CA2410254C - Dip-dyable polycarbonate process - Google Patents
Dip-dyable polycarbonate process Download PDFInfo
- Publication number
- CA2410254C CA2410254C CA2410254A CA2410254A CA2410254C CA 2410254 C CA2410254 C CA 2410254C CA 2410254 A CA2410254 A CA 2410254A CA 2410254 A CA2410254 A CA 2410254A CA 2410254 C CA2410254 C CA 2410254C
- Authority
- CA
- Canada
- Prior art keywords
- dye
- carrier
- bath
- molded article
- composition
- 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.)
- Expired - Lifetime
Links
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 49
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 47
- 238000000034 method Methods 0.000 title claims abstract description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 9
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 7
- 239000002952 polymeric resin Substances 0.000 claims abstract description 7
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 7
- 239000000975 dye Substances 0.000 claims description 86
- 239000000203 mixture Substances 0.000 claims description 59
- 238000004043 dyeing Methods 0.000 claims description 35
- 239000003995 emulsifying agent Substances 0.000 claims description 33
- -1 poly(oxy-1,2-ethanediyl) Polymers 0.000 claims description 23
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 14
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 claims description 10
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 10
- 239000004952 Polyamide Substances 0.000 claims description 9
- 229920002647 polyamide Polymers 0.000 claims description 9
- 239000004814 polyurethane Substances 0.000 claims description 9
- 229920002635 polyurethane Polymers 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims description 8
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 8
- 239000000986 disperse dye Substances 0.000 claims description 7
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 7
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 7
- 239000004408 titanium dioxide Substances 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 6
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 5
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 5
- 229920002574 CR-39 Polymers 0.000 claims description 4
- NNWNNQTUZYVQRK-UHFFFAOYSA-N 5-bromo-1h-pyrrolo[2,3-c]pyridine-2-carboxylic acid Chemical compound BrC1=NC=C2NC(C(=O)O)=CC2=C1 NNWNNQTUZYVQRK-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 abstract description 8
- 229910052736 halogen Inorganic materials 0.000 abstract description 4
- 150000002367 halogens Chemical class 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 description 10
- 238000007654 immersion Methods 0.000 description 6
- 238000000465 moulding Methods 0.000 description 6
- ZSPPPAFDNHYXNW-UHFFFAOYSA-N 3-[n-ethyl-4-[(4-nitrophenyl)diazenyl]anilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1 ZSPPPAFDNHYXNW-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000005540 biological transmission Effects 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- DPKHZNPWBDQZCN-UHFFFAOYSA-N acridine orange free base Chemical compound C1=CC(N(C)C)=CC2=NC3=CC(N(C)C)=CC=C3C=C21 DPKHZNPWBDQZCN-UHFFFAOYSA-N 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- DZBUGLKDJFMEHC-UHFFFAOYSA-N benzoquinolinylidene Natural products C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- TVRGPOFMYCMNRB-UHFFFAOYSA-N quinizarine green ss Chemical compound C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1 TVRGPOFMYCMNRB-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229920006249 styrenic copolymer Polymers 0.000 description 3
- ZVZFHCZCIBYFMZ-UHFFFAOYSA-N 6-methylheptoxybenzene Chemical compound CC(C)CCCCCOC1=CC=CC=C1 ZVZFHCZCIBYFMZ-UHFFFAOYSA-N 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 239000004425 Makrolon Substances 0.000 description 2
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000012932 acetate dye Substances 0.000 description 2
- 239000002253 acid Chemical class 0.000 description 2
- 239000000980 acid dye Substances 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- TUXJTJITXCHUEL-UHFFFAOYSA-N disperse red 11 Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(N)=C3C(=O)C2=C1 TUXJTJITXCHUEL-UHFFFAOYSA-N 0.000 description 2
