CN1068617C - 涂覆的聚碳酸酯模制品 - Google Patents
涂覆的聚碳酸酯模制品 Download PDFInfo
- Publication number
- CN1068617C CN1068617C CN95115864A CN95115864A CN1068617C CN 1068617 C CN1068617 C CN 1068617C CN 95115864 A CN95115864 A CN 95115864A CN 95115864 A CN95115864 A CN 95115864A CN 1068617 C CN1068617 C CN 1068617C
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- CN
- China
- Prior art keywords
- alkyl
- formula
- coating
- polycarbonate
- phenyl
- 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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- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 39
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 39
- 239000011248 coating agent Substances 0.000 claims abstract description 52
- 238000000576 coating method Methods 0.000 claims abstract description 52
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 25
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 14
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 150000002367 halogens Chemical class 0.000 claims abstract description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 5
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical group NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 4
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 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 abstract 3
- 229930185605 Bisphenol Natural products 0.000 claims abstract 2
- 239000000463 material Substances 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 18
- 238000000465 moulding Methods 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 150000008065 acid anhydrides Chemical class 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 3
- 238000007711 solidification Methods 0.000 claims description 3
- 230000008023 solidification Effects 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 claims description 2
- 150000002118 epoxides Chemical class 0.000 claims 1
- -1 Cl or Br) Chemical class 0.000 abstract description 11
- 125000003118 aryl group Chemical group 0.000 abstract description 6
- 125000000753 cycloalkyl group Chemical group 0.000 abstract description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 2
- 229920000877 Melamine resin Chemical group 0.000 abstract description 2
- 150000008064 anhydrides Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 125000003700 epoxy group Chemical group 0.000 abstract 1
- 238000005510 radiation hardening Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 29
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 23
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 10
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 10
- 239000005056 polyisocyanate Substances 0.000 description 10
- 229920001228 polyisocyanate Polymers 0.000 description 10
- 150000001721 carbon Chemical group 0.000 description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- MNAHQWDCXOHBHK-UHFFFAOYSA-N 1-phenylpropane-1,1-diol Chemical compound CCC(O)(O)C1=CC=CC=C1 MNAHQWDCXOHBHK-UHFFFAOYSA-N 0.000 description 7
- 239000004593 Epoxy Substances 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 229910000077 silane Inorganic materials 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 6
