CN108707217A - Crosslinking agent, the manufacturing method of crosslinking agent and solar cell backboard - Google Patents
Crosslinking agent, the manufacturing method of crosslinking agent and solar cell backboard Download PDFInfo
- Publication number
- CN108707217A CN108707217A CN201810540482.8A CN201810540482A CN108707217A CN 108707217 A CN108707217 A CN 108707217A CN 201810540482 A CN201810540482 A CN 201810540482A CN 108707217 A CN108707217 A CN 108707217A
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- China
- Prior art keywords
- crosslinking agent
- isocyanate
- small molecule
- added
- nco
- 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.)
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- 239000003431 cross linking reagent Substances 0.000 title claims abstract description 54
- 238000004519 manufacturing process Methods 0.000 title abstract description 9
- 239000012948 isocyanate Substances 0.000 claims abstract description 56
- 238000006243 chemical reaction Methods 0.000 claims abstract description 44
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 42
- 238000000576 coating method Methods 0.000 claims abstract description 34
- 239000011248 coating agent Substances 0.000 claims abstract description 32
- 150000003384 small molecules Chemical group 0.000 claims abstract description 26
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 19
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 15
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
- 230000009977 dual effect Effects 0.000 claims abstract description 14
- 239000002981 blocking agent Substances 0.000 claims abstract description 12
- 239000004970 Chain extender Substances 0.000 claims abstract description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 9
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 18
- 239000002904 solvent Substances 0.000 claims description 16
- -1 small molecule isocyanides Chemical class 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000000178 monomer Substances 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 6
- 239000004615 ingredient Substances 0.000 claims description 5
- 239000002808 molecular sieve Substances 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 4
- 238000010792 warming Methods 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 claims description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 claims description 2
- 230000032683 aging Effects 0.000 abstract description 6
- 229920005989 resin Polymers 0.000 abstract description 6
- 239000011347 resin Substances 0.000 abstract description 6
- 238000007348 radical reaction Methods 0.000 abstract description 5
- 230000003678 scratch resistant effect Effects 0.000 abstract description 5
- 230000000977 initiatory effect Effects 0.000 abstract description 4
- 239000011159 matrix material Substances 0.000 abstract description 4
- 238000003860 storage Methods 0.000 abstract description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 79
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical group O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 238000007711 solidification Methods 0.000 description 4
- 230000008023 solidification Effects 0.000 description 4
- SDXAWLJRERMRKF-UHFFFAOYSA-N 3,5-dimethyl-1h-pyrazole Chemical class CC=1C=C(C)NN=1 SDXAWLJRERMRKF-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 3
- 230000007812 deficiency Effects 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 238000007790 scraping Methods 0.000 description 3
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 2
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical class CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- TUVYSBJZBYRDHP-UHFFFAOYSA-N acetic acid;methoxymethane Chemical compound COC.CC(O)=O TUVYSBJZBYRDHP-UHFFFAOYSA-N 0.000 description 2
- 238000013006 addition curing Methods 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- 238000010422 painting Methods 0.000 description 2
- 229960004063 propylene glycol Drugs 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000036632 reaction speed Effects 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- YXRKNIZYMIXSAD-UHFFFAOYSA-N 1,6-diisocyanatohexane Chemical compound O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O YXRKNIZYMIXSAD-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
- XKVUYEYANWFIJX-UHFFFAOYSA-N 5-methyl-1h-pyrazole Chemical class CC1=CC=NN1 XKVUYEYANWFIJX-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- RBNIJWWRNFCOMX-UHFFFAOYSA-N CCCCC1CCC(O)(O)CC1 Chemical compound CCCCC1CCC(O)(O)CC1 RBNIJWWRNFCOMX-UHFFFAOYSA-N 0.000 description 1
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical class CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical class CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 1
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical class [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 1
- RHQDFWAXVIIEBN-UHFFFAOYSA-N Trifluoroethanol Chemical compound OCC(F)(F)F RHQDFWAXVIIEBN-UHFFFAOYSA-N 0.000 description 1
- YENIOYBTCIZCBJ-UHFFFAOYSA-N acetic acid;1-methoxypropan-2-ol Chemical compound CC(O)=O.COCC(C)O YENIOYBTCIZCBJ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 229940095054 ammoniac Drugs 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 229910021419 crystalline silicon Inorganic materials 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- QRVSDVDFJFKYKA-UHFFFAOYSA-N dipropan-2-yl propanedioate Chemical group CC(C)OC(=O)CC(=O)OC(C)C QRVSDVDFJFKYKA-UHFFFAOYSA-N 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical class OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical compound CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 230000003319 supportive effect Effects 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- 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
