AU696389B2 - Treatment of pigments for improved dispersibility and concentration in thermoplastic resins - Google Patents
Treatment of pigments for improved dispersibility and concentration in thermoplastic resins Download PDFInfo
- Publication number
- AU696389B2 AU696389B2 AU60553/96A AU6055396A AU696389B2 AU 696389 B2 AU696389 B2 AU 696389B2 AU 60553/96 A AU60553/96 A AU 60553/96A AU 6055396 A AU6055396 A AU 6055396A AU 696389 B2 AU696389 B2 AU 696389B2
- Authority
- AU
- Australia
- Prior art keywords
- thermoplastic
- thermoplastic resin
- weight
- percent
- pigment material
- 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.)
- Ceased
Links
- 239000000049 pigment Substances 0.000 title claims description 93
- 229920005992 thermoplastic resin Polymers 0.000 title claims description 61
- 238000011282 treatment Methods 0.000 title claims description 18
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical group O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 75
- 238000000034 method Methods 0.000 claims description 56
- 239000001023 inorganic pigment Substances 0.000 claims description 52
- 239000000463 material Substances 0.000 claims description 43
- 229920001169 thermoplastic Polymers 0.000 claims description 39
- 239000004416 thermosoftening plastic Substances 0.000 claims description 39
- 239000003795 chemical substances by application Substances 0.000 claims description 36
- 239000012141 concentrate Substances 0.000 claims description 36
- 239000004408 titanium dioxide Substances 0.000 claims description 36
- -1 polyethylene Polymers 0.000 claims description 29
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 229920005989 resin Polymers 0.000 claims description 16
- 239000011347 resin Substances 0.000 claims description 16
- CDOUZKKFHVEKRI-UHFFFAOYSA-N 3-bromo-n-[(prop-2-enoylamino)methyl]propanamide Chemical group BrCCC(=O)NCNC(=O)C=C CDOUZKKFHVEKRI-UHFFFAOYSA-N 0.000 claims description 12
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 claims description 12
- 239000004793 Polystyrene Substances 0.000 claims description 8
- 229920002223 polystyrene Polymers 0.000 claims description 8
- 239000011734 sodium Substances 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 6
- 239000004698 Polyethylene Substances 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 229920000573 polyethylene Polymers 0.000 claims description 6
- 229920005668 polycarbonate resin Polymers 0.000 claims description 4
- 239000004431 polycarbonate resin Substances 0.000 claims description 4
- 229920001225 polyester resin Polymers 0.000 claims description 4
- 239000004645 polyester resin Substances 0.000 claims description 4
- 229920005749 polyurethane resin Polymers 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 229920001519 homopolymer Polymers 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 238000000151 deposition Methods 0.000 claims 2
- 239000004593 Epoxy Substances 0.000 claims 1
- 239000004677 Nylon Substances 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229920006026 co-polymeric resin Polymers 0.000 claims 1
- 229920001778 nylon Polymers 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 229920006287 phenoxy resin Polymers 0.000 claims 1
- 239000013034 phenoxy resin Substances 0.000 claims 1
- 229920000098 polyolefin Polymers 0.000 claims 1
- 239000004814 polyurethane Substances 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- 238000003801 milling Methods 0.000 description 11
- 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 9
- 238000002156 mixing Methods 0.000 description 9
- 239000000654 additive Substances 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 7
- 239000012071 phase Substances 0.000 description 7
- 239000012530 fluid Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229920005672 polyolefin resin Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 4
- 229920000178 Acrylic resin Polymers 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 229910000004 White lead Inorganic materials 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- 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 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000005011 phenolic resin Substances 0.000 description 3
- 229920001568 phenolic resin Polymers 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920006122 polyamide resin Polymers 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- NTWXWSVUSTYPJH-UHFFFAOYSA-M sodium;1,4-bis(2-methylpropoxy)-1,4-dioxobutane-2-sulfonate Chemical compound [Na+].CC(C)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(C)C NTWXWSVUSTYPJH-UHFFFAOYSA-M 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
- 239000012808 vapor phase Substances 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000005083 Zinc sulfide Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 150000002440 hydroxy compounds Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- DCKVFVYPWDKYDN-UHFFFAOYSA-L oxygen(2-);titanium(4+);sulfate Chemical compound [O-2].[Ti+4].[O-]S([O-])(=O)=O DCKVFVYPWDKYDN-UHFFFAOYSA-L 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 229910000348 titanium sulfate Inorganic materials 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- 229910052984 zinc sulfide Inorganic materials 0.000 description 2
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- JKZQRPQTPLGSDW-UHFFFAOYSA-N 1-(7-methoxy-2,4-dimethylquinolin-3-yl)ethanone Chemical compound CC1=C(C(C)=O)C(C)=NC2=CC(OC)=CC=C21 JKZQRPQTPLGSDW-UHFFFAOYSA-N 0.000 description 1
- YDJWUBFEEWAIOR-UHFFFAOYSA-N 1-[bis(2-hydroxypropyl)amino]propan-2-ol;butanedioic acid Chemical compound OC(=O)CCC(O)=O.CC(O)CN(CC(C)O)CC(C)O.CC(O)CN(CC(C)O)CC(C)O YDJWUBFEEWAIOR-UHFFFAOYSA-N 0.000 description 1
- YGPAWHRMCVIAHT-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;2-(hydroxymethyl)-2-methylpropane-1,3-diol Chemical compound OCC(C)(CO)CO.OCC(CO)(CO)CO YGPAWHRMCVIAHT-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- WUPHOULIZUERAE-UHFFFAOYSA-N 3-(oxolan-2-yl)propanoic acid Chemical compound OC(=O)CCC1CCCO1 WUPHOULIZUERAE-UHFFFAOYSA-N 0.000 description 1
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920002319 Poly(methyl acrylate) Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- SQOBJAAPDQQLLA-UHFFFAOYSA-N S(=O)(=O)(O)C(C(=O)O)CC(=O)O.C(CCCCCCCCCCCC)[Na] Chemical compound S(=O)(=O)(O)C(C(=O)O)CC(=O)O.C(CCCCCCCCCCCC)[Na] SQOBJAAPDQQLLA-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- 229920000402 bisphenol A polycarbonate polymer Polymers 0.000 description 1
