CN108250925A - A kind of silane coupling agent and preparation method thereof, a kind of polyester film and preparation method thereof - Google Patents
A kind of silane coupling agent and preparation method thereof, a kind of polyester film and preparation method thereof Download PDFInfo
- Publication number
- CN108250925A CN108250925A CN201711380874.4A CN201711380874A CN108250925A CN 108250925 A CN108250925 A CN 108250925A CN 201711380874 A CN201711380874 A CN 201711380874A CN 108250925 A CN108250925 A CN 108250925A
- Authority
- CN
- China
- Prior art keywords
- silane coupling
- coupling agent
- polyester film
- epoxy resin
- copolymer
- 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
- 229920006267 polyester film Polymers 0.000 title claims abstract description 92
- 239000006087 Silane Coupling Agent Substances 0.000 title claims abstract description 75
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 229920001577 copolymer Polymers 0.000 claims abstract description 89
- 239000003822 epoxy resin Substances 0.000 claims abstract description 55
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 55
- 230000037452 priming Effects 0.000 claims abstract description 40
- 229920006243 acrylic copolymer Polymers 0.000 claims abstract description 36
- 150000001875 compounds Chemical class 0.000 claims abstract description 36
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 34
- 239000003054 catalyst Substances 0.000 claims abstract description 34
- 239000002904 solvent Substances 0.000 claims abstract description 33
- 125000003367 polycyclic group Chemical group 0.000 claims abstract description 31
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 30
- 239000011248 coating agent Substances 0.000 claims abstract description 19
- 238000000576 coating method Methods 0.000 claims abstract description 19
- 150000001336 alkenes Chemical class 0.000 claims abstract description 9
- -1 hetero atom compound Chemical class 0.000 claims description 38
- 239000003795 chemical substances by application Substances 0.000 claims description 30
- 238000001723 curing Methods 0.000 claims description 18
- 229920002799 BoPET Polymers 0.000 claims description 12
- 239000004593 Epoxy Substances 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 239000011521 glass Substances 0.000 claims description 9
- 229920000728 polyester Polymers 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 150000005846 sugar alcohols Polymers 0.000 claims description 8
- 239000004844 aliphatic epoxy resin Substances 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 6
- 239000011353 cycloaliphatic epoxy resin Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 229930185605 Bisphenol Natural products 0.000 claims description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- 238000001291 vacuum drying Methods 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical group C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 4
- 229920005989 resin Polymers 0.000 claims description 4
- 239000011347 resin Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 239000012895 dilution Substances 0.000 claims description 3
- 238000010790 dilution Methods 0.000 claims description 3
- 239000011259 mixed solution Substances 0.000 claims description 3
- 238000000643 oven drying Methods 0.000 claims description 3
- 230000007928 solubilization Effects 0.000 claims description 3
- 238000005063 solubilization Methods 0.000 claims description 3
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 claims description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000006068 polycondensation reaction Methods 0.000 claims description 2
- 239000000853 adhesive Substances 0.000 abstract description 22
- 230000001070 adhesive effect Effects 0.000 abstract description 22
- 238000003860 storage Methods 0.000 abstract description 5
- 238000010924 continuous production Methods 0.000 abstract description 4
- 239000007888 film coating Substances 0.000 abstract description 2
- 238000009501 film coating Methods 0.000 abstract description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 47
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 34
- 238000011056 performance test Methods 0.000 description 22
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 21
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 16
- 239000005977 Ethylene Substances 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 16
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- 150000001412 amines Chemical class 0.000 description 12
- 150000002148 esters Chemical class 0.000 description 12
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 11
- 239000002253 acid Substances 0.000 description 11
- 239000012975 dibutyltin dilaurate Substances 0.000 description 11
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 11
- 229920002554 vinyl polymer Polymers 0.000 description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- 239000002585 base Substances 0.000 description 10
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical class [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 10
- 239000000758 substrate Substances 0.000 description 9
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 8
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 8
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 7
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 7
- 229920003006 Polybutadiene acrylonitrile Polymers 0.000 description 7
- 239000004743 Polypropylene Substances 0.000 description 7
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 7
- 229920001155 polypropylene Polymers 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 150000001408 amides Chemical class 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- HOCOIDRZLNGZMV-UHFFFAOYSA-N ethoxy(oxido)phosphanium Chemical compound CCO[PH2]=O HOCOIDRZLNGZMV-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 239000003999 initiator Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 5
- 239000004359 castor oil Substances 0.000 description 5
- 235000019438 castor oil Nutrition 0.000 description 5
- 238000007306 functionalization reaction Methods 0.000 description 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 5
- 229920001610 polycaprolactone Polymers 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 150000003512 tertiary amines Chemical class 0.000 description 5
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 4
- FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- 235000014121 butter Nutrition 0.000 description 4
- PNXYJSKZGBNQCX-UHFFFAOYSA-N carbonic acid;hexane-1,6-diol Chemical compound OC(O)=O.OCCCCCCO PNXYJSKZGBNQCX-UHFFFAOYSA-N 0.000 description 4
- 238000003851 corona treatment Methods 0.000 description 4
- YPHMISFOHDHNIV-FSZOTQKASA-N cycloheximide Chemical compound C1[C@@H](C)C[C@H](C)C(=O)[C@@H]1[C@H](O)CC1CC(=O)NC(=O)C1 YPHMISFOHDHNIV-FSZOTQKASA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 4
- 125000002496 methyl group Chemical class [H]C([H])([H])* 0.000 description 4
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical class C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- JWCVYQRPINPYQJ-UHFFFAOYSA-N thiepane Chemical compound C1CCCSCC1 JWCVYQRPINPYQJ-UHFFFAOYSA-N 0.000 description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 3
- VGIYPVFBQRUBDD-UHFFFAOYSA-N ethenoxycyclohexane Chemical compound C=COC1CCCCC1 VGIYPVFBQRUBDD-UHFFFAOYSA-N 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 150000003949 imides Chemical class 0.000 description 3
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 3
- 229940117841 methacrylic acid copolymer Drugs 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 150000003335 secondary amines Chemical class 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- 229920001187 thermosetting polymer Polymers 0.000 description 3
- VOVUARRWDCVURC-UHFFFAOYSA-N thiirane Chemical compound C1CS1 VOVUARRWDCVURC-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- OTEKOJQFKOIXMU-UHFFFAOYSA-N 1,4-bis(trichloromethyl)benzene Chemical compound ClC(Cl)(Cl)C1=CC=C(C(Cl)(Cl)Cl)C=C1 OTEKOJQFKOIXMU-UHFFFAOYSA-N 0.000 description 2
- IVXDDXAWVZEZKU-UHFFFAOYSA-N 2-hydroxyethyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(=O)OCCO IVXDDXAWVZEZKU-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- HSRJKNPTNIJEKV-UHFFFAOYSA-N Guaifenesin Chemical compound COC1=CC=CC=C1OCC(O)CO HSRJKNPTNIJEKV-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 238000000016 photochemical curing Methods 0.000 description 2
- 235000013824 polyphenols Nutrition 0.000 description 2
- 150000003233 pyrroles Chemical class 0.000 description 2
- 238000007142 ring opening reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 229930192474 thiophene Natural products 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-butanediol Substances OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical compound CCCCCCOCCCCCC BPIUIOXAFBGMNB-UHFFFAOYSA-N 0.000 description 1