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3212—Polyhydroxy compounds containing cycloaliphatic groups
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- 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
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- 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
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
-
- 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
- C08G18/758—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
-
- 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
- C08G18/83—Chemically modified polymers
- C08G18/831—Chemically modified polymers by oxygen-containing compounds inclusive of carbonic acid halogenides, carboxylic acid halogenides and epoxy halides
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- 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
- C08G18/83—Chemically modified polymers
- C08G18/833—Chemically modified polymers by nitrogen containing compounds
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L31/00—Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
- H01L31/04—Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof adapted as photovoltaic [PV] conversion devices
- H01L31/042—PV modules or arrays of single PV cells
- H01L31/048—Encapsulation of modules
- H01L31/049—Protective back sheets
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- C08J2427/02—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment
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Abstract
The present invention relates to crosslinking agent, the manufacturing method of crosslinking agent and solar cell backboards, including step：S1：The small molecule chain extender solution of isocyanate solution and hydroxyl is mixed, polymerization forms end-NCO isocyanate prepolymers；S2：The small molecule grafting agent containing hydroxyl or amino and unsaturated double-bond is added into end-NCO isocyanate prepolymers, polymerization forms the grafting prepolymer of unsaturated double-bond and end-NCO isocyanate reactive groups；S3：Isocyanate blocking agents are added, form enclosed type dual cure crosslinking agent.Crosslinking agent obtained is enclosed type, can be mixed and made into one-component coating with matrix resin, has good storage stability, simplifies production process, improve production efficiency；Containing unsaturated double-bond and blocked isocyanate, hot step-reaction polymerization and the reaction of light-initiated or thermal initiation radical reaction dual cure can be carried out, the crosslink density of coating is improved, improved the scratch-resistant of coating, resistance to fall husky, ageing-resistant performance.
Description
Technical field
The present invention relates to area of solar cell, more particularly to a kind of crosslinking agent and preparation method thereof and its in solar-electricity
Application in the backboard of pond.
Background technology
Solar cell backboard is the important composition component of solar cell, is used for the back side of solar cell, primarily serves pair
The support and protective effect of solar photovoltaic assembly.There are many structure, the double-side fluorine Integrative Coating type back ofs the body for solar cell backboard
Plate is one of main solar cell back board structure.The coating that coating type backboard uses is the fluorocarbon resin and isocyanic acid of hydroxyl
Ester cures the matrix resin as coating.The coating technology that traditional technology path uses is applied there are coating opening time is shorter
The problem of the scraping and wiping resistance performance deficiency of layer.
Invention content
Technical problem to be solved by the present invention lies in the deficiencies for overcoming the above-mentioned prior art, provide a kind of system of crosslinking agent
Preparation Method.
A kind of preparation method of crosslinking agent provided by the invention, the main technical schemes used for：
Including step：
S1：The small molecule chain extender solution of isocyanate solution and hydroxyl is mixed, it is different that polymerization forms end-NCO
Cyanate prepolymer；
S2：It is added into end-NCO isocyanate prepolymers and is grafted containing the small molecule of hydroxyl or amino and unsaturated double-bond
Agent, polymerization form the grafting prepolymer of unsaturated double-bond and end-NCO isocyanate reactive groups；
S3：Isocyanate blocking agents are added, form enclosed type dual cure crosslinking agent.Light flexible provided by the invention is too
Positive energy battery component, further includes following attached technical scheme：
Wherein, the mass percent for each ingredient being added in the step S1 is respectively, small molecule chain extender 3%-15%, different
Cyanate or isocyanate composition 30%-60%, solvent 20%-40%；
The solid content of-NCO isocyanate prepolymers in end obtained is 40-80% in the step S1, wherein-NCO group
Mass percentage is 5%-20%.
Wherein, the mass percent for the small molecule grafting agent being added in the step S2 is 1%-10%；
In the step S2 it is obtained grafting prepolymer solid content be 50-80%, wherein isocyanate percentage contains
Amount is 5%-15%.