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 1
- UHYPYGJEEGLRJD-UHFFFAOYSA-N cadmium(2+);selenium(2-) Chemical compound [Se-2].[Cd+2] UHYPYGJEEGLRJD-UHFFFAOYSA-N 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- DGXKDBWJDQHNCI-UHFFFAOYSA-N dioxido(oxo)titanium nickel(2+) Chemical compound [Ni++].[O-][Ti]([O-])=O DGXKDBWJDQHNCI-UHFFFAOYSA-N 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
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- 150000002334 glycols Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- 229910000464 lead oxide Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
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- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
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- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000000865 phosphorylative effect Effects 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 230000000485 pigmenting effect Effects 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 150000004291 polyenes Chemical class 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
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- 229920001155 polypropylene Polymers 0.000 description 1
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- 230000001698 pyrogenic effect Effects 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- WVFDILODTFJAPA-UHFFFAOYSA-M sodium;1,4-dihexoxy-1,4-dioxobutane-2-sulfonate Chemical compound [Na+].CCCCCCOC(=O)CC(S([O-])(=O)=O)C(=O)OCCCCCC WVFDILODTFJAPA-UHFFFAOYSA-M 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 229920002397 thermoplastic olefin Polymers 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 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
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/08—Treatment with low-molecular-weight non-polymer organic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/36—Compounds of titanium
- C09C1/3607—Titanium dioxide
- C09C1/3669—Treatment with low-molecular organic compounds
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2002/00—Crystal-structural characteristics
- C01P2002/30—Three-dimensional structures
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Description
AUSTRALIA
Patents Act COMPLETE SPECIFICATION
(ORIGINAL)
Class Int. Class Application Number: Lodged: Complete Specification Lodged: Accepted: Published: Priority Related Art: *O 0.
*a 0 0000 *0 *00.
0 Name of Applicant: Kerr-McGee Chemical Corporation Actual Inventor(s): Rodney David Stramel Address for Service: PHILLIPS ORMONDE FITZPATRICK Patent and Trade Mark Attorneys 367 Collins Street Melbourne 3000 AUSTRALIA Invention Title: 0 TREATMENT OF PIGMENTS FOR IMPROVED CONCENTRATION IN THERMOPLASTIC RESINS DISPERSIBILITY AND Our Ref 458957 POF Code: 86666/92681 The following statement is a full description of this invention, including the best method of performing it known to applicant(s): to,4& ;3~ -I I CS-1023 TREATMENT OF PIGMENTS FOR IMPROVED DISPERSIBILITY AND CONCENTRATION IN THERMOPLASTIC RESINS BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to thermoplastic concentrates containing a high concentration of inorganic pigment and a method for their production. More specifically, the present invention relates to surface treatment of inorganic pigments for improved dispersibility in thermoplastic resins. Most specifically, the present invention relates to treating titanium dioxide pigments with a dialkyl sulfosuccinate treating agent for increased concentration and dispersion in polyolefin resins.
S. 2. Description of the Prior Art Inorganic pigments, such as titanium dioxide for example, are used in a variety of .t*o thermoplastic resin-based consumer goods. It is known, however, that the quality of the properties that the inorganic pigment imparts to the resin, such as opacity, color, brightness, UV and thermal stabilization, and the like, depends significantly on how evenly and uniformly the pigment is dispersed in the resin, as well as on the amount of pigment that can be effectively incorporated into the resin. It is also known that the hydrophobic nature of s5 such thermoplastic resins is incompatible with the hydrophilic nature of such inorganic S pigments thus making it difficult to obtain good dispersion of the pigments in the resins, especially at high pigment concentrations greater than 50 percent by weight, as pointed out in U.S. Pat. No. 4,183,843, which disclosed the use of a polar phosphate ester surfactant on alumina trihydrate to lower the viscosity of polyester inorganic filler composites.
The chemical surface treatment of inorganic pigments to improve dispersibility in, and increase compatibility with, thermoplastic resins, is known in the art. For example, U.S.
-1A- Pat. No. 4,209,430 discloses the treatment of inorganic pigments with phosphorylated polyenes, which are the reaction products of a phosphorylating agent and a polyolefinically unsaturated compound of at least 10 carbon atoms. The pigments thus treated are described as possessing improved pigment properties as well as improved dispersibility and a reduced tendency to yellow in thermoplastic polyolefins in which the treated pigments are dispersed.
U.S. Pat. Nos. 4,357,170 and 4,377,417 also disclose inorganic pigment treatments for reducing the yellowing tendency of polymeric compositions containing such pigments.
According to these patents, treating pigmentary titanium dioxide with an additive system comprised of an organophosphate/alkanolamine addition product, alone or in combination with a polyol, results in a reduction of the tendency of the treated pigment to yellow in polymeric compositions. These patents, however, do not mention any improved dispersibility benefit afforded by such treatment.
Examples of inorganic pigment treatments to which improved dispersibility benefits have been ascribed include the treatment disclosed in U.S. Pat. No. 5,288,320, which is identical to GB patent No. 2,252,306. These patents teach the treatment of titanium dioxide with an ester or partial ester of a hydroxy compound containing from 1 to 6 hydroxyl groups and an aliphatic saturated monocarboxylic acid having between 10 and 12 carbon atoms.