- MZNSQRLUUXWLSB-UHFFFAOYSA-N 2-ethenyl-1h-pyrrole Chemical compound C=CC1=CC=CN1 MZNSQRLUUXWLSB-UHFFFAOYSA-N 0.000 description 1
- LYIPVSJHMKXWFN-UHFFFAOYSA-N 2-ethenylpyridine pyrrolidin-2-one Chemical compound C(=C)C1=NC=CC=C1.N1C(CCC1)=O LYIPVSJHMKXWFN-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
- RLUKFIYCOCNRAW-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.OCCOC(=O)C=C RLUKFIYCOCNRAW-UHFFFAOYSA-N 0.000 description 1
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 description 1
- VDHWOHDSOHPGPC-UHFFFAOYSA-N 3,3-dihydroxyoxepan-2-one Chemical compound OC1(O)CCCCOC1=O VDHWOHDSOHPGPC-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- NIYOXHRKDAIDSK-UHFFFAOYSA-N C(=O)SC.C1=CC=CC=C1 Chemical compound C(=O)SC.C1=CC=CC=C1 NIYOXHRKDAIDSK-UHFFFAOYSA-N 0.000 description 1
- DQMLWLFZAOBJFW-UHFFFAOYSA-N CCOP(=O)C(=O)c1ccccc1 Chemical compound CCOP(=O)C(=O)c1ccccc1 DQMLWLFZAOBJFW-UHFFFAOYSA-N 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
- 229920003139 Eudragit® L 100 Polymers 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 1
- JEYWNNAZDLFBFF-UHFFFAOYSA-N Nafoxidine Chemical compound C1CC2=CC(OC)=CC=C2C(C=2C=CC(OCCN3CCCC3)=CC=2)=C1C1=CC=CC=C1 JEYWNNAZDLFBFF-UHFFFAOYSA-N 0.000 description 1
- 235000019082 Osmanthus Nutrition 0.000 description 1
- 241000333181 Osmanthus Species 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical group CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000002009 alkene group Chemical group 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- UHBIKYZYYOEGHM-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C.CCCCOC(=O)C(C)=C UHBIKYZYYOEGHM-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CWZPGMMKDANPKU-UHFFFAOYSA-L butyl-di(dodecanoyloxy)tin Chemical compound CCCC[Sn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O CWZPGMMKDANPKU-UHFFFAOYSA-L 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 229920000891 common polymer Polymers 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical group CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- PYBNTRWJKQJDRE-UHFFFAOYSA-L dodecanoate;tin(2+) Chemical compound [Sn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O PYBNTRWJKQJDRE-UHFFFAOYSA-L 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 1
- DWDNMCTZTCXXDP-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate;2-methylprop-2-enoic acid Chemical class CC(=C)C(O)=O.CCCCCCOC(=O)C(C)=C DWDNMCTZTCXXDP-UHFFFAOYSA-N 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229950002366 nafoxidine Drugs 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- PVYDNJADTSAQQU-UHFFFAOYSA-N prop-1-ene;hydrochloride Chemical group Cl.CC=C PVYDNJADTSAQQU-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance 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
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
-
- 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
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
-
- 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
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/12—Chemical modification
- C08J7/123—Treatment by wave energy or particle radiation
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/06—Polyurethanes from polyesters
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/002—Priming paints
-
- 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
-
- 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
- C08J2475/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2475/04—Polyurethanes
-
- 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
- C08J2475/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2475/04—Polyurethanes
- C08J2475/06—Polyurethanes from polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to silane coupling agent, more particularly to a kind of silane coupling agent and preparation method thereof, a kind of polyester film and preparation method thereof.In order to solve the problem of that the polyester film of coating base coat is relatively low with the adhesive force of the ink layer of rear coating after room temperature, often wet placement, the present invention provides a kind of silane coupling agent and preparation method thereof, a kind of polyester film and preparation method thereof.The silane coupling agent includes amine-functionalized acrylic copolymer, alkene acrylonitrile copolymer, epoxy resin, polyester polyol, polycyclic heteroatomic compound, auxiliary agent, catalysts and solvents.The priming coat that silane coupling agent provided by the invention is formed after polyester film coating, cures without standing, and the adhesive force of priming coat and laminated polyester film can reach 0 grade, meet follow-up continuous production；Meanwhile the polyester film of coating base coat, room temperature, often wet storage placement can be carried out, when coating UV ink again, ink layer still can keep good adhesion property with priming coat.
Description
Technical field
The present invention relates to silane coupling agent, more particularly to a kind of silane coupling agent and preparation method thereof, a kind of polyester film and its preparation
Method.
Background technology
Polyester film be by polyethylene terephthalate macromolecule pellet and various auxiliary agents by melting, squeeze out, then
Transparent polyester type film of varying thickness is obtained via transverse direction, longitudinal stretching processing technology, due to excellent transparent of polyester film
Property, flexibility, ductility and with the series of characteristics such as certain high-low temperature resistant, be widely used in silk-screen packaging, medical treatment, ink spray
The fields such as painting especially in recent years, with the raising energetically of national consuming capacity, along with the continuous development of logistic industry, are used
Increasing in packaged polyester film demand, the outer surface of polyester film needs to print ink, but due to polyester film
It the surface on its surface can be relatively low so that ink is difficult to adhere to very well after being coated on its surface, generally in process, is required for
Certain processing is carried out to polyester film surface to improve adhesion property of the various ink on its surface.
Polyester film surface processing is commonly divided into two kinds：Sided corona treatment, primary coat processing.Sided corona treatment has certain use
Limitation and timeliness, the polyester film surface after sided corona treatment would generally be improved the adhesion property of thermosetting paint,
It is then undesirable to UV type ink adhesions, with the passage of polyester film standing time, the activity on sided corona treatment rear film surface
Center is faded away, and polyester film is also gradually reduced the adhesive force of thermosetting paint；Primary coat processing is current a kind of common
To the processing method of PET (polyethylene terephthalate) film surface, silane coupling agent is mainly polyurethanes coating, such bottom
Paint is on the market generally as the selection of reaction monomers, reaction system is different, and the polyurethane coating generally yielded can there are following
Problem：
(1) priming coat and polyester layer adhesion short time difficulty are up to standard, are embodied in：The polyester film of coating base coat is equal
Curing need to be stood, such as without curing, after UV ink layers are coated, due to erosion of the ink layer to priming coat, it may occur that ink layer
Priming coat is corroded, priming coat is caused to come off with laminated polyester film, continuous production can not be met in the short period.
(2) the follow-up longest of the UV ink duration that can construct is shorter, is embodied in：The polyester film of coating base coat is due to life
Production scheduling reason need to be placed temporarily carries out ink layer production again after a few days, and ought coat UV ink layers again, it may occur that ink layer
It is not up to standard with priming coat adhesive force.
(3) polyester film of coating base coat needs to carry out more stringent management and control to storage humiture during storage,
It is embodied in：The polyester film of coating base coat, room temperature, it is often wet under the conditions of store, priming coat can be due to environment temperature, wet
The influence of degree and accelerate crosslinking curing, when again coat UV ink when, it may occur that ink and priming coat adhesive force is not up to standard and de-
Fall phenomenon.
Many manufacturers are carrying out correlative study always, but often after solving the problems, such as with the next item up, often introduce
The problem of new and the ripe silane coupling agent product being more conform on more than performance requirement cannot be obtained.