Wherein, the mass percent for the isocyanate blocking agents being added in the step S3 is 1%-16%；
The solid content of enclosed type dual cure crosslinking agent obtained is 50-80% in the step S3, wherein isocyanates
Mass percentage is less than 0.3%.
Wherein, the step S1 further includes step：
S11：Solvent is carried out with 4A molecular sieves to remove water process, its water content is made to be less than 50PPM；
S12：Nitrogen protection in reaction kettle equipped with condensation reflux device, will be led to, then 150-300g small molecules are added thereto
The mixture and 25-45g of isocyanates or isocyanates stir and simultaneously temperature slowly heat up through step S11 treated solvents
To 35-45 DEG C；
S13：The small molecule chain extender of 45-55g hydroxyls is dissolved in 25-35g solvents；
S14：Solution obtained in S13 is at the uniform velocity added dropwise in 18-22min in the kettle after S12 reactions, is at the uniform velocity warming up to
65-75 DEG C, and kept for 70 ± 5 DEG C react 3.5-4.5 hours；
The step S2 further includes step：
S21：The small molecule grafting agent of 35-55g hydroxyls or amino and unsaturated double-bond is taken at the uniform velocity to add to the kettle after S14 reactions
In；
S22：At the uniform velocity temperature adjustment is kept for 70 ± 5 DEG C react 3.5-4.5 hours to 65-75 DEG C；
The step S3 further includes step：
S31：Take 60-70g isocyanate blocking agents at the uniform velocity add to S22 reaction after kettle in, at the uniform velocity temperature adjustment to 65-75 DEG C,
And keep 70 ± 5 DEG C of reactions to end-NCO content < 0.3%；
S32：55-110g solvents are added, room temperature is down to, are filtered.
Wherein, the small molecule isocyanates or isocyanates are aliphatic or alicyclic isocyanate monomer.
One, crosslinking agent made from this method is enclosed type, can be mixed and made into one-component coating with matrix resin, is had good
Storage stability, simplify production process, improve production efficiency.Two, crosslinking agent obtained contains unsaturated double-bond and envelope
Closed form isocyanates can carry out hot step-reaction polymerization and the reaction of light-initiated or thermal initiation radical reaction dual cure,
The crosslink density for improving coating improves the scratch-resistant of coating, resistance to falls husky, ageing-resistant performance.Three, the material used is resistance to
The isocyanates and sealer of xanthochromia, crosslinking agent anti-yellowing property obtained are excellent.Four, the sealer deblocking temperature used is low,
Curing of coatings reaction speed is fast.
Technical problem to be solved by the present invention lies in the deficiencies for overcoming the above-mentioned prior art, provide a kind of crosslinking agent.
A kind of crosslinking agent provided by the invention, the main technical schemes used for：
The molecular formula of the crosslinking agent is：
Wherein, contain in each moleculeRadical amount is 2-5.
Wherein, wherein containing in each moleculeRadical amount is 1-3.
Using the crosslinking agent of the present invention, have at least the following advantages：Crosslinking agent contains unsaturated double-bond and enclosed type isocyanide
Acid esters can carry out hot step-reaction polymerization and the reaction of light-initiated or thermal initiation radical reaction dual cure, improve painting
The crosslink density of layer improves the scratch-resistant of coating, resistance to falls husky, ageing-resistant performance.
Using solar cell backboard made of above-mentioned crosslinking agent, the coating of the backboard includes that mass fraction is following
Ingredient：
Solar cell backboard made of crosslinking agent using the present invention, under room temperature with (hydroxyl, carboxylic containing active hydrogen group
Base, amino) resin components can coexist steadily in the long term, it is thus possible to one-component baked paint easy to use is made and (is not necessarily to
Scene addition curing agent), and longer opening time can also reduce the cleaning frequency and scavenging period of paint line.In isocyanide
Double bond containing group is introduced on the segment of acid esters crosslinking agent so that crosslinking agent has hot step-reaction polymerization solidification and free radical
Polymerisation cures the function of dual cure, can improve the crosslink density in coating molecule, improve the scraping and wiping resistance performance of coating,
Promote the ageing-resistant performance of coating.
Specific implementation mode
The present invention is described in detail below in conjunction with embodiment, it should be pointed out that described embodiment only purport
Convenient for the understanding of the present invention, and any restriction effect is not played to it.