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000008199 coating composition Substances 0.000 description 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 5
- 239000001294 propane Substances 0.000 description 5
- 229920001169 thermoplastic Polymers 0.000 description 5
- 239000004416 thermosoftening plastic Substances 0.000 description 5
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229920004061 Makrolon® 3108 Polymers 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 239000008119 colloidal silica Substances 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 238000001723 curing Methods 0.000 description 4
- 239000000413 hydrolysate Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 125000000466 oxiranyl group Chemical group 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 4
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 150000002924 oxiranes Chemical class 0.000 description 3
- 235000013824 polyphenols Nutrition 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 2
- 238000003848 UV Light-Curing Methods 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- BTXCHYCUHBGRMK-UHFFFAOYSA-N amino sulfamate Chemical compound NOS(N)(=O)=O BTXCHYCUHBGRMK-UHFFFAOYSA-N 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- FNIATMYXUPOJRW-UHFFFAOYSA-N cyclohexylidene Chemical group [C]1CCCCC1 FNIATMYXUPOJRW-UHFFFAOYSA-N 0.000 description 2
- PWAPCRSSMCLZHG-UHFFFAOYSA-N cyclopentylidene Chemical group [C]1CCCC1 PWAPCRSSMCLZHG-UHFFFAOYSA-N 0.000 description 2
- 238000003618 dip coating Methods 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 229920006334 epoxy coating Polymers 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 239000007789 gas Substances 0.000 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 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- YCOZIPAWZNQLMR-UHFFFAOYSA-N pentadecane Chemical compound CCCCCCCCCCCCCCC YCOZIPAWZNQLMR-UHFFFAOYSA-N 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 2
- 229910052724 xenon Inorganic materials 0.000 description 2
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 description 1
- HCMGUYVGXYMWRB-UHFFFAOYSA-N 1-propoxyperoxypropane Chemical compound CCCOOOCCC HCMGUYVGXYMWRB-UHFFFAOYSA-N 0.000 description 1
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 1
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 description 1
- HJZJMARGPNJHHG-UHFFFAOYSA-N 2,6-dimethyl-4-propylphenol Chemical compound CCCC1=CC(C)=C(O)C(C)=C1 HJZJMARGPNJHHG-UHFFFAOYSA-N 0.000 description 1
- AFYNWNWCDBFAJL-UHFFFAOYSA-N 2,7-dimethyl-9-phenylacridine-3,6-diamine Chemical compound C12=CC(C)=C(N)C=C2N=C2C=C(N)C(C)=CC2=C1C1=CC=CC=C1 AFYNWNWCDBFAJL-UHFFFAOYSA-N 0.000 description 1
- HIMXAERGQMNODV-UHFFFAOYSA-N 2-N,4-N,1,2,3,4-hexamethoxy-2-N-methyl-1,3,5-triazine-2,4,6-triamine Chemical compound CONC1(N(C(N(C(=N1)N)OC)(N(C)OC)OC)OC)OC HIMXAERGQMNODV-UHFFFAOYSA-N 0.000 description 1
- KKTHVIFMJFUZCV-UHFFFAOYSA-N 2-N-methyl-2-N-propan-2-yloxy-1,3,5-triazine-2,4,6-triamine Chemical class C(C)(C)ON(C1=NC(=NC(=N1)N)N)C KKTHVIFMJFUZCV-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
- SUAYFRHPQLERMW-UHFFFAOYSA-N 2-methyl-1,2-diphenylpropan-1-one Chemical compound C=1C=CC=CC=1C(C)(C)C(=O)C1=CC=CC=C1 SUAYFRHPQLERMW-UHFFFAOYSA-N 0.000 description 1