- 229960001484 edetic acid Drugs 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000992 solvent dye Substances 0.000 description 2
- 229920000638 styrene acrylonitrile Polymers 0.000 description 2
- 239000011145 styrene acrylonitrile resin Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 2
- OCQDPIXQTSYZJL-UHFFFAOYSA-N 1,4-bis(butylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(NCCCC)=CC=C2NCCCC OCQDPIXQTSYZJL-UHFFFAOYSA-N 0.000 description 1
- ZLCUIOWQYBYEBG-UHFFFAOYSA-N 1-Amino-2-methylanthraquinone Chemical compound C1=CC=C2C(=O)C3=C(N)C(C)=CC=C3C(=O)C2=C1 ZLCUIOWQYBYEBG-UHFFFAOYSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 description 1
- NQAJBKZEQYYFGK-UHFFFAOYSA-N 2-[[4-[2-(4-cyclohexylphenoxy)ethyl-ethylamino]-2-methylphenyl]methylidene]propanedinitrile Chemical compound C=1C=C(C=C(C#N)C#N)C(C)=CC=1N(CC)CCOC(C=C1)=CC=C1C1CCCCC1 NQAJBKZEQYYFGK-UHFFFAOYSA-N 0.000 description 1
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 1
- FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical class COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- RYYXDZDBXNUPOG-UHFFFAOYSA-N 4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;dihydrochloride Chemical compound Cl.Cl.C1C(N)CCC2=C1SC(N)=N2 RYYXDZDBXNUPOG-UHFFFAOYSA-N 0.000 description 1
- BEYOBVMPDRKTNR-BUHFOSPRSA-N 4-Hydroxyazobenzene Chemical compound C1=CC(O)=CC=C1\N=N\C1=CC=CC=C1 BEYOBVMPDRKTNR-BUHFOSPRSA-N 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- 229920006382 Lustran Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical class OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- BELBBZDIHDAJOR-UHFFFAOYSA-N Phenolsulfonephthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 BELBBZDIHDAJOR-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- IURGIPVDZKDLIX-UHFFFAOYSA-M [7-(diethylamino)phenoxazin-3-ylidene]-diethylazanium;chloride Chemical compound [Cl-].C1=CC(=[N+](CC)CC)C=C2OC3=CC(N(CC)CC)=CC=C3N=C21 IURGIPVDZKDLIX-UHFFFAOYSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N aconitic acid Chemical compound OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- 229920002877 acrylic styrene acrylonitrile Polymers 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 1
- 229940063953 ammonium lauryl sulfate Drugs 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960004217 benzyl alcohol Drugs 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- FJLGSLSITVQVRJ-UHFFFAOYSA-N benzyl ethyl carbonate Chemical compound CCOC(=O)OCC1=CC=CC=C1 FJLGSLSITVQVRJ-UHFFFAOYSA-N 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000036624 brainpower Effects 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- ZXJXZNDDNMQXFV-UHFFFAOYSA-M crystal violet Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1[C+](C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 ZXJXZNDDNMQXFV-UHFFFAOYSA-M 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- TWFQJFPTTMIETC-UHFFFAOYSA-N dodecan-1-amine;hydron;chloride Chemical compound [Cl-].CCCCCCCCCCCC[NH3+] TWFQJFPTTMIETC-UHFFFAOYSA-N 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000010101 extrusion blow moulding Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012757 flame retardant agent Substances 0.000 description 1
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 description 1
- 230000004313 glare Effects 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000010102 injection blow moulding Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- IZWSFJTYBVKZNK-UHFFFAOYSA-N lauryl sulfobetaine Chemical compound CCCCCCCCCCCC[N+](C)(C)CCCS([O-])(=O)=O IZWSFJTYBVKZNK-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000000116 mitigating effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229960003531 phenolsulfonphthalein Drugs 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 230000000485 pigmenting effect Effects 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920006289 polycarbonate film Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000004172 quinoline yellow Substances 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 229940051201 quinoline yellow Drugs 0.000 description 1
