanate is isophorone diisocyanate. The isophorone diisocyanate is a mixture comprising 75% cis and 25% trans isomers. The model is as follows: kestochu (virgin bayer) Desmodur I.
The compound A with the hydroxyl number more than or equal to 2 comprises polycaprolactone polyol and polycarbonate polyol. The mass ratio of the polycaprolactone polyol to the polycarbonate polyol is 4: 6.
the polycaprolactone polyol is polycaprolactone dihydric alcohol, and has an average molecular weight of 1003.5. The hydroxyl value was 112. + -. 4KOHmg/g, and the acid value was 0.25 KOHmg/g. The viscosity at 60 ℃ was 150. + -. mPas. The model is as follows: BASF Capromer PD 1-10.
The polycarbonate polyol is polycarbonate dihydric alcohol, and has an average molecular weight of 2000. Hydroxyl value is 56 + -5 KOHmg/g, and acid value is less than or equal to 0.1 KOHmg/g. The polymerization monomers of the polycarbonate polyol include 1, 5-pentanediol and 1, 6-hexanediol. The model is as follows: the pH was 200.
The isocyanate and the compound A are both purchased from Guangzhou Hao Yi New Material science and technology GmbH.
The compound B at least containing one hydroxyl and/or carbon-carbon double bond at least contains one hydroxyl and carbon-carbon double bond. The compound B comprises hydroxyethyl acrylate.
The compound C containing at least one hydroxyl group and/or benzene ring comprises a compound C containing two hydroxyl groups and one benzene ring. The compound C comprises hydroquinone.
The preparation method of the light-cured resin comprises the following steps:
1) adding the compound A into a four-mouth bottle provided with a stirrer and a thermometer, heating to 120 ℃, dehydrating under negative pressure for 2h under the condition of 0.095MPa, removing the negative pressure, cooling to 60 ℃, adding isocyanate while stirring, slowly heating to 85 ℃, reacting for 3h, and cooling to 55 ℃ to obtain a prepolymer solution.
2) And (3) mixing and stirring the compound B, the compound C and 0.1 part of catalyst uniformly to obtain a mixture, then dropwise adding the mixture into the prepolymer solution in a stirring state, heating to 80 ℃ after dropwise adding is finished within 1h, tracking and detecting the mass content of-NCO, and stopping reaction when the mass content of free-NCO is lower than 0.1% to obtain the photocuring resin. The catalyst is dibutyltin dilaurate.
The UV curing glue for bonding the solar back panel material comprises, by mass, 70 parts of a photo-curing resin, 25 parts of an acrylate compound, 4 parts of a photoinitiator and 1 part of an auxiliary agent.
The functionality of the acrylate compound is a monofunctional acrylate compound. The monofunctional acrylate compound is isoborneol acrylate.
The photoinitiator comprises 1-hydroxycyclohexyl phenyl ketone and 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide. The mass ratio of the 1-hydroxycyclohexyl phenyl ketone to the 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide is 4: 4. the photoinitiator is purchased from Guangzhou electronic materials Co, model number: 184, TPO.
The auxiliary agent comprises a leveling agent. The leveling agent comprises acrylate copolymer. The leveling agent was purchased from Dongguan, Inc., model BYK 358N.
A preparation method of UV curing glue for bonding solar backboard materials comprises the following steps: weighing the raw materials according to the mass, sequentially adding the raw materials, and uniformly stirring to obtain the product.
Example 2
The specific implementation mode of the UV curing glue for bonding the solar backboard material is the same as that in example 1, and the difference is that the mass ratio of polycaprolactone polyol to polycarbonate polyol is 5: 7.
example 3
The specific implementation mode of the UV curing glue for bonding the solar back panel material is the same as that in example 1, and the difference is that the raw materials of the UV curing glue comprise 66 parts of light-cured resin, 28 parts of acrylate compound, 5 parts of photoinitiator and 1 part of auxiliary agent.
Comparative example 1
The specific implementation mode of the UV curing glue for bonding the solar back panel material is the same as that in example 1, except that the acrylate compound is trimethylolpropane triacrylate.
Comparative example 2
The specific implementation manner of the UV curing glue for bonding the solar back panel material is the same as that in example 1, except that the polycarbonate polyol is polycarbonate diol, and the average molecular weight of the polycarbonate polyol is 3000. Hydroxyl value of 37 +/-3 KOHmg/g and acid value of less than or equal to 0.1 KOHmg/g. The model is as follows: and the pH value is 300.
Performance testing
1. Base material: corona treated PET and PVDF films.
The coating method comprises the following steps: roller coating, wherein the thickness is 8 microns when the glue is dried;
the curing mode is as follows: UV energy 700mj/cm2(high pressure mercury lamp), UV intensity 180mw/cm2。
2. The test is carried out according to GB/T31034-:
TABLE 1
Table 2 results of performance testing
Table 3 results of performance testing
Claims (10)
1. The UV curing glue for bonding the solar backboard material is characterized in that raw materials comprise light curing resin.
2. The UV-curable glue for bonding solar back sheet materials according to claim 1, wherein the light-curable resin comprises the following raw materials: 65-75 parts of isocyanate, 230 parts of a compound A180-containing material with the hydroxyl number being more than or equal to 2, 35-45 parts of a compound B containing at least one hydroxyl and/or carbon-carbon double bond and 35-2 parts of a compound C1-2 containing at least one hydroxyl and/or benzene ring.
3. The UV-curable glue for bonding solar back sheet materials according to claim 2, wherein the isocyanate comprises at least one of toluene 2,4 diisocyanate, isophorone diisocyanate, diphenylmethane diisocyanate, dicyclohexylmethane diisocyanate, and hexamethylene diisocyanate.
4. The UV-curable adhesive for bonding solar back sheet materials according to claim 2, wherein the compound A with hydroxyl number not less than 2 has an average molecular weight of 1000-3000.
5. The UV-curable glue for bonding solar back sheet materials according to claim 2, wherein the compound B containing at least one hydroxyl group and/or carbon-carbon double bond contains at least one hydroxyl group and carbon-carbon double bond.
6. The UV-curable adhesive for bonding solar back sheet materials according to claim 5, wherein the compound B having at least one hydroxyl group and a carbon-carbon double bond comprises at least one of hydroxyethyl acrylate, hydroxypropyl acrylate, methyl hydroxyethyl acrylate, 1,4 cyclohexyl dimethanol acrylate, and pentaerythritol triacrylate.
7. The UV-curable glue for bonding the solar back panel material according to any one of claims 1 to 6, wherein the raw materials further comprise an acrylate compound, a photoinitiator and an auxiliary agent.
8. The UV curing glue for bonding the solar back panel material as claimed in claim 7, characterized by comprising 50-80 parts by mass of a photo-curing resin, 20-50 parts by mass of an acrylate compound, 3-6 parts by mass of a photoinitiator, and 0.5-2 parts by mass of an auxiliary agent.
9. The UV-curable glue for bonding solar back sheet materials according to claim 8, wherein the acrylate compound has a functionality of 1-3.
10. The preparation method of the UV curing glue for bonding the solar back panel material according to claim 8, is characterized by comprising the following steps: weighing the raw materials according to the mass, and uniformly stirring the raw materials to obtain the product.
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