- UNHTXHGQQCZHEI-UHFFFAOYSA-N 2-n-butoxy-2-n-methyl-1,3,5-triazine-2,4,6-triamine Chemical compound CCCCON(C)C1=NC(N)=NC(N)=N1 UNHTXHGQQCZHEI-UHFFFAOYSA-N 0.000 description 1
- CBVALDDWDONNQV-UHFFFAOYSA-N 2-n-ethoxy-2-n-methyl-1,3,5-triazine-2,4,6-triamine Chemical class CCON(C)C1=NC(N)=NC(N)=N1 CBVALDDWDONNQV-UHFFFAOYSA-N 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- KKAJSJJFBSOMGS-UHFFFAOYSA-N 3,6-diamino-10-methylacridinium chloride Chemical compound [Cl-].C1=C(N)C=C2[N+](C)=C(C=C(N)C=C3)C3=CC2=C1 KKAJSJJFBSOMGS-UHFFFAOYSA-N 0.000 description 1
- ASURBSPIYIISGI-UHFFFAOYSA-N 4-(3,3,5-trimethylcyclohexyl)phenol Chemical compound C1C(C)(C)CC(C)CC1C1=CC=C(O)C=C1 ASURBSPIYIISGI-UHFFFAOYSA-N 0.000 description 1
- KLSLBUSXWBJMEC-UHFFFAOYSA-N 4-Propylphenol Chemical compound CCCC1=CC=C(O)C=C1 KLSLBUSXWBJMEC-UHFFFAOYSA-N 0.000 description 1
- HJSPWKGEPDZNLK-UHFFFAOYSA-N 4-benzylphenol Chemical compound C1=CC(O)=CC=C1CC1=CC=CC=C1 HJSPWKGEPDZNLK-UHFFFAOYSA-N 0.000 description 1
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 1
- ULPDSNLBZMHGPI-UHFFFAOYSA-N 4-methyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(C)CCC2OC21 ULPDSNLBZMHGPI-UHFFFAOYSA-N 0.000 description 1
- KNDDEFBFJLKPFE-UHFFFAOYSA-N 4-n-Heptylphenol Chemical compound CCCCCCCC1=CC=C(O)C=C1 KNDDEFBFJLKPFE-UHFFFAOYSA-N 0.000 description 1
- NRFMZKXHPJBQBW-UHFFFAOYSA-N 5-methyl-7-oxabicyclo[4.1.0]heptane Chemical compound CC1CCCC2OC12 NRFMZKXHPJBQBW-UHFFFAOYSA-N 0.000 description 1
- RBHIUNHSNSQJNG-UHFFFAOYSA-N 6-methyl-3-(2-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane Chemical compound C1CC2(C)OC2CC1C1(C)CO1 RBHIUNHSNSQJNG-UHFFFAOYSA-N 0.000 description 1
- NHJIDZUQMHKGRE-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-yl 2-(7-oxabicyclo[4.1.0]heptan-4-yl)acetate Chemical compound C1CC2OC2CC1OC(=O)CC1CC2OC2CC1 NHJIDZUQMHKGRE-UHFFFAOYSA-N 0.000 description 1
- IRWJFLXBMUWAQM-UHFFFAOYSA-N 9h-xanthen-1-amine Chemical compound O1C2=CC=CC=C2CC2=C1C=CC=C2N IRWJFLXBMUWAQM-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical class N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 241000963007 Anelosimus may Species 0.000 description 1
- AGDLXCMOCHADLJ-UHFFFAOYSA-N C(CC)ON(C1=NC(=NC(=N1)N)N)C Chemical class C(CC)ON(C1=NC(=NC(=N1)N)N)C AGDLXCMOCHADLJ-UHFFFAOYSA-N 0.000 description 1
- FTXGMEIENZGHGE-UHFFFAOYSA-N C1(CCCCC1)ON(C1=NC(=NC(=N1)N)N)C Chemical class C1(CCCCC1)ON(C1=NC(=NC(=N1)N)N)C FTXGMEIENZGHGE-UHFFFAOYSA-N 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 1
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical class C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229910018286 SbF 6 Inorganic materials 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
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Abstract
涂覆聚碳酸酯模制品的方法，其特征在于在由环脂族二酚聚碳酸酯构成的模制体表面涂以0.5-200μm厚的涂覆材料，该涂覆材料含有具有丙烯酸酯、烯丙基、环氧化物、硅烷醇、异氰酸酯、酸酐、蜜胺官能团或其组合作为可交联成分，涂覆后的模制品被热和/或辐射固化，并可加入热或光化学固化催化剂。
Description
由聚碳酸酯制得的模制品以其透明性、高耐冲击性、高热挠曲温度和尺寸稳定性而著称。为了使这些制品能更好地承受外来的影响，经常给它们加上一个涂覆表面层。这最好通过涂漆来进行。为了使涂覆的制品适于使用，尤其是长期使用，表面层与底材之间必须有足够的附着力。
我们发现，当使用特定的聚碳酸酯作为基材时，在聚碳酸酯模制品与表面层之间可获得特别好的附着。
本发明涉及涂覆具有高的热挠曲温度的特定聚碳酸酯的方法，其中所得涂层对底材表现出特别好的附着并且同时表现是极佳的光学性能，尤其是透明性。