- 235000012752 quinoline yellow Nutrition 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 238000001175 rotational moulding Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
- D06P1/65131—Compounds containing ether or acetal groups
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/040,178 | 2001-11-07 | ||
| US10/040,178 US6749646B2 (en) | 2001-11-07 | 2001-11-07 | Dip-dyeable polycarbonate process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2410254A1 CA2410254A1 (en) | 2003-05-07 |
| CA2410254C true CA2410254C (en) | 2010-10-26 |
Family
ID=21909552
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2410254A Expired - Lifetime CA2410254C (en) | 2001-11-07 | 2002-10-30 | Dip-dyable polycarbonate process |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US6749646B2 (enExample) |
| EP (2) | EP1820896B1 (enExample) |
| JP (1) | JP4503288B2 (enExample) |
| CN (1) | CN1289750C (enExample) |
| CA (1) | CA2410254C (enExample) |
| DE (2) | DE60221699T2 (enExample) |
| ES (2) | ES2349676T3 (enExample) |
| MX (1) | MXPA02010970A (enExample) |
| WO (1) | WO2003040461A1 (enExample) |
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| US7504054B2 (en) * | 2003-12-11 | 2009-03-17 | Bayer Materialscience Llc | Method of treating a plastic article |
| US7744804B2 (en) * | 2004-03-12 | 2010-06-29 | Orient Chemical Industries, Ltd. | Laser-transmissible composition and method of laser welding |
| US7439278B2 (en) | 2004-05-04 | 2008-10-21 | Essilor International Compagnie Generale D'optique | Curable adhesive composition and its use in the optical field |
| DE102006015721B4 (de) * | 2005-04-14 | 2008-04-30 | Ems-Chemie Ag | Funktionsbad, Verwendung des Funktionsbades in einem Verfahren zum Tönen oder Färben oder Dotieren von Formteilen und mit diesem Verfahren hergestellte Formteile |
| US20060230553A1 (en) * | 2005-04-14 | 2006-10-19 | Helmut Thullen | Process for tinting, dyeing or doping of moulded components made of transparent (co)polyamides in aqueous dye bath |
| EP1739119A1 (en) | 2005-06-29 | 2007-01-03 | Bayer MaterialScience AG | Process for the treatment of plastic profiles |
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| CN100441601C (zh) * | 2005-12-22 | 2008-12-10 | 中国石化上海石油化工股份有限公司 | 阳离子、酸性染料均可染聚丙烯腈树脂混合物的制造方法 |
| US20070259117A1 (en) * | 2006-05-04 | 2007-11-08 | Bayer Materialscience Llc | Article having photochromic properties and process for its manufacture |
| US8206463B2 (en) * | 2006-05-04 | 2012-06-26 | Bayer Materialscience Llc | Colored article of manufacture and a process for its preparation |
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| US7921680B2 (en) | 2007-05-16 | 2011-04-12 | Bayer Materialscience Llc | Apparatus and process for treating an article to impart color and/or enhance the properties of that article |
| US20090062439A1 (en) * | 2007-08-30 | 2009-03-05 | Van De Grampel Robert Dirk | Polyestercarbonate compositions |
| US20090062438A1 (en) * | 2007-08-30 | 2009-03-05 | Van De Grampel Robert Dirk | Copolyestercarbonate compositions |
| US20090089942A1 (en) * | 2007-10-09 | 2009-04-09 | Bayer Materialscience Llc | Method of tinting a plastic article |
| US20090297829A1 (en) * | 2008-06-02 | 2009-12-03 | Bayer Materialscience Llc | Process for incorporating metal nanoparticles in a polymeric article and articles made therewith |
| US20090297830A1 (en) * | 2008-06-02 | 2009-12-03 | Bayer Materialscience Llc | Process for incorporating metal nanoparticles in a polymeric article |
| US8651660B2 (en) | 2012-06-08 | 2014-02-18 | Younger Mfg. Co. | Tinted polycarbonate ophthalmic lens product and method of manufacture |
| US20140088210A1 (en) | 2012-09-24 | 2014-03-27 | RADCO Infusion Technologies, LLC | Removal of color from thermoplastics |
| US8758860B1 (en) | 2012-11-07 | 2014-06-24 | Bayer Materialscience Llc | Process for incorporating an ion-conducting polymer into a polymeric article to achieve anti-static behavior |
| US20160010276A1 (en) * | 2013-03-06 | 2016-01-14 | Essilor International (Compagnie Generale D'optique) | Arylene Carriers for Enhanced Polycarbonate Tinting |
| US9974362B2 (en) | 2013-03-08 | 2018-05-22 | NIKE, Inc.. | Assembly for coloring articles and method of coloring |