Also, U.S. Pat. No. 3,728,142 discloses the treatment of inorganic pigments with non-drying fatty acid-modified alkyd resins for improved pigment dispersibility in plastics. A further "2'i example of the surface treatment of inorganic pigments for improved dispersibility is found in U.S. Pat. No. 3,754,956, which discloses the treatment of titanium dioxide pigments with a liquid polylactone having terminal hydroxy groups. Still another method of treating titanium dioxide pigments to achieve good dispersion and optical properties is described in U.S. Pat. No. 4,235,768, which discloses the art of treating titanium dioxide pigments with
I-PI
an aqueous polymer solution containing carboxyl groups. Also, U.S. Pat. No. 5,318,625 teaches the treatment of inorganic pigments with organophosphate esters for improved dispersibility and for production of polymeric concentrates.
None of the aforementioned patents suggests or teaches either the treatment of inorganic pigments with a dialkyl sulfosuccinate or the production therefrom of thermoplastic concentrates which are the subject of this application.
SUMMARY OF THE INVENTION The present invention provides inorganic pigments characterized by improved processibility and dispersibility in thermoplastic resins. The improved inorganic pigments, preferably titanium dioxide pigments, have deposited thereon at least one dialkyl sulfosuccinate treating agent corresponding to the formula ROOCCHSO 3
MCH
2 COOR'. In this formula, R and R' are monovalent alkyl radicals containing from about 2 to about carbon atoms and M is a metallic monovalent cation. The present invention further provides pigmented thermoplastic concentrates comprising a thermoplastic resin as a continuous phase and the above described dialkyl sulfosuccinate treated inorganic pigment as a disperse phase.
DETAILED DESCRIPTIQN OF THE PREFERRED EMBODIMENTS The inorganic pigments which can be subjected to treatment with the hereinafter described dialkyl sulfosuccinate treating agents to provide the improved inorganic pigments S of the present invention include any of the white or colored, opacifying or non-opacifying particulate inorganic pigments (or mineral pigments) known and employed in the surface coatings paint) and plastics industries. For purposes of this present description, the term inorganic pigments is employed broadly to define materials which are particulate by nature and nonvolatile in use and typically are most usually referred to as inerts, fillers, extenders, reinforcing pigments and the like.
II
Representative but non-limiting examples of inorganic pigments which can be treated as herein described to provide the improved inorganic pigments of this invention include white opacifying pigments such as titanium dioxide, basic carbonate white lead, basic sulfate white lead, basic silicate white lead, zinc sulfide, zinc oxide, composite pigments of zinc sulfide and barium sulfate, antimony oxide and the like, white extender pigments such as calcium carbonate, calcium sulfate, china and kaolin clays, mica, diatomaceous earth and colored pigments such as iron oxide, lead oxide, cadmium sulfide, cadmium selenide, lead chromate, zinc chromate, nickel titanate, chromium oxide and the like. Of all the inorganic pigments useful in producing the improved inorganic pigments of the present invention, a most preferred pigment is that of pigmentary titanium dioxide.
In general, the preferred titanium dioxide pigment for use in preparing an improved pigment of this invention can be of either the anatase or rutile crystalline structure or some combination thereof. This pigment may be produced by way of various known commercial processes which are familiar to those of skill in this art but which processes do not form any part of the present invention. Thus, this particular pigment can be one produced by either the well known sulfate process or the well known vapor phase oxidation process. The former process, the sulfate process, typically involves the steps of leaching a titaniferous ore with sulfuric acid to produce a titanium sulfate solution, hydrolysis of the titanium sulfate to form a titanium dioxide precipitate and calcination of this precipitate in the presence of 2o suitable additives to develop the desired crystalline structure in the final calcined titanium dioxide product. In the latter process, the vapor phase oxidation process, a titanium halide such as titanium tetrachloride is oxidized in the vapor phase at elevated temperatures to produce what is commonly referred to as raw titanium dioxide. This raw pyrogenic titanium dioxide product is then recovered, subjected to milling and classification operations I I and, following treatment to deposit various hydrous metal oxide coatings upon the pigment, subjected to a final milling step to provide a pigment of the desired particle size.
Typically, the final milling step will comprise the use of fluid energy milling techniques. These techniques involve conveying the pigment through a milling apparatus such as the fluid energy mills disclosed in U.S. Pat. Nos. 2,032,827 and 2,219,011 using one or more gaseous streams produced by jets of a milling fluid such as air or steam to effect collision between individual pigment particles and thus a reduction in size of such particles.
Various additive materials may be incorporated into the pigment during the fluid energy milling either to improve the milling of the pigment as disclosed in U.S. Pat. No. 3,531,310 or to enhance particular chemical, physical, and optical properties of the resultant milled pigment as disclosed in U.S. Pat. No. 4,752,340. Representative but non-limiting examples of such additive materials include polyols such as glycerol, pentaerythritol trimethylolethane, trimethylolpropane and the like, fatty acids such as oleic acid, stearic acid and the like, trialkanolamines such as triethanolamine and the like and amine salts such as triethanolamine melonate triisopropanolamine succinate and the like.
The amounts of the above disclosed additive materials which can be employed may vary broadly. Such broad variance depends upon both the particular additive material employed and the particular purpose for which it is added. Thus, for example, additive materials employed as aids to the milling of the titanium dioxide pigment will be utilized in amounts ranging from about 0.05 to about 5.0 weight percent based on the weight of the pigment. However, amounts of additive materials employed to modify any one or more of the chemical, physical, or optical properties of the pigment typically will range from about 0.01 to about 10.0 weight percent based on the weight of the pigment.