本发明提供涂覆聚碳酸酯模制品的方法，其特征在于在由基于式(Ⅰa)二酚的聚碳酸酯(A)构成的模制体表面涂以0.5-200μm厚的涂覆材料(B)，该涂覆材料含有具有丙烯酸酯、烯丙基、环氧化物、硅烷醇、异氰酸酯、酸酐、蜜胺官能团或其组合作为可交联成分，涂覆后的模制品被热和/或辐射固化，并可加入热或光化学固化催化剂；热固化优选在130-220℃进行；式(Ⅰa)为：
式中R1和R2互相独立地代表氢，卤素，优选氯或溴，C1-C8烷基，C5-C6
环烷基，C6-C10芳基，优选苯基，和C7-C12芳烷基，优选苯基-C1
-C4烷基，特别是苄基，m代表4或5R3和R4对于各X可分别地选择，互相独立地代表氢或C1-C6烷基，且X代表碳，前提条件是：在至少一个X原子上，R3和R4同时代表烷基。
本发明还提供如此制得的模制体。聚碳酸酯(A)是分子量
Mw(重均分子量)至少为10,000、最好为20,000-300,000的高分子量热塑性芳族聚碳酸酯，它含有式(Ⅰ)二官能碳酸酯结构单元式中R1和R2互相独立地代表氢，卤素，优选氯或溴，C1-C8烷基，C5-C6
环烷基，C6-C10芳基，优选苯基，和C7-C12芳烷基，优选苯基-C1
-C4烷基，特别是苄基，m代表4或5R3和R4对于各X可分别地选择，互相独立地代表氢或C1-C6烷基，且X代表碳，前提条件是：在至少一个X原子上，R3和R4同时代表烷基。
这些聚碳酸酯和作为基础的式(Ⅰ)二羟基二苯基环烷烃以及该两种产品的制备在EP 395953中有详述。式(Ⅰ)二羟基二苯基环烷烃是聚碳酸酯(A)的原料。在该式(Ⅰ)中，优选的烷基基团是甲基；在二苯基取代的碳原子(C1)的α-位的X原子最好不是二烷基取代的，而在C1的β-位的烷基二取代是优选的。
在环脂族基团中具有5元和6元碳环的二羟基二苯基环烷烃(在式(Ⅰa)中，m=4或5)是优选的，例如式(Ⅰb)到(Ⅰd)的二酚 
特别优选1,1-二(4-羟基苯基)-3,3,5-三甲基环己烷(R1和R2为氢的式Ⅰb)。
可以使用一种式(Ⅰa)二酚，生成均聚碳酸酯；或者可以使用多种式(Ⅰa)二酚，生成共聚碳酸酯。
此外，也可以将式(Ⅰa)二酚与其它二酚混合使用，例如与式(Ⅰe)二酚
HO-Z-OH (Ⅰe)混合使用，以制备高分子量热塑性芳族聚碳酸酯。
其它适宜的式(Ⅰe)二酚是那些其中Z是具有6-30个碳原子的芳族基团的化合物，它们可以含有一个或多个芳环，可以是取代的并且可以含有与式(Ⅰa)的不同的脂族基团和环脂族基团或者杂原子作为桥。
特别优选的式(Ⅰe)二酚是例如：2,2-二(4-羟基苯基)丙烷，2,2-二(3,5-二甲基-4-羟基苯基)丙烷，2,2-二(3,5-二氯-4-羟基苯基)丙烷，2,2-二(3,5-二溴-4-羟基苯基)丙烷和1,1-二(4-羟基苯基)环己烷。
武(Ⅰa)二酚与可选的伴随使用的式(Ⅰe)其它二酚的摩尔比率在100％(摩尔)(Ⅰa)比0％(摩尔)(Ⅰe)和2％(摩尔)(Ⅰa)比98％(摩尔)(Ⅰe)之间，优选在100％(摩尔)(Ⅰa)比0％(摩尔)(Ⅰe)和5％(摩尔)(Ⅰa)比95％(摩尔)(Ⅰe)之间，尤其在100％(摩尔)(Ⅰa)比0％(摩尔)(Ⅰe)和10％(摩尔)(Ⅰa)比90％(摩尔)(Ⅰe)之间，特别是在100％(摩尔)(Ⅰa)比0％(摩尔)(Ⅰe)和20％(摩尔)(Ⅰa)比80％(摩尔)(Ⅰe)之间。
式(Ⅰa)二酚可选地与其它二酚一起使用制得的高分子量聚碳酸酯可以用所有已知的制备聚碳酸酯的方法来制备。此处，不同的二酚可以统计地和整段地相互连接在一起。
通过缩合少量、优选0.05-2.0％(摩尔)(相对于所用的二酚)三官能团或多于三官能团的化合物，特别是具有不少于三个酚羟基的化合物，可将聚碳酸酯以本身已知的方式支化。一些具有三个或多于三个酚羟基支化剂的例子是：间苯三酚、4,6-二甲基-2,4,6-三(4-羟基苯基)庚烯-2、4,6-二甲基-2,4,6-三(4-羟基苯基)庚烷、1,3,5-三(4-羟基苯基)苯、1,1,1-三(4-羟基苯基)乙烷、三(4-羟基苯基)苯基甲烷、2,2-二[4,4-二(4-羟基苯基)环己基]丙烷、2,4-二(4-羟基苯基异丙基)苯酚、2,6-二(2-羟基-5-甲基苄基)-4-甲基苯酚、2-(4-羟基苯基)2-(2,4-二羟基苯基)丙烷、六[4-(4-羟基苯基异丙基)苯基]邻苯二甲酸酯、四(4-羟基苯基)甲烷、四[4-(4-羟基苯基异丙基)苯氧基]甲烷和1,4-二[4,4″-二羟基三苯基)甲基]苯。一些其它的三官能团化合物是2,4-二羟基苯甲酸、1,3,5-苯三酸、氰尿酰氯和3,3-二(3-甲基4-羟基苯基)-2-氧代-2,3-二氢吲哚。
使用常规浓度的单官能团化合物作为链终止剂来进行本身已知的聚碳酸酯A分子量的控制。适宜的化合物是例如苯酚、叔丁基苯酚类或其它烷基-C1-C7取代的苯酚类。少量式(Ⅰf)苯酚特别适宜用来控制分子量。式(Ⅰf)为：
式中R 代表支化的C8烷基和/或C9烷基基团。
在烷基基团R中，CH3质子的比例优选在47-89％之间，CH-和CH2质子的比例优选在53-11％之间；而且，R优选在OH基的邻位和/或对位，邻位上限特别优选20％。链终止剂的用量通常为二酚用量的0.5-10％(摩尔)，优选1.5-8％(摩尔)。进一步的详情可参见EP 395953。聚碳酸酯(A)可以按本身已知的方法制备，优选使用相界面法(参见(cf.H.schnell,″Chemistry and Physics of Polycarbonates″,
Polymer Reviews,Vol.Ⅸ,pages 33 ff.,Interscience Publ.
1964).
聚碳酸酯(A)可以通过已知的方法均相制备、通过所谓“吡啶法”以及通过已知的熔融酯基转移法用例如碳酸二苯酯而不用光气来制备。
聚碳酸酯由于混有式(Ⅰa)二酚而具有高的热挠曲温度。
特别优选的聚碳酸酯A是含有式(Ⅰg)单元的那些，式(Ⅰg)为：
式中R1和R2具有就式(Ⅰ)所给出的意义，但特别优选氢。
除了具有高的热挠曲温度外，该聚碳酸酯还具有良好的紫外光稳定性和良好的熔体流动性。
通过与其它二酚的可选的组合，特别是与式(Ⅰe)的组合，聚碳酸酯的性能可进一步有利地改变。在这种共聚碳酸酯中，式(Ⅰa)二酚在聚碳酸酯中的含量，相对于总量为100％(摩尔)的二酚单元计，为100％(摩尔)到2％(摩尔)，优选100％(摩尔)到5％(摩尔)，特别是100-10％(摩尔)，最优选100％(摩尔)到20％(摩尔)。涂覆材料
适宜的涂覆材料(B)是交联成分含有丙烯酸酯、烯丙基、环氧化物、硅烷醇、异氰酸酯、酸酐、蜜胺官能团或其组合的涂料体系。这些涂料体系的综述可参见：″Lehrbuch der Lacke undBeschichtungen″，编辑：Dr.Hans Kittel,Verlag W.A.Colombin H.Heenemann GmbH,Stuttgart,Berlin；″Lackkunstharze″Hans Wegner和Hans Friedrich Sarx at Carl Hanser Verlag,Munich 1971；尤其是对于环氧树脂可参见：″Epoxy Resins,Chemistry and Technology″,Marcel Dekker,Inc.的Clayton A.May和Yoshio Tanaka编辑，纽约1973，第7章，pages 451 ff.
实施例A．涂以丙烯酸涂料的聚碳酸酯模制体
将3mm厚的基于二酚Ⅰb和双酚A的共聚碳酸酯(Tg为185℃