Invention content
In order to solve the polyester film of coating base coat after room temperature, often wet placement, the attachment with the ink layer of rear coating
The problem of power is relatively low, the present invention provide a kind of silane coupling agent and preparation method thereof, a kind of polyester film and preparation method thereof.The present invention
The silane coupling agent of offer priming coat for being formed after polyester film coating, cures without standing, priming coat and laminated polyester film it is attached
Put forth effort to can reach 0 grade, meet follow-up continuous production；Meanwhile the polyester film of coating base coat, can carry out room temperature, often it is wet
Storage is placed, and when coating UV ink again, will not generate situation of the adhesive force less than 2 grades of ink layer and priming coat, ink
Layer still can keep good adhesion property with priming coat.
The present invention provides a kind of silane coupling agent, and the silane coupling agent includes following component：Amine-functionalized acrylic copolymer：
1%~15%；Olefin-propylene lonitrile copolymer：1%~10%；Epoxy resin：1%~10%；Polyester polyol：1%~
15%；Polycyclic heteroatomic compound：1%~5%；Auxiliary agent：0.5%~5%；Catalyst：0.01%~0.1%；Solvent：40%
~93%；The percentage is weight percentage.
Further, the solid content of the silane coupling agent is 4.6%~36.9%, and the percentage is weight percentage.
Further, the solid content of the silane coupling agent is preferably 13.4%~21.3%.
Further, the solid content of the silane coupling agent is most preferably 17.5%~19.5%.
Further, the amine-functionalized acrylic copolymer is the compound containing amine functional group and acrylic acid list
The side chain of body is functionalized obtained by the reaction.
Further, the compound containing amine functional group be selected from primary amine, secondary amine, tertiary amine, amide, acid imide, hydramine,
One kind or at least two combination in amine multicomponent heterocycle compound or aromatic amine compound.
Further, the compound containing amine functional group is preferably that primary amine, secondary amine, tertiary amine, amide or amine are polynary miscellaneous
One kind or at least two combinations in cycle compound.
Further, the compound containing amine functional group is most preferably primary amine, secondary amine or amine multicomponent heterocycle compound
In one kind or at least two combination.
Further, the acrylic monomers is selected from acrylic acid, methyl acrylate, ethyl acrylate, butyl acrylate, third
The own ester of olefin(e) acid, methacrylic acid, methyl methacrylate, ethyl methacrylate, butyl methacrylate, methacrylic acid oneself
Two kinds in ester, cyclohexyl methacrylate, hydroxy-ethyl acrylate, hydroxyethyl methacrylate or acrylic acid -2- hydroxyl ethyl esters or
At least three kinds of combination.
Further, the acrylic monomers be preferably acrylic acid, methyl acrylate, ethyl acrylate, methacrylic acid,
Two kinds or at least three kinds of combination in methyl methacrylate or hydroxyethyl methacrylate.
Further, the acrylic monomers is most preferably in acrylic acid, methacrylic acid or hydroxyethyl methacrylate
Two kinds or at least three kinds of combination.
Further, the amine-functionalized acrylic copolymer is selected from Primary amine-functionalised polyacrylic acid-methacrylic acid
Copolymer, amine multicomponent heterocycle compound functionalization polypropylene acid-hydroxyethyl methacrylate copolymer, Primary amine-functionalised polypropylene
Sour methyl esters-ethyl acrylate copolymer, secondary amine-functionalized polymethylacrylic acid-methylmethacrylate copolymer, tertiary amine function
Change polyacrylic acid-methyl acrylate copolymer, amide functionalized polymethyl acrylate-hydroxyethyl methacrylate copolymer or
One kind or at least two combination in amine multicomponent heterocycle compound functionalization polypropylene acid methyl esters-ethyl acrylate copolymer.
Further, the amine-functionalized acrylic copolymer is selected from Primary amine-functionalised polyacrylic acid-methacrylic acid
Copolymer or one kind in amine multicomponent heterocycle compound functionalization polypropylene acid-hydroxyethyl methacrylate copolymer or at least
Two kinds of combination.
Further, the number-average molecular weight of the olefin-propylene lonitrile copolymer is 3500~20000.
Further, the number-average molecular weight of the olefin-propylene lonitrile copolymer is preferably 6000~12000.
Further, the number-average molecular weight of the olefin-propylene lonitrile copolymer is most preferably 10000~12000.
Further, the olefin-propylene lonitrile copolymer is in aromatic series or aliphatic olefin-acrylonitrile copolymer
One kind or at least two combination, the olefin-propylene lonitrile copolymer be selected from polyethylene-propylene lonitrile copolymer, polyvinyl chloride-
Acrylonitrile copolymer, polypropylene-acrylonitrile copolymer, polybutadiene-acrylonitrile copolymer, polystyrene-acrylonitrile copolymer,
Polyvinyl acetate-acrylonitrile copolymer or one kind in poly-vinegar acid propylene-acrylonitrile copolymer or at least two combinations.
Further, the olefin-propylene lonitrile copolymer is preferably polyethylene-propylene lonitrile copolymer, polyvinyl chloride-propylene
Lonitrile copolymer, polypropylene-acrylonitrile copolymer, polybutadiene-acrylonitrile copolymer or polyvinyl acetate-acrylonitrile copolymer
In one kind or at least two combination.
Further, the olefin-propylene lonitrile copolymer is most preferably the copolymerization of polyethylene-propylene nitrile or polybutadiene-the third
One kind or combination of the two in alkene lonitrile copolymer.
Further, the epoxy resin is selected from bisphenol-A-epoxy polycondensates, cycloaliphatic epoxy resin, Bisphenol F type ring
Oxygen resin, more phenolic tetraglycidel ether epoxy resins, aliphatic glycidyl ether epoxy resin, aliphatic epoxy resin or contracting
One kind or at least two combination in water glycerol type epoxy resin.
Further, the epoxy resin is selected from bisphenol-A-epoxy polycondensates, cycloaliphatic epoxy resin, Bisphenol F type ring
One kind or at least two combination in oxygen resin, aliphatic glycidyl ether epoxy resin or aliphatic epoxy resin.
Further, one kind in cycloaliphatic epoxy resin or aliphatic epoxy resin of the epoxy resin or
Combination of the two.
Further, the polyester polyol be selected from poly- carbonic acid -1,6- hexylene glycol esterdiol, poly-epsilon-caprolactone glycol,
Polyadipate castor oil ester polyalcohol, polyadipate -1,4- butyl glycol ester diols, polyadipate ethylene glycol-condensed binaryglycol ester
Glycol or one kind in polyadipate ethylene glycol and 1,2-propylene glycol esterdiol or at least two combination.
Further, the polyester polyol is preferably polyadipate castor oil ester polyalcohol, polyadipate-Isosorbide-5-Nitrae-fourth
Glycol esterdiol, polyadipate ethylene glycol-diglycol ethylene esterdiol, polyadipate ethylene glycol and 1,2-propylene glycol esterdiol or poly- ε-
One kind or at least two combination in caprolactone diol.
Further, the polyester polyol is most preferably polyadipate ethylene glycol-diglycol ethylene esterdiol or gathers
One kind or combination in 6-caprolactone glycol.
Further, the polycyclic heteroatomic compound be selected from ethylene oxide, propylene oxide, aziridine, cycloheximide,
Azacyclopropane, tetrahydrofuran, nafoxidine, pyrroles, thiophene, pyrimidine, quinoline, purine, caprolactam, hexamethylene thioether, epithio second
Alkane, vinyl pyrrolidone, N- vinyl carbazoles or one kind in vinyl cyclohexyl ether or at least two combination.