In embodiment below ,-NCO content is tested according to the di-n-butylamine method in HG/T2409-1992 (2014), the sun
Energy battery back-sheet performance test is tested according to GBT31034-2014 crystalline silicon solar cell modules with insulating back panel standard.
According to a kind of preparation method of crosslinking agent provided by the invention, including step：
S1：The small molecule chain extender solution of isocyanate solution and hydroxyl is mixed, it is different that polymerization forms end-NCO
Cyanate prepolymer；
S2：It is added into end-NCO isocyanate prepolymers and is grafted containing the small molecule of hydroxyl or amino and unsaturated double-bond
Agent, polymerization form the grafting prepolymer of unsaturated double-bond and end-NCO isocyanate reactive groups；
S3：Isocyanate blocking agents are added, form enclosed type dual cure crosslinking agent.
Wherein, step S1 further includes step：
S11：Solvent is carried out with 4A molecular sieves to remove water process, its water content is made to be less than 50PPM；
S12：Nitrogen protection in reaction kettle equipped with condensation reflux device, will be led to, then 150-300g small molecules are added thereto
The mixture and 25-45g of isocyanates or isocyanates stir and simultaneously temperature slowly heat up through step S11 treated solvents
To 35-45 DEG C；
S13：The small molecule chain extender of 45-55g hydroxyls is dissolved in 25-35g solvents；
S14：Solution obtained in S13 is at the uniform velocity added dropwise in 10-60min in the kettle after S12 reactions, preferably 18-
It is at the uniform velocity added dropwise in 22min in the kettle after S12 reactions；It is at the uniform velocity warming up to 60-120 DEG C, is preferably warming up to 65-75 DEG C；And it protects
Thermotonus 1-6h is held, is preferably reacted 3.5-4.5 hours；
Step S2 further includes step：
S21：The small molecule grafting agent of 35-55g hydroxyls or amino and unsaturated double-bond is taken at the uniform velocity to add to the kettle after S14 reactions
In；
S22：At the uniform velocity temperature adjustment is kept for 70 ± 5 DEG C react 3.5-4.5 hours to 65-75 DEG C；
Step S3 further includes step：
S31：Take 60-70g isocyanate blocking agents at the uniform velocity add to S22 reaction after kettle in, at the uniform velocity temperature adjustment to 65-75 DEG C,
And keep 70 ± 5 DEG C of reactions to end-NCO content < 0.3%；
S32：55-110g solvents are added, room temperature is down to, are filtered.
Wherein, the mass percent for each ingredient being added in step S1 is respectively small molecule chain extender 3%-15%, preferably
For 6-11%, most preferably 8%；Isocyanates or isocyanate composition 30%-60%, it is therefore preferable to 45-59%, it is optimal
Selection of land is 57%；Solvent 20%-40%, it is therefore preferable to 25-37%, most preferably 35%.
The solid content of-NCO isocyanate prepolymers in end obtained is 40-80% in step S1, it is therefore preferable to 60-78%,
Most preferably 75%；Wherein ,-NCO group mass percentage is 5%-20%, it is therefore preferable to 15-19%, most preferably
18%.
In view of the color inhibition demand of photovoltaic industry, wherein step S1 small moleculars isocyanates or isocyanates are
Aliphatic or alicyclic isocyanate monomer.It is preferably but unlimited with following monomer, it is hexamethylene diisocyanate (HDI), different
Isophorone diisocyanate (IPDI), 4,4'Dicyclohexyl methyl hydride diisocyanate (HMDI), hydrogenation two isocyanide of phenylenedimethylidyne
Acid esters (H6XDI), HDI trimer, IPDI tripolymers, HMDI tripolymers etc., small molecule isocyanates or isocyanates are it
One or more of mixture.
Wherein, solvent is esters, ketone, ether-ether class.Preferably ethyl acetate, butyl acetate, dimethyl carbonate, hexamethylene
One such or several mixture such as ketone, methyl iso-butyl ketone (MIBK), propylene glycol methyl ether acetate.
Wherein, the small molecule chain extender of hydroxyl, for the small molecule containing more than two hydroxyls.Be preferably but not limited to
Lower monomer, Isosorbide-5-Nitrae butanediol, 1,2 propylene glycol, diethylene glycol (DEG), neopentyl glycol, 1,6 hexylene glycols, Isosorbide-5-Nitrae dihydroxy butylcyclohexane, trihydroxy methyl
One such or several mixture such as propane, trimethylolethane, glycerine.Pure 2 functional group or pure 3 official can be used
The monomer that can be rolled into a ball can also use the mixture of the two.