的Apcc HT KU 1-9350，得自Bayer AG)的试片(105×150×3mm)
和供比较用的基于双酚A的聚碳酸酯(Tg为148℃的
Markrolon3108，得自Bayer AG)的试片用异丙醇纯化并用机械
装置将其浸入下述混合物中，用120秒的时间从混合物中恒稳地
取出。然后将如此涂覆的试片装在一个架子上在氮气氛中用照射
[用带有中压汞弧灯(功率：80W/cm)的紫外光照射装置]由上
边和下边各固化一次。
混合物
80重量份 涂料混合物A
20重量份 己二醇二丙烯酸酯
5重量份 N-乙烯基吡咯烷酮
3重量份 2,2-二甲基-2-苯基乙酰苯涂料混合物A314.8g 丙烯酸羟乙酯768g 己二醇二丙烯酸酯0.5g 二叔丁基氢醌0.25g 二月桂酸二丁基锡
将上述混合物置于装有搅拌器、内部温度计和气体入口管的2升圆颈烧瓶中。然后在40-45℃和通入干燥气体的条件下滴加453.1g基于六亚甲基二异氰酸酯的、主成分为三分子六亚甲基二异氰酸酯形成的缩二脲的多异氰酸酯。滴加完毕后，将反应混合物在60-65℃加热直到NCO值降到0.1％以下，这通常在6小时后发生。
为了评定涂料的附着力和耐候化性能，进行了横切附着力试验(cross-cut adhension test)，即在涂层上划6×6的一组线，各线间距离为1mm，随后用胶带迅速揭除。然后按照DIN53151分为0-5级。
得到如下结果：
B．涂有环氧涂料的聚碳酸酯模制体
| 实施例 | 未气候老化级别 | 经1000小时氙WON照射后级别 | 经3000小时氙WON照射后级别 |
| Apec HTKU 1-9350 | 0 | 0 | 0 |
| 比较例Makrolon 3108 | 0 | 1 | 3 |
作为环氧涂料的实例，使用EP-A 0524524的涂料组合物。
该含有环氧环并且不含OH基团的化合物是脂族环氧化合物和环脂族环氧化合物。环氧环值在1-6之间，优选1-3之间。
脂族环氧化合物的例子是式(B1)化合物
式中n是1-6的整数，优选1-3；R5代表n价的C1-C5烷烃或n价的C6-C36芳族化合物。
C1-C15烷烃R5的例子有甲烷、乙烷、丙烷、丁烷、异丁烷、戊烷、己烷、辛烷、癸烷、十二烷和十五烷的各种异构体。
C6-C36芳族化合物的例子有苯、萘、蒽、烷基取代的苯、卤代苯、联苯或烷基取代的联苯以及式(B1′)化合物
式中m是1或2；R6和R7互相独立地代表H,Br,Cl,CH3或C2H5；X代表桥原子或基团如-O-,-S-,-SO2-,-CO-,C1-C5亚烷基
或C3-C10环亚烷基。
优选的C1-C5亚烷基是亚甲基和异亚丙基，优选的C3-C10亚环烷基是亚环戊基和亚环己基以及烷基取代的亚环戊基和亚环己基例如3,5,5-三甲基亚环戊基和2,4,4-三甲基亚环戊基。
这些对应于式(B1)的环氧化合物文献中已有报导(参见例如美国专利3018262或″Handbook of Epoxy Resins″,Lee和Noville,McGraw-Hill Book Co.,纽约1967),或者可以用已知的方法获得，例如使多元酚如二酚与表氯醇反应。
一个例子是对应于结构的双酚A的二环氧化丙氧基醚。
脂族环氧化合物进一步的例子有氧化十八碳烯、表氯醇、二氧化二戊烯、缩水甘油和氧化苯乙烯。
环脂族环氧化合物的例子有环氧环己烷羧酸酯类如3,4-环氧环己基甲基-3,4-环氧环己烷羧酸酯、3,4-环氧-2-甲基环己基甲基-3,4-环氧-2-甲基环己烷羧酸酯、二(3,4-环氧-6-甲基环己基甲基)己二酸酯。这些含有环氧环的化合物被描述于US 3117009中。其它的例子有氧化乙烯基环己烯和二(2,3-环氧环戊基)醚。
适宜作为成分D)的光引发剂是那些能够使环氧化物聚合的化合物。
适宜的光引发剂的例子是那些受紫外光照射时能释放出路易斯酸的化合物，路易斯酸能够引发环氧环的聚合。
这些光引发剂是已知的并且可以按照已知的方法制备(参见
(J.Am.Chem.Soc.91(1969),145；J.Org.Chem.35(1970),2532；US 2 807 648；Bull.Chem.Belg.73(1964),546；J.Am.Chem.Soc.51(1929),2587).
本发明的适宜的光引发剂属于鎓盐类并可分成三种，即：卤鎓(halonium)光引发剂、含有元素周期表第Ⅵa族元素的鎓光引发剂--例如锍引发剂--和鏻光引发剂。
可以从例如US 4026707,US 3981897和US 4069055中得知上述用作光引发剂的翁盐。典型的和常用的代表性的是例如：Ph3SPF6 ,Ph3SSbF6 和
适宜用作本发明的成分E)的适宜的敏化剂是已知的(参见例如Kirk-Othmer,Encyclopedia,Vol.2,pages 194to 197,2nd edition,John Wiley & Sons,1965).
这些化合物的典型例子是：4,4′-(二-二甲氨基)二苯酮、苯并黄素、硫代呫吨酮、氨基呫吨、吖啶黄。
将各成分用常规方法混合，例如在室温下排除直接光作用进行混合。
可以在本发明所用的混合物的制备过程中或之后向其中混入聚碳酸酯涂料用常规添加剂，如稳定剂、紫外光吸收剂、染料。添加剂的用量应使得光聚合和涂料的透明性不受到损害。
本发明的聚碳酸酯模制体的涂覆可以按常规方法进行，例如将聚碳酸酯模制体浸涂、喷涂、转涂(spin coating)或滚涂。喷涂和浸涂法特别适宜。
涂层的固化是例如用紫外光照射来进行的(可使用市售的紫外光照射仪)，接着可以将涂层退火。
也可以固化之前加热聚碳酸酯模制体，可能的话，使用紫外
光辐射仪加热，然后用紫外光照射在高温下固化。
将下述实施例所述的涂料组合物用旋转涂覆机涂在105×150×3mm的基于二酚Ⅰb和双酚A(Tg=185℃的Apec HT KU 1-9350，得自BayerAG)的共聚碳酸酯试片上或基于双酚A(Tg=148℃的,Makrolon 3108，得自Bayer AG)的聚碳酸酯试片上(供比较用)。变化旋转速度使得固化后涂层厚度在5-10μm之间。用IST公司的200-11-1-Tr型紫外光照射装置进行固化。
胶带速率为2m/min。随后进行退火。除非特别说明，在将涂料组合物用紫外光照射后便不粘手，但尚不耐刮。涂料组合物100重量份
2重量份
得到如下结果：
C．涂有聚硅氧烷清漆的聚碳酸酯模制体
| 实施例 | 底材 | 退火 | 未气候老化级别 | 1000小时气候老化后级别 |
| 1 | Apec HT KU 1-9350 | 130℃/30min | 0 | 1 |
| 2 | Apec HT KU 1-9350 | 160℃/10min | 0 | 0 |
| 3 | Makrolon 3108 | 130℃/30min | 1 | 3 |
聚硅氧烷清漆基本上是一种热固化性涂料，它最好通过
缩合反应，进行交联形成-Si-O-Si-键。也可与此同时进行其
它交联历程。这样的涂料体系可参见美国专利
3 790 527,3 865 755,3 887 514,4 243 720,4 278 804,4 680 232,4 006 271,4 476 281；
DE-AS 4 011 045,4 122 743,4 020 316,3 917 535,3 706 714,3 407 087,3 836 815,2 914 427,3 135 241,3 134 777,3 100 532,3 151 350；DE-OS 3 005 541,3 014 411,2 834 606,2 947 879,3 016 021.