Further, the polycyclic heteroatomic compound is preferably ethylene oxide, propylene oxide, aziridine, hexamethylene Asia
In amine, caprolactam, hexamethylene thioether, thiirane, vinyl pyrrolidone, N- vinyl carbazoles or vinyl cyclohexyl ether
It is a kind of or at least two combination.
Further, the polycyclic heteroatomic compound is most preferably ethylene oxide, aziridine or ethenyl pyrrolidone
One kind or at least two combination in ketone.
Further, the auxiliary agent includes 0.05%~0.5% initiator and 99.5%~99.95% curing
Agent, aforementioned percentage composition are the weight percentages that initiator or curing agent account for auxiliary agent；The initiator is selected from 2- hydroxyls -2-
Methyl-1-phenyl-1- acetone, 2,4,6 ,-trimethylbenzoyl phosphinic acid ethyl ester ,-four antimony chloride of ferric trichloride, butter of tin-
Chloralkane, dialkyl benzene formyl methyl sulfosalt or one kind in ferrocene salt or at least two combination；Described consolidates
Agent is methyl diphenylene diisocyanate.
Further, the initiator is selected from 2- hydroxy-2-methyl -1- phenyl -1- acetone, 2,4,6,-trimethylbenzene first
Acyl phosphonic acid ethyl ester, dialkyl benzene formyl methyl sulfosalt or one kind in ferrocene salt or at least two combination.
Further, the initiator is selected from 2,4,6 ,-trimethylbenzoyl phosphinic acid ethyl ester, dialkyl benzene formyl methyl
Sulfosalt or one kind in ferrocene salt or at least two combination.
Further, the catalyst is selected from dibutyltin dilaurate, triethylenediamine, triethylamine, three different
Propanolamine or one kind in N- alkyl -1,4- oxygen aza-hexanes or at least two combination.
Further, the catalyst is selected from dibutyltin dilaurate, triethylamine or N- alkyl-Isosorbide-5-Nitrae-oxygen nitrogen
One kind or at least two combination in miscellaneous hexane.
Further, the one kind or the two of the catalyst in dibutyltin dilaurate or triethylamine
Combination.
Further, the solvent is selected from acetone, toluene, methyl ethyl ketone, methanol, dimethylbenzene, ethyl acetate, acetic acid fourth
One kind in ester, hexamethylene, n-hexane, normal heptane, chloroform, carbon tetrachloride, tetrahydrofuran or n,N-dimethylacetamide
Or at least two combination.
Further, the solvent in acetone, ethyl acetate, butyl acetate, hexamethylene or chloroform one
Kind or at least two combination.
Further, the one kind or at least two of the solvent in ethyl acetate, hexamethylene or chloroform
Combination.
The present invention also provides a kind of preparation method of silane coupling agent, the preparation method includes the following steps：
(1) by amine-functionalized acrylic copolymer, epoxy resin, the glass that certain mass solvent is added according to proportioning is burnt
In cup, electric stirring 1h forms uniformly mixed solution；
(2) by olefin-propylene lonitrile copolymer, polyester polyol, polycyclic heteroatomic compound, step is added according to proportioning
(1) solution obtained, solubilization dilution agent, the solution being uniformly mixed；
(3) auxiliary agent, catalyst are added to by proportioning in the solution that step (2) obtains, are configured to silane coupling agent.
Further, step (1)-(3) carry out in the environment of light environment is yellow fluorescent lamp.
The present invention also provides a kind of polyester film, the polyester film includes polyester layer, priming coat and ink layer, institute successively
Priming coat is stated to be formed by curing by silane coupling agent.
Further, the silane coupling agent includes following component：Amine-functionalized acrylic copolymer：1%~15%；Alkene
Hydrocarbon-acrylonitrile copolymer：1%~10%；Epoxy resin：1%~10%；Polyester polyol：1%~15%；Polycyclic hetero atom
Compound：1%~5%；Auxiliary agent：0.5%~5%；Catalyst：0.01%~0.1%；Solvent：40%~93%；The percentage
Than being weight percentage.
Further, the material of the substrate layer is selected from polyethylene terephthalate (PET).
The present invention also provides a kind of preparation methods of polyester film, the described method comprises the following steps：
(1) uniformly mixed silane coupling agent is used into specific bar coater even spread to the surface of PET film；
(2) PET film for being coated with silane coupling agent is placed on transparency glass plate, is put into vacuum drying oven drying；
(3) PET film in step (2) and glass plate are taken out, under ultraviolet light in priming coat epoxy, alkene group
Divide and carry out curing reaction again.
(4) PET film obtained in step (3) carries out ink coating, curing.
Further, the bar specification of the specific bar coater in step (1) is 0.001~0.010mm.
Further, the temperature of vacuum drying oven is 50 DEG C in step (2), and drying time is 1min~5h, is being dried
Cheng Zhong reacts the hydroxyl of generation in silane coupling agent and the hydroxyl of itself system is further crosslinked with isocyanate curing agent.
Further, the cured energy of ultraviolet light in step (3) is 100~1200mJ/cm2。
Further, the overall thickness of polyester film is 6.5~511 μm, and the thickness of substrate layer is 5~500 μm, priming coat
Thickness is 0.5~10 μm, and the thickness of ink layer is 1~10 μm.
Further, the silane coupling agent includes following component：Amine-functionalized acrylic copolymer：2%~10%；Alkene
Hydrocarbon-acrylonitrile copolymer：2%~10%；Epoxy resin：1.5%~8%；Polyester polyol：2%~14%；Polycyclic hetero atom
Compound：2%~4%；Auxiliary agent：0.5%~3.8%；Catalyst：0.01%~0.07%；Solvent：66.49%~
80.45%；The percentage is weight percentage.The overall thickness of polyester film is 27.2~29 μm, and the thickness of substrate layer is 20
~25 μm, the thickness of priming coat is 0.5~5 μm, the thickness of ink layer for 0.7~
7.2μm.Above-mentioned technical proposal includes embodiment 9-15.
Further, the silane coupling agent includes following component：Amine-functionalized acrylic copolymer：6%；Olefin-propylene
Lonitrile copolymer：5%~6%；Epoxy resin：1.5%~6%；Polyester polyol：5%~10%；Polycyclic heteroatomic compound：
3.5%~4%；Auxiliary agent：2.93%~3%；Catalyst：0.05%~0.07%；Solvent：70%~70.95%；The percentage
Than being weight percentage.The overall thickness of polyester film is 28.1~28.2 μm, and the thickness of substrate layer is 20 μm, the thickness of priming coat
It it is 1~2 μm, the thickness of ink layer is 6.1~7.2 μm.Above-mentioned technical proposal includes embodiment 9-10.
Compared with prior art, silane coupling agent and polyester film provided by the invention have the advantage that：
(1) silane coupling agent provided by the invention first by amine-functionalized acrylic copolymer, epoxy resin with certain proportion
Solvent stirs into uniform solution.In this whipping process, the amine functional group of amine-functionalized acrylic copolymer can promote part
Epoxy resin carries out ring-opening reaction, and so as to generate a part of activity hydroxy, reactive hydrogen is being provided for subsequent thermal cross-linking reaction system
While, the cross-linking products of amine-functionalized acrylate and epoxy resin also can provide good adhesion property to polyester film.