Wherein, the small molecule grafting agent being added in the step S2 accounts for total mixed liquor after addition small molecule grafting agent
The mass percent of body is 1%-10%, it is therefore preferable to 5-9%, most preferably 8%；
In the step S2 it is obtained grafting prepolymer solid content be 50-80%, it is therefore preferable to 60-78%, most preferably
Ground is 75%；Wherein, isocyanate percentage composition is 5%-15%, it is therefore preferable to 10-14%, most preferably 12%.
Wherein, the small molecule grafting agent of hydroxyl or amino and unsaturated double-bond is preferably but not limited to following monomer, acrylic acid-
2- hydroxy methacrylates, 2-hydroxypropyl acrylate, methacrylic acid -2- hydroxy methacrylates, methacrylic acid -2- hydroxy propyl esters, methyl
Hydroxy butyl acrylate and allyl amine etc..It can be one or two kinds of and two or more mixture.
Wherein, the isocyanate blocking agents being added in step S3 account for total mixed liquor after addition isocyanate blocking agents
The mass percent of body is 1%-16%, it is therefore preferable to 5-9%, most preferably 8%；
The solid content of enclosed type dual cure crosslinking agent obtained is 50-80% in the step S3, it is therefore preferable to 60-
78%, most preferably 75%；Wherein, isocyanate percentage composition is optimal less than 0.3%, preferably less than 0.25%
Selection of land is less than 0.15%.
Wherein, isocyanate blocking agents are preferably phenolic compound such as phenol, 2- pyridols etc.；Alcohol compound such as second
Alcohol, n-butanol, cyclohexanol, trifluoroethanol, ethapon etc.；Oxime compound such as methyl ethyl ketoxime；Amides compound, as in oneself
Amide, antifebrin, N- methylacetamides etc.；Pyrazoles and triazole type, such as 3,5- dimethyl pyrazoles, 3- methylpyrazoles, 1,2,4-
Triazole etc.；Ammoniac compounds, such as diisopropylamine；Activity methene compound, such as diethyl malonate, malonic acid diisopropyl
Individual a kind of compound in ester, acetoacetic ester etc., can also be the mixture of two classes or two classes or more.In view of photovoltaic
The performance requirement of backboard coating, it is desirable that color inhibition and higher solidification rate, preferred isocyanate blocking agents are 3,5- bis-
Methylpyrazole and diethyl malonate.
The advantages of being prepared using the above method include：One, crosslinking agent made from this method is enclosed type, can be with matrix resin
It is mixed and made into one-component coating, there is good storage stability, simplify production process, improve production efficiency.Two, it is made
Crosslinking agent contain unsaturated double-bond and blocked isocyanate, hot step-reaction polymerization and light-initiated or hot draw can be carried out
Send out free radical reaction dual curing reaction, improve the crosslink density of coating, improve coating scratch-resistant, it is resistance to fall it is husky, resistance to old
Change performance.Three, the material used is the isocyanates and sealer of color inhibition, and crosslinking agent anti-yellowing property obtained is excellent.
Four, the sealer deblocking temperature used is low, and curing of coatings reaction speed is fast.
The crosslinking agent that the above method is prepared or prepared using other methods can be used, wherein the molecular formula of crosslinking agent is：
Wherein, contain in each moleculeRadical amount is 2-5.
Wherein, wherein containing in each moleculeRadical amount is 1-3.
Using the crosslinking agent of the present invention, have at least the following advantages：Crosslinking agent contains unsaturated double-bond and enclosed type isocyanide
Acid esters can carry out hot step-reaction polymerization and the reaction of light-initiated or thermal initiation radical reaction dual cure, improve painting
The crosslink density of layer improves the scratch-resistant of coating, resistance to falls husky, ageing-resistant performance.
Specific preparation method 1
Propylene glycol methyl ether acetate is carried out with 4A molecular sieves to remove water process, its water content is made to be less than 50PPM.Equipped with cold
In the reaction kettle of solidifying return channel, lead to nitrogen protection, 168 grams of hexamethylene diisocyanates and 30 grams of propylene glycol monomethyl ether acetic acid are added
Ester opens stirring, is to slowly warm up to 40 DEG C.By 22.5 grams of trimethylolpropanes and 26 gram of 1,4 butanediol in 30 grams of propylene glycol
In methyl ether acetate, it is added drop-wise in reaction kettle in 20min.70 DEG C are gradually heating to, and is kept for 70 ± 5 DEG C of 4 hours of reaction.