使用DE-OS 2914427的涂料组合物作为聚硅氧烷清漆的例子。该涂覆材料的组成为：A)占涂覆材料总量10-40％(重量)的部分水解的硅氧烷化合物，它是通过将至少一种下述化合物在大约50-80℃在水中水解大约1-12小时得到的：(a)式R′Si(OR″)3烃基三烷氧基硅烷，其中R′代表具有1-4个碳原子的烷基、苯基或乙烯基，R″代表具有1-4个碳原子的烷基，和/或(b)(a)与1-40％(重量)的苯基三烷氧基硅烷或乙烯基三烷氧基甲硅烷的缩合产物，其中烷氧基含有1-4个碳原子，和/或(c)1mol(a)与0.05-1mol四烷氧基硅烷的缩合产物，其中烷氧基含有1-4个碳原子，和/或(d)1mol(a)与0.05-1mol二烷基二烷氧基硅烷的缩合产物，其中烷基的烷氧基含有1-4个碳原子，B)占涂覆材料总量0-40％(重量)的胶态二氧化硅水性分散体，C)占涂覆材料总量0-5％(重量)的醚化的羟甲基蜜胺，D)占涂覆材料总量0.5-30％(重量)的乙酸，和E)一种惰性有机溶剂，其特征在于该涂覆材料还含有占涂覆材料总量0.05-15％(重量)的嵌段多异氰酸酯。
烃基三烷氧基硅烷(1)是官能性式R′Si(RO″)3硅氧烷化合物，其中R′代表具有1-4个碳原子的烷基、苯基和乙烯基，R″代表具有1-4个碳原子的烷基。优选甲基三乙氧基硅烷。通过将水加到烃基三烷氧基硅烷中并将所形成的物料在50-80℃加热1-10小时可得到烃基三烷氧基硅烷的部分水解产物。这些部分水解产物的制备方法本身是已知的并被描述于例如美国专利3451838、DE-OS 1923290和美国专利4006271中。
主要含有1mol烃基三烷氧基硅烷主要成分和0.05-1mol四烷氧基(C1-C4)硅烷附加成分的部分水解的共缩合产物可形成具有较高硬度的涂层。
1mol烃基三烷氧基甲硅烷和0.05mol二烷基(C1-C4)二烷氧基(C1-C4)硅烷的部分水解的共缩合产物形成较软的涂层。
将胶态二氧化硅的水性分散体加到烷基三烷氧基甲硅烷和可选的四烷氧基甲硅烷的部分水解的(共)缩合产物中可生成具有较高硬度的涂料。
可选的伴随使用的醚化的羟甲基蜜胺是一种按本身已知的方法制备的技术产物。这些化合物的具体实例是六烷氧基甲基蜜胺如六甲氧基甲基蜜胺、六乙氧基甲基蜜胺、六丙氧基甲基蜜胺、六异丙氧基甲基蜜胺、六丁氧基甲基蜜胺和六环己氧基甲基蜜胺。
醚化的羟甲基蜜胺的优选用量应使得与四烷氧基硅烷化合物部分水解产物或胶态二氧化硅的比例为0-150重量份比100重量份(以SiO计)。在加入超过150重量份醚化的羟甲基蜜胺时，涂层的附着强度和硬度减小。醚化的羟甲基蜜胺的加入使得涂层的硬度和柔韧性均降低。
所加的封端的多异氰酸酯是无溶剂的稳定的嵌段异氰酸酯水性乳液，它可选地含有2-4％(重量)聚醚，其中所用的乳化成分是二氨基磺酸的盐。它们是通过使任何(优选二官能到四官能)多异氰酸酯与具有对异氰酸酯基团为活性的分子基团的化合物反应而制备的。这些化合物的适宜的实例包括仲醇或叔醇、C-H酸性化合物、肟、内酰胺、酚、N-烷基酰胺、酰亚胺、咪唑、三唑或碱式亚硫酸氢盐。优选使用C-H酸性化合物，特别是含有活性亚甲基基团的化合物，例如丙二酸二烷基酯、乙酰乙酸烷基酯或乙酰丙酮。
多异氰酸酯官能团与对异氰酸酯基团活性的分子基团的反应在一定比例的芳族、脂族或芳脂族二氨基磺酸或者在其碱金属或氨盐的存在下进行。
所用的封端的多异氰酸酯可从本身已知的使多异氰酸酯与封端剂例如丙二酸二乙酯或乙酰乙酸乙酯反应的方法获得。封端的多异氰酸酯的溶解性或可分散性取决于在亲水性成分的加成反应过程中嵌入的离子性或非离子性水可分散的聚氧化乙烯链段，该链段是在聚合物形成的过程中嵌入的。
通过嵌入离子性或非离子性亲水基团，上述封端的多异氰酸酯本身便成为亲水性的从而可溶于或可稳定分散于水或水-醇溶液或制剂中并且与适合于热塑性涂层的制剂相容。
上述封端的多异氰酸酯的使用使得涂料具有提高的附着力和弹性，而不对涂层的耐磨性和硬度产生不利影响。
与乙酸一起使用的有机溶剂并不十分重要。可能的溶剂是醇、酮、醚和/或芳香烃。在这些溶剂中，特别优选将乙醇和异丙醇用于涂覆材料的制备。有机溶剂的用量必须足以完全溶解部分水解的化合物以及乙酸和上述其余的添加剂并且足以将部分水解的化合物的浓度调节到5-15％(重量百分数，指相对于涂覆材料总重量的固体重量)。
可以采用任何方法用涂覆材料来涂覆热塑性塑料，例如采用滴涂、喷涂或流延法。将如此涂覆的热塑性塑料体加热以使涂覆材料固化。涂覆材料
主要成分的制备：a)将19.8g冰乙酸、210g蒸馏水和227g异丙醇加到300g含30％(重量)SiO2的胶态二氧化硅中。将其充分混合，然后加入900g甲基三乙氧基甲硅烷并在搅拌下将混合物加热到60℃。在此温度下将混合物静置4小时，然后再加入1200g异丙醇。将产物冷却至室温后，将微浊的溶液过滤。b)将340g异丙醇、190g四乙氧基甲硅烷和360g甲基三乙氧基甲硅烷置于装有搅拌器和回流冷凝器的容器中。将180g0.05N的盐酸加到该混合物中，然后加热回流5小时，以进行共水解作用。反应后，将混合物冷却至室温。得到含有四乙氧基甲硅烷的部分水解产物(5.1％，以SiO2计)和甲基三乙氧基甲硅烷的部分水解产物(12.6％以CH3SiO1.3计)溶液。
将上述两种成分以1∶1的比例一起混合并将其溶于60重量份正丁醇、40重量份乙酸和20重量份甲苯的混合物中，向其中加入1.5重量份下述异氰酸酯(1)。然后便可用作涂覆材料了。封端的异氰酸酯(1)的制备
将370g丙二酸二乙酯和2.7g苯酚钠于室温一起混合15分钟。加入500g缩二脲化的六亚甲基二异氰酸酯(23.8％NCO基团)，当放热反应平息后，于90℃继续搅拌3小时。然后加入40g以正丁醇为链端的氧化乙烯聚醚(分子量=2000)和1ml辛酸锡(Ⅱ)，于90℃再继续搅拌3小时。增加搅拌速率，现在加入在150ml水中的46g2,4-二氨基苯磺酸钠并将反应混合物于60℃搅拌2小时。然后加入200ml异丙醇。用水稀释后，得到透明的黄色液体。该溶液含有大约76％(重量)固体。被封端的NCO基团的含量是7.6％。底材的涂覆和涂料性能的试验：