(2) on the basis of being put in (1), by aromatic series or aliphatic olefin-acrylonitrile copolymer, polyester polyol, more
Ring hetero atom compound, auxiliary agent and catalyst are added to (1), are mixed into the homogeneous solution centainly contained admittedly.Silane coupling agent is coated to
After polyester film surface, vacuum bakeout is carried out, in this step, amine official during the-NCO functional groups in primary coat system can put with (1)
- OH functional groups that acrylic acid esters co-polymer and epoxy resin ring-opening reaction generate can be changed and with being added in follow-up system
- OH functional groups in polyester polyol, under the catalysis of catalyst, the quick heat cross-linking that occurs reacts, at this time priming coat and polyester
Adhesive force between film layer is further promoted, and the addition of aromatic series or aliphatic olefin-acrylonitrile copolymer, then can be right
The reduction of primary coat itself glass transition temperature plays a role, during preventing subsequent cure, the self-curing crosslinking of primary coat
Excessively and during UV ink is coated weaken the physical force between ink and primary coat.
(3) in being put in (2), the polyester film of coating base coat is taken out from baking oven, then UV photocurings are carried out to priming coat
Operation.In this step, the cationic initiator in primary coat system can generate reactive species, and then reactive species meeting under the radiation of UV light
To system epoxy resin, the epoxy moieties of non-open loop thermosetting, polycyclic heteroatomic compound are quickly handed at a terrific speed
Join curing reaction, so as to quickly dry priming coat.The quick formation of heavy polymer short time so that priming coat remains
A large amount of polar groups, part photocuring unreacted components retained, be follow-up UV ink in priming coat good adhesion
Realize the support that physics and chemical interactions are provided, in this step, priming coat has formed good adhesion with laminated polyester film
Energy.
(4) summary content, silane coupling agent provided by the invention, by thermo-cure crosslinking system and UV photoinitiated cationic polymerizations
Process is combined, and after hybrid polymer reaction system, obtains the priming coat excellent with the adhesive force of polyester film, and can meet rear
There is good adhesive force between the ink layer coated after continuous long-time, room temperature, often wet storage, meet the needs of continuous production.
Specific embodiment
According to following embodiments, the present invention may be better understood.It is however, as it will be easily appreciated by one skilled in the art that real
It applies the described content of example and is merely to illustrate the present invention, without sheet described in detail in claims should will not be limited
Invention.
The preparation method of silane coupling agent provided by the invention includes the following steps：
(1) by amine-functionalized acrylic copolymer, epoxy resin, the glass that certain mass solvent is added according to proportioning is burnt
In cup, electric stirring 1h forms uniformly mixed solution；
(2) by olefin-propylene lonitrile copolymer, polyester polyol, polycyclic heteroatomic compound, step is added according to proportioning
(1) solution obtained, solubilization dilution agent, the solution being uniformly mixed；
(3) auxiliary agent, catalyst are added to by proportioning in the solution that step (2) obtains, are configured to silane coupling agent.
The preparation method of polyester film provided by the invention includes the following steps：
(1) uniformly mixed silane coupling agent is used into specific bar coater even spread to the surface of PET film；
(2) PET film for being coated with silane coupling agent is placed on transparency glass plate, is put into vacuum drying oven drying；
(3) PET film in step (2) and glass plate are taken out, under ultraviolet light to epoxy, olefin component in priming coat
Carry out curing reaction again.
(4) PET film obtained in step (3) carries out ink coating, curing.
Further, the bar specification of the specific bar coater in step (1) is 0.001~0.010mm.
Further, the temperature of vacuum drying oven is 50 DEG C in step (2), and drying time is 1min~5h, is being dried
Cheng Zhong reacts the hydroxyl of generation in silane coupling agent and the hydroxyl of itself system is further crosslinked with isocyanate curing agent.
Further, the cured energy of ultraviolet light in step (3) is 100~1200mJ/cm2。
The performance test methods of silane coupling agent and polyester film provided by the invention are as follows：
1st, solid content：The solid content of silane coupling agent is surveyed using test method as defined in GB/T2793-1995 4.3
Examination.
2nd, the adhesive force of priming coat and substrate layer：Using test method specified in GB/T9286-98 to priming coat and base
The adhesive force of material layer is tested.The result grade of adhesive force is 0 grade of 1 grade of ﹥, 2 grades of ﹥, 3 grades of ﹥, 4 grades of ﹥, 5 grades of ﹥.
3rd, the adhesive force of ink layer and priming coat：Using test method specified in GB/T9286-98 to ink layer and bottom
The adhesive force of coating is tested.Room temperature (23 °) after substrate layer coating base coat, often place on wet (70RH%) 0h, for 24 hours,
48h, 4 days, 7 days, be coated with ink after 8 days, test its adhesive force respectively.The result grade of adhesive force is 0 grade of 1 grade of ﹥, 2 grades of ﹥ ﹥ 3
4 grades of ﹥ of grade, 5 grades of ﹥.
4th, thickness：The thickness test of polyester film is measured using Mitutoyo digital display micrometers.
Embodiment 1
Primary coat agent prescription in embodiment 1 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is Primary amine-functionalised polyacrylic acid-methyl acrylate copolymer；Olefin-propylene
Lonitrile copolymer is polyethylene-propylene lonitrile copolymer, number-average molecular weight 12000；Epoxy resin is bisphenol-A-epoxy polycondensates；It is poly-
Ester polyol is poly- carbonic acid -1,6-HD esterdiol；Polycyclic heteroatomic compound is ethylene oxide；Auxiliary agent is 2- hydroxyls -2-
Methyl-1-phenyl-1- acetone, methyl diphenylene diisocyanate, the weight ratio of the two is 0.05：99.95；Catalyst is two fourths
Base tin dilaurate；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 2
Primary coat agent prescription in embodiment 2 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is tertiary amine functionalized polymethyl acrylate-ethyl acrylate copolymer；Alkene-
Acrylonitrile copolymer is polyvinyl chloride-acrylonitrile copolymer, number-average molecular weight 7000；Epoxy resin is alicyclic epoxy tree
Fat；Polyester polyol is poly-epsilon-caprolactone glycol；Polycyclic heteroatomic compound is propylene oxide；Auxiliary agent is 2,4,6 ,-trimethyl
Benzoyl phosphinic acid ethyl ester and methyl diphenylene diisocyanate, the weight ratio of the two is 0.05：99.95；Catalyst is three second
Amine；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 3
Primary coat agent prescription in embodiment 3 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is amide functionalized butyl polyacrylate-Hexyl 2-propenoate copolymer；Alkene-
Acrylonitrile copolymer is polypropylene-acrylonitrile copolymer, number-average molecular weight 5000；Epoxy resin is bisphenol f type epoxy resin；
Polyester polyol is polyadipate castor oil ester polyalcohol；Polycyclic heteroatomic compound is aziridine；Auxiliary agent is ferric trichloride-four
Antimony chloride and methyl diphenylene diisocyanate, the weight ratio of the two is 0.05：99.95,；Catalyst is dibutyltindilaurylmercaptide osmanthus