| US9668538B2 (en) | 2013-03-08 | 2017-06-06 | Nike, Inc. | System and method for coloring articles |
| WO2014171041A1 (ja) * | 2013-04-19 | 2014-10-23 | 三菱電機株式会社 | シラン架橋ポリエチレン樹脂の成形品の製造方法、棒状成形品の製造方法、ならびに、その製造装置 |
| ES2901736T3 (es) * | 2014-07-10 | 2022-03-23 | Carl Zeiss Vision Italia S P A | Método para teñir con color una lente para gafas protectoras y gafas |
| US10302267B2 (en) | 2014-10-27 | 2019-05-28 | Ford Global Technologies, Llc | Color infused automobile headlamp lens |
| CN104530295B (zh) * | 2015-01-16 | 2016-08-24 | 陕西国防工业职业技术学院 | 一种绿色高吸水性树脂及其制备方法 |
| CA3017038A1 (en) | 2016-03-29 | 2017-10-05 | Covestro Deutschland Ag | Method for the partial coloring of plastic parts |
| EP3225376B1 (de) * | 2016-03-30 | 2020-09-02 | Wirthwein AG | Kunststoffformteil mit schwarz- bzw. grauer uv-markierung, verfahren zur herstellung einer markierung des kunststoffformteils sowie in-mould-folie |
| WO2017193031A1 (en) | 2016-05-06 | 2017-11-09 | RADCO Infusion Technologies, LLC | Continuous linear substrate infusion |
| CN108611189B (zh) * | 2016-12-09 | 2023-02-21 | 丰益(上海)生物技术研发中心有限公司 | 一种控制油脂中双酚a和烷基酚的精炼工艺 |
| PL3645297T3 (pl) | 2017-06-28 | 2023-01-09 | Covestro Deutschland Ag | Ulepszony sposób częściowego barwienia części z tworzywa sztucznego |
| EP3613602A1 (de) | 2018-08-23 | 2020-02-26 | Covestro Deutschland AG | Verbessertes verfahren für das partielle einfärben von kunststoffteilen |
| CN109664526A (zh) * | 2019-01-25 | 2019-04-23 | 深圳市百合隆工艺制品有限公司 | 亚克力板局部处理工艺及碎边亚克力板 |
| KR20220099549A (ko) | 2019-11-22 | 2022-07-13 | 코베스트로 인텔렉쳐 프로퍼티 게엠베하 운트 콤파니 카게 | 변형된 구조부를 갖는 층 구조물 및 그의 제조 |
| CN111718610A (zh) * | 2020-07-24 | 2020-09-29 | 蓬莱新光颜料化工有限公司 | 一种阻燃颜料及其制备方法 |
| CN113026382A (zh) * | 2021-02-22 | 2021-06-25 | 苏州图延模具有限公司 | 一种cnc加工pmma透明件的上色技术 |
| CN113668261B (zh) * | 2021-09-10 | 2023-07-07 | 拓烯科技(衢州)有限公司 | 一种用于光学树脂的染色液及其应用方法 |
| CN114775302B (zh) * | 2022-04-14 | 2023-07-07 | 邦特云纤(青岛)新材料科技有限公司 | 一种动物纤维及织物的广色域植物染方法 |
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-
2001
- 2001-11-07 US US10/040,178 patent/US6749646B2/en not_active Expired - Lifetime
-
2002
- 2002-10-30 CA CA2410254A patent/CA2410254C/en not_active Expired - Lifetime
- 2002-11-01 ES ES07011434T patent/ES2349676T3/es not_active Expired - Lifetime
- 2002-11-01 CN CNB028217969A patent/CN1289750C/zh not_active Expired - Lifetime
- 2002-11-01 EP EP07011434A patent/EP1820896B1/en not_active Expired - Lifetime
- 2002-11-01 DE DE60221699T patent/DE60221699T2/de not_active Expired - Lifetime
- 2002-11-01 JP JP2003542695A patent/JP4503288B2/ja not_active Expired - Lifetime
- 2002-11-01 WO PCT/US2002/035260 patent/WO2003040461A1/en not_active Ceased
- 2002-11-01 ES ES02776440T patent/ES2290335T3/es not_active Expired - Lifetime
- 2002-11-01 DE DE60237650T patent/DE60237650D1/de not_active Expired - Lifetime
- 2002-11-01 EP EP02776440A patent/EP1454006B1/en not_active Expired - Lifetime
- 2002-11-07 MX MXPA02010970A patent/MXPA02010970A/es active IP Right Grant
-
2004
- 2004-03-02 US US10/791,114 patent/US6929666B2/en not_active Expired - Lifetime
-
2005
- 2005-03-14 US US11/080,799 patent/US7094263B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1578864A (zh) | 2005-02-09 |
| EP1454006B1 (en) | 2007-08-08 |
| MXPA02010970A (es) | 2005-02-17 |
| CA2410254A1 (en) | 2003-05-07 |
| US6749646B2 (en) | 2004-06-15 |
| DE60221699T2 (de) | 2008-05-15 |
| EP1454006A1 (en) | 2004-09-08 |
| DE60221699D1 (de) | 2007-09-20 |
| US20040168267A1 (en) | 2004-09-02 |
| CN1289750C (zh) | 2006-12-13 |
| HK1074232A1 (en) | 2005-11-04 |
| DE60237650D1 (de) | 2010-10-21 |
| US20030084521A1 (en) | 2003-05-08 |
| US20050177959A1 (en) | 2005-08-18 |
| ES2349676T3 (es) | 2011-01-10 |
| ES2290335T3 (es) | 2008-02-16 |
| US6929666B2 (en) | 2005-08-16 |
| WO2003040461A1 (en) | 2003-05-15 |
| JP4503288B2 (ja) | 2010-07-14 |
| EP1820896A3 (en) | 2007-10-10 |
| EP1820896B1 (en) | 2010-09-08 |
| US7094263B2 (en) | 2006-08-22 |
| JP2005508459A (ja) | 2005-03-31 |
| EP1820896A2 (en) | 2007-08-22 |
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| EEER | Examination request | ||
| MKEX | Expiry |
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