将尺寸为105×150×3mm的基于二酚Ⅰb和双酚A(Tg=185℃的ApecHT KU 1-9350，得自Bayer AG)的共聚碳酸酯试片和基于双酚A(Tg=148℃的Makrolon 3108，得自Bayer AG)的聚碳酸酯试片(供比较用)用异丙醇洗净。通过以v=100cm/分钟的浸渍速率将其浸入上述涂覆材料中使其涂上20μm厚的涂层。在室温下风干10分钟后，将涂覆的试片在高温下干燥。变化干燥时间和干燥温度。干燥后耐刮性的涂层的厚度是5μm。
固化完成后，将涂覆的试片于室温存放两天，然后进行下述试验。试验结果示于表1。对底材的附着强度
用一锋利刀片将涂在试片上的固化涂层交叉切割至底材，以形成100个面积为1mm2的小格。用透明胶带紧压在交叉切割的线上，然后与所涂的涂层呈90°角度剥离。将该过程重复三次。根据剩下的小格的数目将附着力值分成0(无层离)到5(完全层离)五个级别(DIN53151)。结果如下：
| 板材 | 固化温度(℃) | 固化时间(分钟) | 附着力横向切割/ | |
| 未气候老化 | 1000小时气候老化 | |||
| Apec KU 1-9350Apec KU 1-9350Apec KU 1-9350Apec KU 1-9350Makrol on 3108Makrol on 3108 | 130150150170130130 | 103010101045 | 000041 | 212044 |
Claims (3)
1．涂覆聚碳酸酯模制品的方法，其特征在于在由基于式(Ⅰa)双酚的具有Mw为20000至300000的聚碳酸酯构成的模制体表面以基于100摩尔％双酚单元总量的100摩尔％至10摩尔％的量涂以0.5-200μm厚的涂覆材料(B)，该涂覆材料含有具有丙烯酸酯、烯丙基、环氧化物、硅烷醇、异氰酸酯、酸酐、蜜胺官能团或其组合作为可交联成分试剂，涂覆后的模制品在130-220℃的温度下加热和/或在130-220℃的温度下辐射或加入热或光化学固化催化剂进行固化；式(Ⅰa)为：
式中R1和R2互相独立地代表氢，卤素，C1-C8-烷基，C5-C6-环烷基，C6-C10-芳基，和C7-C12-芳烷基；m代表4或5；R3和R4对于各X可分别地选择，互相独立地代表氢和C1-C6烷基；且X代表碳，前提条件是：在至少一个X原子上，R3和R4同时代表烷基。
2．按照权利要求1的方法，其中卤素为氯或溴，C6-C10-芳基为苯基和C7-C12-芳烷基为苯基-C1-C4-烷基。
3．按照权利要求2的方法，其中苯基-C1-C4-烷基是苄基。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4431217A DE4431217A1 (de) | 1994-09-02 | 1994-09-02 | Vergütete Polycarbonatformteile |
| DEP4431217.2 | 1994-09-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1125742A CN1125742A (zh) | 1996-07-03 |
| CN1068617C true CN1068617C (zh) | 2001-07-18 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN95115864A Expired - Fee Related CN1068617C (zh) | 1994-09-02 | 1995-09-01 | 涂覆的聚碳酸酯模制品 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5595789A (zh) |
| EP (1) | EP0699705B1 (zh) |
| JP (1) | JP3493481B2 (zh) |
| KR (1) | KR100360788B1 (zh) |
| CN (1) | CN1068617C (zh) |
| CA (1) | CA2157233A1 (zh) |
| DE (2) | DE4431217A1 (zh) |
| ES (1) | ES2143569T3 (zh) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUP0001995A3 (en) | 1997-02-21 | 2002-02-28 | Ppg Ind Ohio Inc Cleveland | Photochromic polyurethane coatings and articles having such a coating |
| US6025026A (en) * | 1997-06-30 | 2000-02-15 | Transitions Optical, Inc. | Process for producing an adherent polymeric layer on polymeric substrates and articles produced thereby |
| US7666510B2 (en) * | 2005-09-07 | 2010-02-23 | Transitions Optical, Inc. | Optical elements that include curable film-forming compositions containing blocked isocyanate adhesion promoters |
| LT5538B (lt) | 2007-02-06 | 2009-01-26 | Linas Matulis | Disko formos laikmenos dėklas ir dėklų grupė |
| CN105793989A (zh) * | 2013-09-27 | 2016-07-20 | 科思创德国股份有限公司 | 用于lcd-tft应用的在高cte、低延迟的聚合物膜上的igzo氧化物tft的制造 |