Acid esters；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 4
Primary coat agent prescription in embodiment 4 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is the own ester copolymer of acid imide functionalized poly methacrylic acid-acrylic acid；Alkene
Hydrocarbon-acrylonitrile copolymer is polybutadiene-acrylonitrile copolymer, number-average molecular weight 10000；Epoxy resin shrinks for polyphenol type
Glycerin ether epoxy resin；Polyester polyol is polyadipate -1,4- butyl glycol ester diols；Polycyclic heteroatomic compound is sub- for hexamethylene
Amine；Auxiliary agent is butter of tin-chloralkane and methyl diphenylene diisocyanate, and the weight ratio of the two is 0.05：99.95,；It urges
Agent is triethylenediamine；Solvent is butyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 5
Primary coat agent prescription in embodiment 5 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is hydramine functionalized poly EUDRAGIT L100；
Olefin-propylene lonitrile copolymer is polystyrene-acrylonitrile copolymer, number-average molecular weight 20000；Epoxy resin contracts for aliphatic
Water glycerin ether epoxy resin；Polyester polyol is polyadipate ethylene glycol-diglycol ethylene esterdiol；Polycyclic heteroatomic compound
For cycloheximide, vinyl cyclohexyl ether, the weight ratio of the two is 1：1；Auxiliary agent is dialkyl benzene formyl methyl sulfosalt and hexichol
Dicyclohexylmethane diisocyanate, the weight ratio of the two is 0.05：99.95；Catalyst is triisopropanolamine；Solvent is butyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 6
Primary coat agent prescription in embodiment 6 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is amine multicomponent heterocycle compound functionalized poly methyl methacrylate-methyl-prop
Olefin(e) acid methacrylate copolymers；Olefin-propylene lonitrile copolymer is polyvinyl acetate-acrylonitrile copolymer, molecular weight 6000；Asphalt mixtures modified by epoxy resin
Fat is cycloaliphatic epoxy resin；Polyester polyol is polyadipate ethylene glycol and 1,2-propylene glycol esterdiol；Polycyclic heteroatomic compound is
Azacyclopropane；Auxiliary agent is ferrocene salt and methyl diphenylene diisocyanate, the weight ratio of three are 1：0.5：8.5, the two
Weight ratio be 0.05：99.95；Catalyst is dibutyltin dilaurate；Solvent is ethyl acetate, chloroform, the two
Weight ratio be 1：1.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 7
Primary coat agent prescription in embodiment 7 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is common for aromatic amine functionalized poly ethyl methacrylate-butyl methacrylate
Polymers；Olefin-propylene lonitrile copolymer is poly-vinegar acid propylene-acrylonitrile copolymer, number-average molecular weight 3500；Epoxy resin is contracting
Water glycerol type epoxy resin；Polyester polyol is poly- carbonic acid -1,6-HD esterdiol；Polycyclic heteroatomic compound is tetrahydrochysene furan
It mutters；Auxiliary agent is 2- hydroxy-2-methyl -1- phenyl -1- acetone, 2,4,6,-trimethylbenzoyl phosphinic acid ethyl ester and diphenylmethyl
Alkane diisocyanate, three weight ratio be 0.025：0.025：99.95；Catalyst is dibutyltin dilaurate and Sanya
Ethyldiamine, the weight ratio of the two is 1：1；Solvent is butyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 8
Primary coat agent prescription in embodiment 8 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is total to for Primary amine-functionalised polybutyl methacrylate-hexyl methacrylate class
Polymers；Olefin-propylene lonitrile copolymer is polyethylene-propylene lonitrile copolymer, number-average molecular weight 12000；Epoxy resin is bis-phenol
A- epoxy polycondensates；Polyester polyol is polyadipate -1,4- butyl glycol ester diols；Polycyclic heteroatomic compound is tetrahydrochysene pyrrole
It coughs up；Auxiliary agent is-four antimony chloride of ferric trichloride, butter of tin-chloralkane and methyl diphenylene diisocyanate, the weight of three
Than being 0.025：0.025：99.95；Catalyst is dibutyltin dilaurate；Solvent is butyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 9
Primary coat agent prescription in embodiment 9 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is Primary amine-functionalised polyacrylic acid-methacrylic acid copolymer；Olefin-propylene
Lonitrile copolymer is polyethylene-propylene lonitrile copolymer, number-average molecular weight 12000；Epoxy resin is cycloaliphatic epoxy resin；Polyester
Polyalcohol is polyadipate ethylene glycol-diglycol ethylene esterdiol；Polycyclic heteroatomic compound is ethylene oxide, vinyl pyrrole
Alkanone, the weight ratio of the two is 1：1；Auxiliary agent is 2,4,6 ,-trimethylbenzoyl phosphinic acid ethyl ester ferrocene salt, dialkyl benzene
Formyl methyl sulfosalt and methyl diphenylene diisocyanate, the weight ratio of three are 0.25：0.25：99.5；Catalyst is two
Butyl tin dilaurate and triethylamine, the weight ratio of the two is 1：1；Solvent be butyl acetate and chloroform, the weight of the two
Amount is than being 1：1.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 10
Primary coat agent prescription in embodiment 10 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is amine multicomponent heterocycle compound functionalization polypropylene acid-hydroxyethyl methacrylate second
Ester copolymer；Olefin-propylene lonitrile copolymer is polybutadiene-acrylonitrile copolymer, number-average molecular weight 10000；Epoxy resin
For aliphatic epoxy resin；Polyester polyol is poly-epsilon-caprolactone glycol；Polycyclic heteroatomic compound is aziridine, vinylpyridine
Pyrrolidone, the weight ratio of the two is 1：1；Auxiliary agent is 2,4,6 ,-trimethylbenzoyl phosphinic acid ethyl ester, ferrocene salt and hexichol
Dicyclohexylmethane diisocyanate, the weight ratio of three is 0.05：0.05：99.9；Catalyst is dibutyltin dilaurate and three
Ethamine, the weight ratio of the two is 1：1；Solvent is butyl acetate and hexamethylene, and the weight ratio of the two is 1：1.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 11
Primary coat agent prescription in embodiment 11 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is Primary amine-functionalised polymethyl acrylate-ethyl acrylate copolymer；Alkene-
Acrylonitrile copolymer is polyethylene-propylene lonitrile copolymer, number-average molecular weight 12000；Epoxy resin is bisphenol-A-epoxy polycondensation
Object；Polyester polyol is polyadipate castor oil ester polyalcohol；Polycyclic heteroatomic compound is ethylene oxide, propylene oxide, two
The weight ratio of person is 1：1；Auxiliary agent is 2- hydroxy-2-methyl -1- phenyl -1- acetone, two isocyanide of ferrocene salt and diphenyl methane
Acid esters, the weight ratio of three is 0.05：0.05：99.9；Catalyst is dibutyltin dilaurate；Solvent is acetone and hexamethylene
Alkane, the weight ratio of the two is 1：1.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 12
Primary coat agent prescription in embodiment 12 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is secondary amine-functionalized polymethylacrylic acid-methylmethacrylate copolymer；
Olefin-propylene lonitrile copolymer is polyvinyl chloride-acrylonitrile copolymer, number-average molecular weight 7000；Epoxy resin is aliphatic ring
Oxygen resin；Polyester polyol is polyadipate -1,4- butyl glycol ester diols；Polycyclic heteroatomic compound is aziridine, hexamethylene is sub-
Amine, the weight ratio of the two is 1：1；Auxiliary agent is 2- hydroxy-2-methyl -1- phenyl -1- acetone, dialkyl benzene formyl methyl sulfosalt
And methyl diphenylene diisocyanate, the weight ratio of three is 0.05：0.05：99.9；Catalyst is triethylamine；Solvent is acetic acid
Ethyl ester.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 13