40 grams of hydroxyethyl acrylate monomers are added dropwise into reaction kettle again, and are kept for 70 ± 5 DEG C of 4 hours of reaction.Add again into reaction kettle
Enter 66 gram 3,5 dimethyl pyrazoles, and keep 70 ± 5 DEG C of reactions, until test NCO content < 0.3%, finally again plus 60 grams the third two
Alcohol methyl ether acetate, is down to room temperature, discharging that reaction was completed.
On the basis of specific preparation method 1, solar cell backboard coating is prepared using the crosslinking agent of its preparation, too
The mass fraction of positive energy each Main Components of battery back-sheet coating is as follows：
Wherein, obtained coating is scratched on PET base material surface, 20-30 μm of coating layer thickness dries in 150 DEG C of baking ovens
Roasting 10Min solidifications, then ultraviolet light 30s is used, obtained backboard embodiment 1 used for solar batteries.It is as follows to test its main performance
Table 1.
Table 1
Solar cell backboard made of crosslinking agent of the present embodiment using the present invention, under room temperature with contain active hydrogen group
The resin components of (hydroxyl, carboxyl, amino) can coexist steadily in the long term, it is thus possible to one-component baking easy to use be made and apply
Material (without scene addition curing agent), and longer opening time can also reduce paint line the cleaning frequency and cleaning when
Between.Double bond containing group is introduced on the segment of isocyanate crosslinking so that it is solid that crosslinking agent has hot step-reaction polymerization
Change the function with Raolical polymerizable solidification dual cure, the crosslink density in coating molecule can be improved, improve coating
Scraping and wiping resistance performance promotes the ageing-resistant performance of coating.
Specific preparation method 2
Propylene glycol methyl ether acetate is carried out with 4A molecular sieves to remove water process, its water content is made to be less than 50PPM.Equipped with cold
In the reaction kettle of solidifying return channel, lead to nitrogen protection, be added 263 grams of 4,4- dicyclohexyl methyl hydride diisocyanates (hydrogenation MDI) and
40 grams of propylene glycol methyl ether acetates open stirring, are to slowly warm up to 40 DEG C.By 20 grams of trimethylolpropanes and 30 gram of 1,4 fourth two
Alcohol is dissolved in 30 grams of propylene glycol methyl ether acetates, is added drop-wise in reaction kettle in 20min.70 DEG C are gradually heating to, and keeps 70
± 5 DEG C of 4 hours of reaction.50 grams of hydroxypropyl acrylate monomers are added dropwise into reaction kettle again, and keep 70 ± 5 DEG C of reactions 4 small
When.120 grams of diethyl malonates, 2 grams of sodium methoxides are added into reaction kettle again, and keep 60 ± 5 DEG C of reactions, until test NCO
Content < 0.3% finally adds 100 grams of propylene glycol methyl ether acetates, filtering, discharging that reaction was completed again.
On the basis of specific preparation method 2, solar cell backboard coating is prepared using the crosslinking agent of its preparation, too
The mass fraction of positive energy each Main Components of battery back-sheet coating is as follows：
Obtained coating is scratched on PET base material surface, 20-30 μm of coating layer thickness toasts in 150 DEG C of baking ovens
10Min cures, and backboard embodiment 2 used for solar batteries is made.Test its main performance such as the following table 2.
Table 2
This specific preparation method provides the possibility of a variety of proportionings, and various aspects of performance has achieved the effect that be not quite similar,
It can be configured in the environment of different adaptations according to the difference of effect.
Embodiment described above, the only present invention more preferably specific implementation mode, those skilled in the art is at this
The usual variations and alternatives carried out within the scope of inventive technique scheme should be all included within the scope of the present invention.
Claims (10)
1. a kind of preparation method of crosslinking agent, which is characterized in that including step：
S1：The small molecule chain extender solution of isocyanate solution and hydroxyl is mixed, polymerization forms end-NCO isocyanic acids
Ester prepolymer；
S2：The small molecule grafting agent containing hydroxyl or amino and unsaturated double-bond is added into end-NCO isocyanate prepolymers,
Polymerization forms the grafting prepolymer of unsaturated double-bond and end-NCO isocyanate reactive groups；
S3：Isocyanate blocking agents are added, form enclosed type dual cure crosslinking agent.