| CN108239295A (zh) * | 2016-12-26 | 2018-07-03 | 科思创聚合物（中国）有限公司 | 具有提高的铅笔硬度的聚碳酸酯复合物 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0404029A1 (en) * | 1989-06-22 | 1990-12-27 | General Electric Company | Substantially odor free, UV curable organopolysiloxane release coating compositions and coating method |
| US5260133A (en) * | 1991-07-26 | 1993-11-09 | Bayer Aktiengesellschaft | Process for coating polycarbonate moldings and resulting moldings |
| EP0580046A1 (de) * | 1992-07-21 | 1994-01-26 | Röhm GmbH | UV-absorbierende Deckschichten für Co-Polycarbonate |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3714289A (en) * | 1971-10-26 | 1973-01-30 | Union Carbide Corp | Thermoplastic polyhydroxy ethers modified with polyamides |
| US4755588A (en) * | 1986-08-22 | 1988-07-05 | General Electric Company | Composition and method for controlling polymerization rate of cyclic polycarbonate oligomer with encapsulated catalyst |
-
1994
- 1994-09-02 DE DE4431217A patent/DE4431217A1/de not_active Withdrawn
-
1995
- 1995-08-18 US US08/516,820 patent/US5595789A/en not_active Expired - Lifetime
- 1995-08-21 DE DE59507562T patent/DE59507562D1/de not_active Expired - Lifetime
- 1995-08-21 EP EP95113098A patent/EP0699705B1/de not_active Expired - Lifetime
- 1995-08-21 ES ES95113098T patent/ES2143569T3/es not_active Expired - Lifetime
- 1995-08-28 JP JP24046295A patent/JP3493481B2/ja not_active Expired - Fee Related
- 1995-08-30 CA CA002157233A patent/CA2157233A1/en not_active Abandoned
- 1995-09-01 KR KR1019950028570A patent/KR100360788B1/ko not_active IP Right Cessation
- 1995-09-01 CN CN95115864A patent/CN1068617C/zh not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0404029A1 (en) * | 1989-06-22 | 1990-12-27 | General Electric Company | Substantially odor free, UV curable organopolysiloxane release coating compositions and coating method |
| US5260133A (en) * | 1991-07-26 | 1993-11-09 | Bayer Aktiengesellschaft | Process for coating polycarbonate moldings and resulting moldings |
| EP0580046A1 (de) * | 1992-07-21 | 1994-01-26 | Röhm GmbH | UV-absorbierende Deckschichten für Co-Polycarbonate |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0699705B1 (de) | 2000-01-05 |
| EP0699705A3 (zh) | 1996-04-03 |
| KR960010773A (ko) | 1996-04-20 |
| US5595789A (en) | 1997-01-21 |
| KR100360788B1 (ko) | 2003-04-11 |
| CN1125742A (zh) | 1996-07-03 |
| JP3493481B2 (ja) | 2004-02-03 |
| ES2143569T3 (es) | 2000-05-16 |
| DE4431217A1 (de) | 1996-03-07 |
| EP0699705A2 (de) | 1996-03-06 |
| CA2157233A1 (en) | 1996-03-03 |
| JPH0873635A (ja) | 1996-03-19 |
| DE59507562D1 (de) | 2000-02-10 |
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