Primary coat agent prescription in embodiment 13 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is tertiary amine functionalized polyacrylic acid-methyl acrylate copolymer；Olefin-propylene
Lonitrile copolymer is polypropylene-acrylonitrile copolymer, number-average molecular weight 5000；Epoxy resin is bisphenol f type epoxy resin；Polyester
Polyalcohol is polyadipate ethylene glycol-diglycol ethylene esterdiol；Polycyclic heteroatomic compound is caprolactam, hexamethylene thioether,
The weight ratio of the two is 1：1；Auxiliary agent is 2,4,6 ,-trimethylbenzoyl phosphinic acid ethyl ester, dialkyl benzene formyl methyl sulfosalt
And methyl diphenylene diisocyanate, the weight ratio of three is 0.05：0.05：99.9；Catalyst is N- alkyl -1,4- oxygen azepines
Hexane；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 14
Primary coat agent prescription in embodiment 14 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is amide functionalized polymethyl acrylate-hydroxyethyl methacrylate copolymerization
Object；Olefin-propylene lonitrile copolymer is polybutadiene-acrylonitrile copolymer, number-average molecular weight 10000；Epoxy resin is fat
Race's tetraglycidel ether epoxy resin；Polyester polyol is polyadipate ethylene glycol and 1,2-propylene glycol esterdiol；Polycyclic heteroatomic compound
For thiirane, vinyl pyrrolidone, the weight ratio of the two is 1：1；Auxiliary agent is 2,4,6 ,-trimethylbenzoyl phosphonic acids second
Ester, ferrocene salt and methyl diphenylene diisocyanate, the weight ratio of three is 0.05：0.05：99.9；Catalyst is dibutyl
Tin dilaurate, triethylamine, the weight ratio of the two is 1：1；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 15
Primary coat agent prescription in embodiment 15 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is amine multicomponent heterocycle compound functionalization polypropylene acid methyl esters-ethyl acrylate
Copolymer；Olefin-propylene lonitrile copolymer is polyvinyl acetate-acrylonitrile copolymer, number-average molecular weight 6000；Epoxy resin is
Aliphatic epoxy resin；Polyester polyol is poly-epsilon-caprolactone glycol；Polycyclic heteroatomic compound is N- vinyl carbazoles, ethylene
Basic ring hexyl ether, the weight ratio of the two is 1：1；Auxiliary agent for 2- hydroxy-2-methyl -1- phenyl -1- acetone, ferrocene salt, 2,4,
6 ,-trimethylbenzoyl phosphinic acid ethyl ester and methyl diphenylene diisocyanate, four weight ratio is 0.03：0.03：0.04：
99.9；Catalyst is triethylamine, N- alkyl-Isosorbide-5-Nitrae-oxygen aza-hexanes, and the weight ratio of the two is 1：1；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 16
Primary coat agent prescription in embodiment 16 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is common for the own ester-cyclohexyl methacrylate of secondary amine-functionalized polymethylacrylic acid
Polymers；Olefin-propylene lonitrile copolymer is polystyrene-acrylonitrile copolymer, polyvinyl acetate-acrylonitrile copolymer, the two
Weight ratio is, number-average molecular weight is respectively 20000 and 6000；Epoxy resin is glycidol type epoxy resin；Polyester polyol
For poly- carbonic acid -1,6- hexylene glycol esterdiol, poly-epsilon-caprolactone glycol, the weight ratio of the two is 1：1；Polycyclic heteroatomic compound is
Pyrroles, caprolactam, the weight ratio of the two is 1：1；Auxiliary agent is for alkane, dialkyl benzene formyl methyl sulfosalt and diphenylmethyl
Alkane diisocyanate, the weight ratio of three is 0.025：0.025：99.95；Catalyst is N- alkyl -1,4- oxygen aza-hexanes；It is molten
Agent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 17
Primary coat agent prescription in embodiment 17 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is amide functionalized polycyclohexyl methacrylate-hydroxy-ethyl acrylate copolymerization
Object；Olefin-propylene lonitrile copolymer is polybutadiene-acrylonitrile copolymer, polystyrene-acrylonitrile copolymer, the weight of the two
Than being respectively 10000 and 20000 for, number-average molecular weight；Epoxy resin is aliphatic epoxy resin；Polyester polyol for gather oneself two
Sour castor oil ester polyalcohol, polyadipate -1,4-butanediol esterdiol, the weight ratio of the two is 1：1；Polycyclic heteroatomic compound
For thiophene, hexamethylene thioether, the weight ratio of the two is 1：1；Auxiliary agent is-four antimony chloride of ferric trichloride, dialkyl benzene formyl methyl sulphur
Salt and methyl diphenylene diisocyanate, the weight ratio of three is 0.025：0.025：99.95；Catalyst is three isopropanols
Amine；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 18
Primary coat agent prescription in embodiment 18 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is that fragrant amine-functionalizedpolypropylene polypropylene acid hydroxyl ethyl ester-hydroxyethyl methacrylate is common
Polymers；Olefin-propylene lonitrile copolymer is polypropylene-acrylonitrile copolymer, polybutadiene-acrylonitrile copolymer, the weight of the two
Than being 1：1st, number-average molecular weight is respectively 5000 and 10000；Epoxy resin is aliphatic glycidyl ether epoxy resin；Polyester is more
First alcohol is polyadipate ethylene glycol-diglycol ethylene esterdiol, polyadipate ethylene glycol and 1,2-propylene glycol esterdiol, the weight of the two
Than being 1：1；Polycyclic heteroatomic compound is pyrimidine, thiirane, and the weight ratio of the two is 1：1；Auxiliary agent is ferric trichloride-tetrachloro
Change antimony, ferrocene salt and methyl diphenylene diisocyanate, the weight ratio of three is 0.025：0.025：99.95；Catalyst
For dibutyltin dilaurate；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 19
Primary coat agent prescription in embodiment 19 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is hydramine functionalized poly hydroxyethyl methacrylate-acrylic acid -2- hydroxyl ethyl esters
Copolymer；Olefin-propylene lonitrile copolymer is polyvinyl chloride-acrylonitrile copolymer, polypropylene-acrylonitrile copolymer, the weight of the two
Amount is than being 1：1st, number-average molecular weight is respectively 7000 and 5000；Epoxy resin is bisphenol f type epoxy resin；Polyester polyol is poly-
Carbonic acid -1,6- hexylene glycol esterdiol, polyadipate ethylene glycol and 1,2-propylene glycol esterdiol, the weight ratio of the two is 1：1；Polycyclic miscellaneous original
Sub- compound is quinoline, vinyl pyrrolidone, and the weight ratio of the two is 1：1；Auxiliary agent is butter of tin-chloralkane, two cyclopentadienyls
Molysite, methyl diphenylene diisocyanate, the weight ratio of three is 0.025：0.025：99.95；Catalyst is dibutyl tin two
Laurate；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
Embodiment 20
Primary coat agent prescription in embodiment 20 is as shown in table 1, wherein：
Amine-functionalized acrylic copolymer is common for acid imide functionalized poly cyclohexyl methacrylate-hydroxy-ethyl acrylate
Polymers；Olefin-propylene lonitrile copolymer is polyethylene-propylene lonitrile copolymer, the weight of polyvinyl chloride-acrylonitrile copolymer, the two
Than being 1：1st, number-average molecular weight is respectively 12000 and 7000；Epoxy resin is bisphenol-A-epoxy polycondensates；Polyester polyol is poly-
Carbonic acid -1,6- hexylene glycol esterdiol, polyadipate ethylene glycol-diglycol ethylene esterdiol, the weight ratio of the two is 1：1；It is polycyclic
Heteroatomic compound is purine, N- vinyl carbazoles, and the weight ratio of the two is 1：1；Auxiliary agent for 2- hydroxy-2-methyl -1- phenyl -
1- acetone, ferrocene salt, methyl diphenylene diisocyanate, the weight ratio of three is 0.025：0.025：99.95；Catalyst is
Dibutyltin dilaurate；Solvent is ethyl acetate.