Like the addidve materials disclosed above, the dialkyl sulfosuccinate treating agents employed to provide the improved titanium dioxide pigment and the other inorganic pigments of this invention can also be readily deposited onto this pigment during the fluid energy milling thereof. However, other convenient methods for treating the titanium dioxide and other inorganic pigments disclosed herein with the dialkyl sulfosuccinate treating agent can be used. Such other methods include, for example, applying the treating agent to the pigments by spraying or otherwise mixing the treating agent with the dry pigments. Thus the treating agent can be applied to the pigments by addition of the treating agent to the pigments through the intensifier bar of a v-blender or by spraying the treating agent into a 1o screw conveyor or paddle mixer containing the pigments.
As disclosed hereinabove, the dialkyl sulfosuccinate treating agents useful in providing inorganic pigments of improved thermoplastic resin dispersibility include those compounds corresponding to the formula, ROOCCHSO 3
MCH
2 COOR'. In this formula, R and R' are defined as being monovalent alkyl radicals containing from about 2 to about 20 carbon atoms, 15 preferably from about 4 to about 14 carbon atoms and most preferably about 8 carbon atoms and M is a metallic monovalent cation, most preferably, sodium. The monovalent alkyl radicals, R and in this formula, can be either straight-chain or branched-chain alkyl radicals. R may, but need not, equal Representative examples of such radicals include methyl, ethyl, n-propyl, isobutyl, n-pentyl, isopentyl, n-hexyl, octyl, tridecyl radicals and "20 the like. Non-limiting examples of dialkyl sulfosuccinate treating agents useful in preparing the improved inorganic pigments of the present invention include dioctyl sodium sulfosuccinate, diisobutyl sodium sulfosuccinate, bis-tridecyl sodium sulfosuccinate, dihexyl sodium sulfosuccinate and the like.
~113%"1-91--rl ~L ~Cqs~ ~II q~ The amount of dialkyl sulfosuccinate employed to treat the inorganic pigments described hereinabove, and particularly titanium dioxide pigment, will be an amount sufficient to provide a treated pigment exhibiting a dispersibility in thermoplastic resins greater than that of the pigment prior to treatment. Broadly, the amount of the dialkyl s sulfosuccinate treating agent employed will be an amount ranging from about 0.1 to about weight percent based upon the weight of the pigment, preferably an amount ranging from about 0.3 to about 1.2 weight percent.
The resulting dialkyl sulfosuccinate treated inorganic pigments can be employed to readily and uniformly pigment a wide variety of thermoplastic resins. These include such well known classes of thermoplastic resins as polyolefin resins, acrylic resins, polyester resins, polyamide resins, epoxy resins, phenolic resins, poly(vinylaromatic) resins, poly(vinylhalide) resins, polycarbonate resins, polyurethane resins, and the like.
Representative, but non-limiting, examples of these various classes of thermoplastic resins include: polyolefin resins such as polyethylene, polypropylene, and the like; acrylic resins such as poly(acrylic acid), poly(methacrylic acid), poly(methylacrylate), poly(methylmethacrylate), and the like; polyester resins such as poly(ethylene terephthalate), poly(butylene terephthalate) and the like; polyamide resins such as nylon-6 and nylon-6,6, and the like; epoxy resins such as poly(epichlorohydrin/bisphenol A) and the like and esters thereof such as those prepared by the esterification of poly(epichlorohydrin/bisphenol A) with a fatty acid, resin acid, tall oil acid or mixtures thereof; phenolic resins such as those derived from the -raction of formaldehyde with phenol, resorcinol, cresol, p-phenylphenol, and the like; poly(vinylaromatic) resins such as polystyrene and copolymers thereof such as poly(styrene-acrylonitrile), poly(styrene-butadiene-acrylonitrile), and the like; poly(vinylhalide) resins, such as poly(vinylchloride), poly(vinylchloride/vinylidene chloride) d~ and the like; polycarbonate resins such as those attained either by the phosgenation of dihydroxy aliphatic or aromatic monomers such as ethylene glycol, propylene glycol, bisphenol A 4,4'-isopropylidene diphenol), and the like or by the base catalyzed transesterification of bisphenol A with diphenyl carbonate to produce bisphenol A polycarbonate; and polyurethane resins obtained by the reaction of di- or polyfunctional hydroxy compounds such as glycols or hydroxyl terminated polyesters and polyethers with di- or polyfunctional diisocyanates.
The amounts of the dialkyl sulfosuccinate treated inorganic pigments of this invention which can be added directly to the above described thermoplastic resins can vary widely depending upon the intended end use for these resins. Thus, thin films sometimes will require very high pigment levels while thick paints may only require a very small percentage.
Accordingly, the amount of the treated pigment employed can range from as little as about S: 1 weight percent to as much as about 80 weight percent based upon the weight of the thermoplastic resin.
In yet a further embodiment of the present invention, the dialkyl sulfosuccinate treated inorganic pigments of the present invention have exhibited particular utility in the preparation of thermoplastic concentrates. Broadly, these thermoplastic concentrates will comprise a continuous phase constituting a thermoplastic resin and a disperse phase constituting the dialkyl sulfosuccinate treated inorganic pigments of this invention. The continuous phase a so "o may comprise any of the thermoplastic resins hereinbefore described, including the polyolefin resins, acrylic resins, polyester resins, polyamide resins, epoxy resins, phenolic resins, poly(vinylaromatic) resins, poly(vinylhalide) resins, polycarbonate resins, polyurethane resins, and the like.