2. the preparation method of crosslinking agent according to claim 1, which is characterized in that each ingredient is added in the step S1
Mass percent is respectively small molecule chain extender 3%-15%, isocyanates or isocyanate composition 30%-60%, solvent
20%-40%；
The solid content of-NCO isocyanate prepolymers in end obtained is 40-80% in the step S1, wherein-NCO group quality
Percentage composition is 5%-20%.
3. the preparation method of crosslinking agent according to claim 1, which is characterized in that be added in the step S2 described
The mass percent of small molecule grafting agent is 1%-10%；
The solid content of grafting prepolymer obtained is 50-80% in the step S2, wherein isocyanate percentage composition is
5%-15%.
4. the preparation method of crosslinking agent according to claim 1, which is characterized in that the isocyanic acid being added in the step S3
The mass percent of ester sealer is 1%-16%；
The solid content of enclosed type dual cure crosslinking agent obtained is 50-80% in the step S3, wherein isocyanate
Percentage composition is less than 0.3%.
5. the preparation method of crosslinking agent according to claim 1, which is characterized in that the step S1 further includes step：
S11：Solvent is carried out with 4A molecular sieves to remove water process, its water content is made to be less than 50PPM；
S12：Nitrogen protection in reaction kettle equipped with condensation reflux device, will be led to, then 150-300g small molecule isocyanides are added thereto
The mixture and 25-45g of acid esters or isocyanates stir and temperature are simultaneously to slowly warm up to 35- through step S11 treated solvents
45℃；
S13：The small molecule chain extender of 45-55g hydroxyls is dissolved in 25-35g solvents；
S14：Solution obtained in S13 is at the uniform velocity added dropwise in 18-22min in the kettle after S12 reactions, 65- is at the uniform velocity warming up to
75 DEG C, and kept for 70 ± 5 DEG C react 3.5-4.5 hours；
The step S2 further includes step：
S21：In kettle after taking the small molecule grafting agent of 35-55g hydroxyls or amino and unsaturated double-bond at the uniform velocity to add to S14 reactions；
S22：At the uniform velocity temperature adjustment is kept for 70 ± 5 DEG C react 3.5-4.5 hours to 65-75 DEG C；
The step S3 further includes step：
S31：In kettle after taking 60-70g isocyanate blocking agents at the uniform velocity to add to S22 reactions, at the uniform velocity temperature adjustment is protected to 65-75 DEG C
70 ± 5 DEG C of reactions are held to end-NCO content < 0.3%；
S32：55-110g solvents are added, room temperature is down to, are filtered.
6. the preparation method of crosslinking agent according to claim 5, which is characterized in that the small molecule isocyanates or isocyanide
Acid esters is aliphatic or alicyclic isocyanate monomer.
7. a kind of crosslinking agent, which is characterized in that the molecular formula of the crosslinking agent is：
8. crosslinking agent according to claim 7, which is characterized in that contain in each moleculeRadical amount
It is 2-5.
9. crosslinking agent according to claim 8, which is characterized in that contain in wherein each moleculeGroup
Quantity is 1-3.