The performance test results of silane coupling agent and polyester film are shown in Table 2, and the thickness of polyester film is shown in Table 3.
The proportioning for the silane coupling agent that 1 embodiment 1-20 of table is provided
The silane coupling agent and the performance test results of polyester film that 2 embodiment 1-20 of table is provided
The thickness for the polyester film that 3 embodiment 1-20 of table is provided
From Table 2, it can be seen that the priming coat and the adhesive force of substrate layer that are formed after silane coupling agent curing provided by the invention
Well, adhesive force is good for ink layer and priming coat.Wherein, the comprehensive performance for the polyester film that embodiment 9-15 is provided is preferable：
The adhesive force of priming coat and substrate layer is 0 grade, the adhesive force of ink layer and priming coat (0h, for 24 hours, 48h, 4 days, 7 days, 8 days) point
It Zhi Shaowei not be 0 grade, 1 grade, 1 grade, 2 grades, 2 grades, 2 grades.Particularly, embodiment 9-10 provide polyester film comprehensive performance more
It is good：The adhesive force of priming coat and substrate layer is 0 grade, the adhesive force of ink layer and priming coat (0h, for 24 hours, 48h, 4 days, 7 days, 8 days)
All it is 0 grade.
The foregoing is only a preferred embodiment of the present invention, is not intended to limit the scope of the present invention.It is every
The equivalent changes and modifications done according to the content of present invention are encompassed by the scope of the claims of the present invention.
Claims (10)
1. a kind of silane coupling agent, which is characterized in that the silane coupling agent includes following component：Amine-functionalized acrylic copolymer：1%
~15%；Olefin-propylene lonitrile copolymer：1%~10%；Epoxy resin：1%~10%；Polyester polyol：1%~15%；It is more
Ring hetero atom compound：1%~5%；Auxiliary agent：0.5%~5%；Catalyst：0.01%~0.1%；Solvent：40%~93%；
The percentage is weight percentage.
2. silane coupling agent according to claim 1, which is characterized in that the solid content of the silane coupling agent is 4.6%~36.9%,
The percentage is weight percentage.
3. silane coupling agent according to claim 1, which is characterized in that the amine-functionalized acrylic copolymer be containing
The compound of amine functional group and the side chain of acrylic monomers are functionalized obtained by the reaction.
4. silane coupling agent according to claim 1, which is characterized in that the number-average molecular weight of the olefin-propylene lonitrile copolymer
It is 3500~20000.
5. silane coupling agent according to claim 1, which is characterized in that the epoxy resin is selected from bisphenol-A-epoxy polycondensation
Object, cycloaliphatic epoxy resin, bisphenol f type epoxy resin, more phenolic tetraglycidel ether epoxy resins, aliphatic glycidyl ether ring
Oxygen resin, aliphatic epoxy resin or one kind in glycidol type epoxy resin or at least two combination.
A kind of 6. method for preparing claim 1-5 any one of them silane coupling agent, which is characterized in that the preparation method packet
Include following steps：
(1) by amine-functionalized acrylic copolymer, epoxy resin, the glass beaker of certain mass solvent is added according to proportioning
In, electric stirring 1h forms uniformly mixed solution；
(2) it by olefin-propylene lonitrile copolymer, polyester polyol, polycyclic heteroatomic compound, adds in step (1) according to proportioning and obtains
The solution arrived, solubilization dilution agent, the solution being uniformly mixed；
(3) auxiliary agent, catalyst are added to by proportioning in the solution that step (2) obtains, are configured to silane coupling agent.
7. the preparation method of silane coupling agent according to claim 6, which is characterized in that step (1)-(3) are in light ring
Border is carries out in the environment of yellow fluorescent lamp.
8. a kind of polyester film, which is characterized in that the polyester film includes polyester layer, priming coat and ink layer successively, described
Priming coat is formed by curing by silane coupling agent.
9. polyester film according to claim 8, which is characterized in that the silane coupling agent includes following component：It is amine-functionalized
Acrylic copolymer：1%~15%；Olefin-propylene lonitrile copolymer：1%~10%；Epoxy resin：1%~10%；Polyester
Polyalcohol：1%~15%；Polycyclic heteroatomic compound：1%~5%；Auxiliary agent：0.5%~5%；Catalyst：0.01%~
0.1%；Solvent：40%~93%；The percentage is weight percentage.
A kind of 10. method for preparing polyester film according to any one of claims 8, which is characterized in that the described method comprises the following steps：
(1) uniformly mixed silane coupling agent is used into specific bar coater even spread to the surface of PET film；
(2) PET film for being coated with silane coupling agent is placed on transparency glass plate, is put into vacuum drying oven drying；
(3) PET film in step (2) and glass plate are taken out, under ultraviolet light in priming coat epoxy, olefin component into
Capable curing reaction again.
(4) PET film obtained in step (3) carries out ink coating, curing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711380874.4A CN108250925B (en) | 2017-12-20 | 2017-12-20 | Primer and preparation method thereof, polyester film and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111423716A (en) * | 2020-05-07 | 2020-07-17 | 广州越神医疗设备有限公司 | Medical plastic film and preparation method thereof |
| CN111732866A (en) * | 2020-06-04 | 2020-10-02 | 新恒东薄膜材料（常州）有限公司 | High-adhesion toughening primer coating for transparent PI (polyimide) substrate |
| CN115247016A (en) * | 2021-09-01 | 2022-10-28 | 上海首孚复合材料有限公司 | Primer for improving adhesion and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103205146A (en) * | 2013-03-27 | 2013-07-17 | 中国科学院广州地球化学研究所 | Ultraviolet-curable PET film surface treatment bottom sizing agent and preparing method and application thereof |
| CN105415883A (en) * | 2014-09-16 | 2016-03-23 | 富士胶片株式会社 | Inkjet Recording Method, And Printed Material |
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2017
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103205146A (en) * | 2013-03-27 | 2013-07-17 | 中国科学院广州地球化学研究所 | Ultraviolet-curable PET film surface treatment bottom sizing agent and preparing method and application thereof |
| CN105415883A (en) * | 2014-09-16 | 2016-03-23 | 富士胶片株式会社 | Inkjet Recording Method, And Printed Material |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111423716A (en) * | 2020-05-07 | 2020-07-17 | 广州越神医疗设备有限公司 | Medical plastic film and preparation method thereof |
| CN111732866A (en) * | 2020-06-04 | 2020-10-02 | 新恒东薄膜材料（常州）有限公司 | High-adhesion toughening primer coating for transparent PI (polyimide) substrate |
| CN111732866B (en) * | 2020-06-04 | 2021-08-10 | 新恒东薄膜材料（常州）有限公司 | High-adhesion toughening primer coating for transparent PI (polyimide) substrate |
| CN115247016A (en) * | 2021-09-01 | 2022-10-28 | 上海首孚复合材料有限公司 | Primer for improving adhesion and application thereof |
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| CN108250925B (en) | 2020-08-28 |
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Application publication date: 20180706 Assignee: NINGBO JIANGBEI EXCITON NEW MATERIAL TECHNOLOGY Co.,Ltd. Assignor: Ningbo Exciton Technology Co.,Ltd. Contract record no.: X2024330000049 Denomination of invention: A primer and its preparation method, a polyester film and its preparation method Granted publication date: 20200828 License type: Common License Record date: 20240429 |