In preparing the thermoplastic concentrates of the present invention, the amount of pigment incorporated into the thermoplastic resin continuous phase can vary widely. In general, this amount will vary depending upon the level of pigmentation desired or required in the final or finished end product employing these thermoplastic concentrates as pigmenting vehicles, and the effectiveness of the processing equipment utilized to reduce, dilute or dissolve the thermoplastic concentrates in the thermoplastic resins used to produce the final or finished end products. Broadly, the thermoplastic concentrates of this invention may contain weight ratios of the treated inorganic pigment to the thermoplastic resin in which it is dispersed ranging from about 0.5:1 to about 5:1. Within such range, the treated inorganic pigment of the present invention can be easily and uniformly dispersed or distributed throughout the thermoplastic resin employed as the continuous phase of the thermoplastic concentrate produced.
Processes and process equipment useful in the preparation of the above described thermoplastic concentrates are known and do not form any part of this aspect of this invention. Such known processes generally involve mixing and/or blending techniques 0**0 utilizing equipment capable of handling high plastic viscosity materials. Illustrative of equipment typically employed in mixing and/or blending processes include various kneader type dispersers, such as the Banbury mixer, single and multi-roll mills, and the like. A more S detailed description of such mixing and/or blending processes and the equipment which may be employed therein can be found in Kirk-Othmer, Encyclopedia of Chemical Technology, 2nd Ed., Vol. 15, pages 592-596.
The invention is further described and illustrated by the following examples. These examples represent specific embodiments of the invention and are not to be construed as limitations thereon.
EXAMPLE 1 A rutile titanium dioxide product of the Kerr-McGee Corporation of Oklahoma City, Oklahoma marketed under the trade designation CR-834 was prepared from the chloride process and was steam micronized with a polyol milling aid, specifically trimethylol ethane The particulate titanium dioxide was then dry treated with dioctyl sodium sulfosuccinate as a fine mist or spray at a concentration of about 0.75 percent by weight of pigment. Specifically, the titanium dioxide and dioctyl sodium sulfosuccinate were mixed in a v-blender in which the dioctyl sodium sulfosuccinate was added through the intensifier bar.
The dispersibility of the treated titanium dioxide as compared to untreated titanium dioxide was then determined. That is, the mixing bowl of a Brabender Plasticorder Model PL-2000 was loaded with 36.50g of a polystyrene resin marketed by the Dow Chemical Company under the trade designation STYRON®#615, 0.31g of zinc stearate as a lubricant, and 109.50g of the above described treated titanium dioxide. The bowl temperature was set at 160°C and the blade speed at 150 rpm. The torque and temperature were then recorded .4 vs. time. The procedure was repeated using untreated titanium dioxide in order to compare the dispersibility of the treated titanium dioxide with untreated titanium dioxide. The procedure was also repeated using other dialkyl sulfosuccinate treating agents, namely, diisobutyl sodium sulfosuccinate and bis tridecyl sodium sulfosuccinate. The results of these tests are set forth in Table I below.
TABLE I S. 55 S.
S
S.
5* 5 5*
S
S
it..
S
*5*4 5* S. 0*5S o to Sample Equilibrium Processing Torque Temperature 1 1,990 185 2 1,900 174 3 1,840 177 4 1,860 176 1. Titanium dioxide steam micronized with TME 2. Sample 1 treated with 0.75% dioctyl sodium sulfosuccinate 3. Sample 1 treated with Diisobutyl sodium sulfosuccinate 4. Sample 1 treated with Bis(tridecyl) sodium sulfosuccinate Samples one and two were re-evaluated at lower processing temperature, 140°C.
TABLE II Sample Equilibrium Processing Torque Temperature 1 2,010 161 2 1,840 157 .4
I
S.
S.
5y S *I
S
1. Titanium dioxide steam micronized with TME 2. Sample 1 treated with 0.75 percent dioctyl sodium sulfosuccinate Improved processibility and dispersibility of the 75 percent pigment thermoplastic concentrate is demonstrated by the lower processing torque and temperature of the dioctyl sodium '20 sulfosuccinate treated samples.
EXAMPLE 2 This example deals with steam micronizing dioctyl sodium sulfosuccinate onto the pigment. Titanium dioxide was prepared from the chloride process. The samples were steam micronized with dioctyl sodium sulfosuccinate. The torque and temperature profiles were then measured using the method discussed in Example 1. That is, a ternary mixture containing 36.5g polystyrene (Dow Styron #615 or other general purpose polystyrene) 0.31g zinc stearate and 109.5g of the above describe 'ated titanium dioxide was prepared and loaded into the mixing bowl of a Brabender Plasticorder Model PL-2000 having Cam type blades. The bowl temperature was set at 140°C, and the blade speed at 150 rpm. The torque and temperature profiles were measured and the data are tabulated in Table III.
TABLE III Sample Equilibrium Processing Torque Temperature 1 1,647 186 2 1,450 176 1. Micronized with TME 2. Micronized with 0.75 percent dioctyl sodium sulfosuccinate Again, improved processibility of the 75 percent pigment thermoplastic concentrate is demonstrated by the lower processing torque and temperature of the dioctyl sodium sulfosuccinate treated sample.
Thus, the present invention is well adapted to carry out the objects and obtain the ends and advantages mentioned as well as those inherent therein. While presently prepared embodiments of the invention have been described herein, it is to be understood that modifications and changes can be made in the treated pigments and concentrates of the present invention without departing from the spirit or scope of the invention as set forth in the following claims.
a
Claims (37)
1. Thermoplastic concentrates comprising an inorganic pigment dispersed in a thermoplastic resin, said pigment having deposited thereon a dialkyl sulfosuccinate treating agent corresponding to the formula ROOCCHSO 3 MCH 2 COOR' wherein R and R' are monovalent alkyl radicals containing from about 2 to about 20 carbon atoms and M is a metallic monovalent cation; said dialkyl sulfosuccinate treating agent being deposited upon said pigment in an amount of at least about 0.1 percent by weight based upon the weight of said pigment.