10. a kind of solar cell backboard, which is characterized in that the coating of the backboard includes the following ingredient of mass fraction：
The crosslinking agent is the crosslinking agent being prepared using the preparation method described in any one of claim 1-6, Huo Zhewei
Crosslinking agent described in any one of claim 7-9.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110323287A (en) * | 2019-05-31 | 2019-10-11 | 宁波激智科技股份有限公司 | A kind of fluorocarbon layer coating fluid that solvent resistant wipes and the solar energy backboard using the coating fluid |
| CN112876896A (en) * | 2021-01-26 | 2021-06-01 | 苏州中来光伏新材股份有限公司 | Rare earth metal organic complex coated zinc oxide titanium nano sol and preparation method thereof |
| CN114725459A (en) * | 2022-04-27 | 2022-07-08 | 深圳市通用氢能科技有限公司 | Proton exchange membrane and preparation method thereof |
| CN115110315A (en) * | 2022-08-03 | 2022-09-27 | 广东德美精细化工集团股份有限公司 | Bio-based water-based blocked isocyanate crosslinking agent and preparation method thereof |
Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5974112A (en) * | 1982-10-20 | 1984-04-26 | Matsushita Electric Works Ltd | Production of radical-polymerizable prepolymer |
| US5248752A (en) * | 1991-11-12 | 1993-09-28 | Union Carbide Chemicals & Plastics Technology Corporation | Polyurethane (meth)acrylates and processes for preparing same |
| EP1100836A1 (en) * | 1998-08-07 | 2001-05-23 | Basf Aktiengesellschaft | Radiation-hardening and/or heat-hardening substances and preparations |
| CN1377379A (en) * | 1999-09-30 | 2002-10-30 | 巴斯福股份公司 | Aqueous polyurethane dispersions which can be hardened with mit UV-radiation and thermally, and use thereof |
| US20060052573A1 (en) * | 2004-09-08 | 2006-03-09 | Thomas Facke | Blocked polyisocyanates curing free from elimination products for dualcure systems |
| CN101006146A (en) * | 2004-08-19 | 2007-07-25 | 巴斯福股份公司 | Water-soluble products hardening with radiation and use thereof |
| CN101544742A (en) * | 2009-04-15 | 2009-09-30 | 北京科聚化工新材料有限公司 | Partially blocked polyurethane curing agent and preparation method thereof |
| CN102822267A (en) * | 2009-12-16 | 2012-12-12 | 艾利丹尼森公司 | Photovoltaic backsheet |
| CN103012726A (en) * | 2011-09-28 | 2013-04-03 | 山东轻工业学院 | Preparation method of polyurethane urea cross-linking agent and modified acrylic ester elastic emulsion thereof |
| CN103709953A (en) * | 2013-11-15 | 2014-04-09 | 苏州赛伍应用技术有限公司 | Polymer coating film and solar cell backboard containing polymer coating film |
| CN105359280A (en) * | 2013-07-09 | 2016-02-24 | 爱克发-格法特公司 | A backsheet for photovoltaic modules |
-
2018
- 2018-05-30 CN CN201810540482.8A patent/CN108707217A/en active Pending
Patent Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5974112A (en) * | 1982-10-20 | 1984-04-26 | Matsushita Electric Works Ltd | Production of radical-polymerizable prepolymer |
| US5248752A (en) * | 1991-11-12 | 1993-09-28 | Union Carbide Chemicals & Plastics Technology Corporation | Polyurethane (meth)acrylates and processes for preparing same |
| EP1100836A1 (en) * | 1998-08-07 | 2001-05-23 | Basf Aktiengesellschaft | Radiation-hardening and/or heat-hardening substances and preparations |
| CN1377379A (en) * | 1999-09-30 | 2002-10-30 | 巴斯福股份公司 | Aqueous polyurethane dispersions which can be hardened with mit UV-radiation and thermally, and use thereof |
| CN101006146A (en) * | 2004-08-19 | 2007-07-25 | 巴斯福股份公司 | Water-soluble products hardening with radiation and use thereof |
| US20060052573A1 (en) * | 2004-09-08 | 2006-03-09 | Thomas Facke | Blocked polyisocyanates curing free from elimination products for dualcure systems |
| CN101544742A (en) * | 2009-04-15 | 2009-09-30 | 北京科聚化工新材料有限公司 | Partially blocked polyurethane curing agent and preparation method thereof |
| CN102822267A (en) * | 2009-12-16 | 2012-12-12 | 艾利丹尼森公司 | Photovoltaic backsheet |
| CN103012726A (en) * | 2011-09-28 | 2013-04-03 | 山东轻工业学院 | Preparation method of polyurethane urea cross-linking agent and modified acrylic ester elastic emulsion thereof |
| CN105359280A (en) * | 2013-07-09 | 2016-02-24 | 爱克发-格法特公司 | A backsheet for photovoltaic modules |
| CN103709953A (en) * | 2013-11-15 | 2014-04-09 | 苏州赛伍应用技术有限公司 | Polymer coating film and solar cell backboard containing polymer coating film |
Non-Patent Citations (2)
| Title |
|---|
| 李绍雄: "《聚氨酯树脂及其应用》", 31 May 2002, 化学工业出版社 * |
| 颜鲁薪: "《太阳能光伏发电系统集成与施工》", 28 February 2015, 西北工业大学出版社 * |
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