2. The thermoplastic concentrates of claim 1 wherein said thermoplastic resin is a thermoplastic homo- or copolymer resin.
3. The thermoplastic concentrates of claim 2 wherein said thermoplastic resin is a thermoplastic homopolymer resin selected from the group consisting of polyolefin, polyvinyl, polyacrylic, phenolic, alkyl, epoxy, nylon, polyurethane, phenoxy, polycarbonate and polyester resins.
4. The thermoplastic concentrates of claim 3 wherein said thermoplastic homopolymer resin is polystyrene. The thermoplastic concentrates of claim 3 wherein said thermoplastic homopolymer resin is polyethylene.
6. The thermoplastic concentrates of claim 1 wherein R and R' in said general formula are monovalent alkyl radicals containing from about 4 to about 14 carbon atoms each. -13-
7. The thermoplastic concentrates of claim 6 wherein R and R' in said general formula are both monovalent alkyl radicals containing about 8 carbon atoms each and M is sodium.
8. The thermoplastic concentrates of claim 1 wherein said inorganic pigment is titanium dioxide pigment.
9. The thermoplastic concentrates of claim 1 wherein said dialkyl sulfosuccinate treating agent is deposited upon said pigment in an amount ranging from about 0.1 percent to about 5 percent by weight. The thermoplastic concentrates of claim 9 wherein said dialkyl sulfosuccinate treating agent is deposited upon said pigment in an amount ranging from about 0.3 percent to about 1.2 percent by weight.
11. The thermoplastic concentrates of claim 10 wherein the amount of said dialkyl sulfosuccinate treating agent deposited upon said pigment is about 0.75 percent by weight.
12. The thermoplastic concentrates of claim 11 wherein: R and R' are monovalent alkyl radicals containing 8 carbon atoms each; and M is sodium.
13. The thermoplastic concentrates of claim 9 wherein said thermoplastic resin is polystyrene.
14. The thermoplastic concentrates of claim 9 wherein said thermoplastic resin is polyethylene. The thermoplastic concentrates of claim 9 wherein said inorganic pigment is dispersed in said thermoplastic resin in an amount ranging from a about 0.5 parts to about 5 parts by weight per 1 part by weight of said thermoplastic resin.
16. The thermoplastic concentrates of claim 15 wherein the amount of said inorganic pigment dispersed in said thermoplastic iesin is in the range of from about 3 parts to about 5 parts by weight per 1 part by weight of said thermoplastic resin.
17. The thermoplastic concentrates of claim 1 wherein said dispersed pigment is present in an amount in the range of from about 33.33 percent to about 83.33 percent by weight based upon the combined weight of the thermoplastic resin and the inorganic pigment.
18. A process for preparing a thermoplastic concentrate comprising the steps of: depositing a dialkyl sulfosuccinate treating agent on an inorganic pigment material; and dispersing said pigment material having said treating agent deposited thereon in a thermoplastic resin, wherein said treating agent is of the formula ROOCCHSO 3 MCH 2 COOR' wherein R and R' are monovalent alkyl radicals having from about 2 to about 20 carbon atoms, and M is a 10 metallic monovalent cation, and wherein said treating agent is deposited on said pigment material in step in an amount in the range of from about 0.1 percent to about 5 percent by weight based on the weight of said pigment material.
19. The process of claim 18 wherein R and R' are monovalent alkyl radicals having from about 4 to about 14 carbon atoms each. The process of claim 19 wherein R and R' are monovalent alkyl radicals having about 8 carbon atoms each and M is sodium.
21. The process of claim 18 wherein said pigment material is titanium dioxide;
22. The process of claim 18 wherein said treating agent is dioctyl sodium sulfosuccinate.
23. The process of claim 18 wherein said thermoplastic resin is a poly(vinylaromatic) resin.
24. The process of claim 18 wherein said thermoplastic resin is polystyrene. The process of claim 18 wherein said thermoplastic resin is polyethylene.
26. The process of claim 18 wherein said treating agent is deposited on said pigment material in step in an amount in the range of from about 0.3 percent to about 1.2 percent by weight based on the weight of said pigment material.
27. The process of claim 26 wherein said treating agent is deposited on said pigment material in step in the amount of about 0.75 percent by weight based on the weight of said pigment material.
28. The process of claim 18 wherein the amount of said pigment material dispersed in said thermoplastic resin in step is in the range of from about S
33.33 percent to about 83.33 percent by weight based on the combined weight of said pigment material and said thermoplastic resin. 29. The process of claim 18 wherein said pigment material is dispersed in said thermoplastic resin in step in an amount in the range of from about parts to about 5 parts by weight per 1 part by weight of said thermoplastic resin. The process of claim 29 wherein the amount of said pigment material dispersed in said thermoplastic resin is in the range of from about 3 parts to about 5 parts by weight per 1 part by weight of said thermoplastic resin. 31. A process for preparing a thermoplastic concentrate comprising the step of dispersing a pretreated pigment material in a thermoplastic resin, wherein: said pretreated pigment material comprises an inorganic pigment material which has been treated prior to said step of dispersing by depositing a dialkyl sulfosuccinate treating agent thereon; said treating agent corresponding to the formula ROOCCHSO 3 MCH2COOR' wherein R and R' are monovalent alkyl radicals having from about 2 to about 20 carbon atoms and M is a metallic monovalent cation; and said pretreated pigment material has deposited thereon an amount of said treating agent in the range of from about 0.1 percent to about 5 percent by weight based on the weight of said inorganic pigment material. 32. The process of claim 31 wherein R and R' are monovalent alkyl adicals having from about 4 to about 14 arbn atoms each. radicals having from about 4 to about 14 carbon atoms each. a 33. The process of claim 32 wherein R and R' are monovalent alkyl radicals having about 8 carbon atoms each and M is sodium.
34. The process of claim 31 wherein said inorganic pigment material is titanium dioxide. The process of claim 31 wherein said treating agent is dioctyl sodium sulfosuccinate.
36. The process of claim 31 wherein said thermoplastic resin is a poly(vinylaromatic) resin.
37. The process of claim 31 wherein said thermoplastic resin is polystyrene.
38. The process of claim 31 wherein said thermoplastic resin is polyethylene.
39. The process of claim 31 wherein said treating agent deposited on said inorganic pigment material is present in the range of from about 0.3 percent to about 1.2 percent by weight based on the weight of said inorganic pigment material. The process of claim 39 wherein the amount of said treating agent deposited on said inorganic pigment material is about 0.75 percent by weight based on the weight of said inorganic pigment material.
41. The process of claim 31 wherein the amount of said pretreated pigment material dispersed in said thermoplastic resin is in the range of from about 33.33 percent to about 83.33 percent by weight based on the combined weight of said pretreated pigment material and said thermoplastic resin. -18- ~U I~
42. The process of claim 31 wherein said pretreated pigment material is dispersed in said thermoplastic resin in an amount ranging from about 0.5 to about 5 parts by weight per 1 part by weight of said thermoplastic resin.
43. The process of claim 42 wherein the amount of said pretreated pigment material dispersed in said thermoplastic resin is in the range of from about 3 parts to about 5 parts by weight per 1 part of weight of said thermoplastic resin.
44. The process of claim 31 wherein: R and R' are monovalent alkyl radicals having 8 carbon atoms each; M is sodium; said inorganic pigment material is titanium dioxide; and s the amount of said treating agent is in the range of from about 0.3 percent to about 1.2 percent by weight based on the weight of said inorganic pigment material. The process of claim 44 wherein the amount of said treating agent is about 0.75 percent by weight based on the weight of said inorganic pigment :material.
46. The process of claim 44 wherein said thermoplastic resin is polystyrene. a.
47. The process of claim 44 wherein said thermoplastic resin is polyethylene.
48. The process of claim 44 wherein the amount of said pretreated pigment material dispersed in said thermoplastic resin is in the range of from about a aO0 33.33 percent to about 83.33 percent by weight based on the combined weight of said pretreated pigment material and said thermoplastic resin.
49. The process of claim 44 wherein said pretreated pigment material is dispersed in said thermoplastic resin in an amount ranging from about 0.5 to about 5 parts by weight per 1 part by weight of said thermoplastic resin. The process of claim 49 wherein the amount of said pretreated pigment material dispersed in said thermoplastic resin is in the range of from about 3 parts to about 5 parts by weight per 1 part by weight of said thermoplastic resin. DATED: 17th July, 1996 PHILLIPS ORMONDE FITZPATRICK Attorneys for: KERR-McGEE CHEMICAL CORPORATION o a a p• ABSTRACT Thermoplastic concentrates comprising inorganic pigments, such as titanium dioxide, treated with a dialkyl sulfosuccinate treating agent, of the formula ROOCCHSO 3 MCH2COOR', where R and R' are monovalent alkyl radicals containing from about 2 to about 20 carbon atoms and M is a metallic monovalent cation, are disclosed. Such treatment improves the dispersibility of the pigments in thermoplastic resins. The treatment also enables the production of thermoplastic concentrates comprising a high percentage of treated inorganic pigment dispersed in a thermoplastic resin. g
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AU60553/96A Ceased AU696389B2 (en) | 1995-08-23 | 1996-07-18 | Treatment of pigments for improved dispersibility and concentration in thermoplastic resins |
Country Status (12)
Country | Link |
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US (1) | US5830929A (en) |
EP (1) | EP0761740A1 (en) |
JP (1) | JPH09104831A (en) |
KR (1) | KR970010896A (en) |
CN (1) | CN1144232A (en) |
AU (1) | AU696389B2 (en) |
BR (1) | BR9603505A (en) |
CA (1) | CA2183826A1 (en) |
EA (1) | EA000049B1 (en) |
SG (1) | SG52836A1 (en) |
TW (1) | TW375643B (en) |
ZA (1) | ZA966332B (en) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6133342A (en) | 1999-01-21 | 2000-10-17 | Marconi Data Systems Inc. | Coating composition |
DE19910521A1 (en) * | 1999-03-10 | 2000-09-28 | Kronos Titan Gmbh & Co Ohg | Organic post-treated pigments for coating systems |
US6210472B1 (en) | 1999-04-08 | 2001-04-03 | Marconi Data Systems Inc. | Transparent coating for laser marking |
US6261348B1 (en) | 1999-06-25 | 2001-07-17 | Marconi Data Systems Inc. | Laser markable coating |
US6478861B1 (en) | 1999-06-25 | 2002-11-12 | Videojet Technologies Inc. | Laser markable coating |
CA2283890C (en) | 1999-09-27 | 2007-09-18 | Advanced Glazings Ltd. | Honeycomb transparent insulation with improved insulating ability |
US6503970B1 (en) * | 2000-09-29 | 2003-01-07 | Engelhard Corporation | Co-processed pigments |
US20060046058A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Process for manufacturing thermoplastic materials containing inorganic particulates |
US20060042511A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Surface-treated pigments |
US20060047022A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Thermoplastic compositions including inorganic particulates |
US20060047020A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Thermoplastic compositions including inorganic particulates |
US20060045841A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Process for making titanium dioxide and resulting product |
US20060047023A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Process for manufacturing thermoplastic materials containing inorganic particulates |
US20060047021A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Thermoplastic compositions including inorganic particulates |
US20060042512A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Surface-treated pigments |
US20060042513A1 (en) * | 2004-08-30 | 2006-03-02 | Craig Daniel H | Process for manufacturing thermoplastic materials containing inorganic particulates |
US20060052482A1 (en) * | 2004-09-07 | 2006-03-09 | Craig Daniel H | Thermoplastic compositions including inorganic particulates |
US7138011B2 (en) * | 2004-09-07 | 2006-11-21 | Tronox Llc | Surface treated pigments |
US20060052484A1 (en) * | 2004-09-07 | 2006-03-09 | Craig Daniel H | Thermoplastic compositions including inorganic particulates |
US20060052485A1 (en) * | 2004-09-07 | 2006-03-09 | Craig Daniel H | Thermoplastic compositions including inorganic particulates |
US20060051504A1 (en) * | 2004-09-07 | 2006-03-09 | Craig Daniel H | Process for manufacturing thermoplastic materials containing inorganic particulates |
US6958091B1 (en) | 2004-09-07 | 2005-10-25 | Kerr-Mcgee Chemical Llc | Surface-treated pigments |
US20060052483A1 (en) * | 2004-09-07 | 2006-03-09 | Craig Daniel H | Thermoplastic compositions including inorganic particulates |
US6946028B1 (en) | 2004-09-07 | 2005-09-20 | Kerr-Mcgee Chemical Llc | Surface-treated pigments |
US20060051503A1 (en) * | 2004-09-07 | 2006-03-09 | Craig Daniel H | Process for manufacturing thermoplastic materials containing inorganic particulates |
US20060048674A1 (en) * | 2004-09-07 | 2006-03-09 | Craig Daniel H | Process for manufacturing thermoplastic materials containing inorganic particulates |
US20060048677A1 (en) * | 2004-09-07 | 2006-03-09 | Craig Daniel H | Process for manufacturing thermoplastic materials containing inorganic particulates |
US20060194905A1 (en) * | 2004-09-27 | 2006-08-31 | Tadych John E | Differential adhesion masking composition |
US7935753B2 (en) * | 2006-11-13 | 2011-05-03 | Tronox Llc | Surface treated pigment |
US10370540B2 (en) | 2015-09-11 | 2019-08-06 | Tronox Llc | Inorganic pigments surface treated with polyol esters |
EP3628705A1 (en) * | 2018-09-28 | 2020-04-01 | Omya International AG | Process for preparing a coarse surface treated filler material product |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0282855A2 (en) * | 1987-03-19 | 1988-09-21 | Bayer Ag | Pigment preparations |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS57167351A (en) * | 1981-04-09 | 1982-10-15 | Matsushita Electric Ind Co Ltd | Resin composition |
JPS6182835A (en) * | 1984-09-29 | 1986-04-26 | Ricoh Co Ltd | Microgel dispersion containing fine particles |
ES2003759A6 (en) * | 1986-12-19 | 1988-11-16 | Colores Hispania | Pigment composition |
JPH028239A (en) * | 1988-06-27 | 1990-01-11 | Somar Corp | Vinyl chloride resin composition and molding thereof |
US5260353A (en) * | 1992-10-16 | 1993-11-09 | Kerr-Mcgee Chemical Corporation | Hydrophobicity through metal ion activation |
-
1996
- 1996-07-18 AU AU60553/96A patent/AU696389B2/en not_active Ceased
- 1996-07-19 TW TW085108830A patent/TW375643B/en active
- 1996-07-25 ZA ZA9606332A patent/ZA966332B/en unknown
- 1996-08-16 EP EP19960306009 patent/EP0761740A1/en not_active Withdrawn
- 1996-08-21 CA CA 2183826 patent/CA2183826A1/en not_active Abandoned
- 1996-08-22 JP JP22125896A patent/JPH09104831A/en active Pending
- 1996-08-22 KR KR1019960034818A patent/KR970010896A/en not_active Ceased
- 1996-08-22 SG SG1996010515A patent/SG52836A1/en unknown
- 1996-08-22 BR BR9603505A patent/BR9603505A/en active Search and Examination
- 1996-08-22 EA EA199600056A patent/EA000049B1/en not_active IP Right Cessation
- 1996-08-23 CN CN96109467A patent/CN1144232A/en active Pending
-
1997
- 1997-01-24 US US08/794,192 patent/US5830929A/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0282855A2 (en) * | 1987-03-19 | 1988-09-21 | Bayer Ag | Pigment preparations |
Also Published As
Publication number | Publication date |
---|---|
CN1144232A (en) | 1997-03-05 |
CA2183826A1 (en) | 1997-02-24 |
EP0761740A1 (en) | 1997-03-12 |
EA199600056A1 (en) | 1997-03-31 |
AU6055396A (en) | 1997-02-27 |
EA000049B1 (en) | 1998-04-30 |
KR970010896A (en) | 1997-03-27 |
ZA966332B (en) | 1998-01-26 |
BR9603505A (en) | 1998-05-12 |
US5830929A (en) | 1998-11-03 |
SG52836A1 (en) | 2000-05-23 |
JPH09104831A (en) | 1997-04-22 |
TW375643B (en) | 1999-12-01 |
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Legal Events
Date | Code | Title | Description |
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MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |