CS218623B1 - Stabilized composition for homopolymeres and/or vinylchloride copolymeres - Google Patents
Stabilized composition for homopolymeres and/or vinylchloride copolymeres Download PDFInfo
- Publication number
- CS218623B1 CS218623B1 CS804178A CS417880A CS218623B1 CS 218623 B1 CS218623 B1 CS 218623B1 CS 804178 A CS804178 A CS 804178A CS 417880 A CS417880 A CS 417880A CS 218623 B1 CS218623 B1 CS 218623B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- carbon atoms
- organic
- antimony
- alkyl
- phosphite
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 229920001577 copolymer Polymers 0.000 title claims description 11
- 229920001519 homopolymer Polymers 0.000 title claims description 8
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 19
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229920000642 polymer Polymers 0.000 claims abstract description 13
- OATORLCCIQBWBF-UHFFFAOYSA-K 6-methylheptyl 2-bis[[2-(6-methylheptoxy)-2-oxoethyl]sulfanyl]stibanylsulfanylacetate Chemical compound [Sb+3].CC(C)CCCCCOC(=O)C[S-].CC(C)CCCCCOC(=O)C[S-].CC(C)CCCCCOC(=O)C[S-] OATORLCCIQBWBF-UHFFFAOYSA-K 0.000 claims abstract description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 7
- 239000001301 oxygen Substances 0.000 claims abstract description 7
- 239000000126 substance Substances 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- -1 mercaptocarboxylic acid ester Chemical class 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 239000000654 additive Substances 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 125000000732 arylene group Chemical group 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 150000001463 antimony compounds Chemical class 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 150000002894 organic compounds Chemical class 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- CDPYVLUFLWFDRJ-UHFFFAOYSA-N tris[2-(1-phenylethyl)phenyl] phosphite Chemical compound C=1C=CC=C(OP(OC=2C(=CC=CC=2)C(C)C=2C=CC=CC=2)OC=2C(=CC=CC=2)C(C)C=2C=CC=CC=2)C=1C(C)C1=CC=CC=C1 CDPYVLUFLWFDRJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- VUYGWRPNDGLGLN-UHFFFAOYSA-K antimony(3+);2-(sulfanylmethyl)hexanoate Chemical compound [Sb+3].CCCCC(CS)C([O-])=O.CCCCC(CS)C([O-])=O.CCCCC(CS)C([O-])=O VUYGWRPNDGLGLN-UHFFFAOYSA-K 0.000 claims 1
- 150000003573 thiols Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 8
- 239000007983 Tris buffer Substances 0.000 abstract description 7
- 239000004615 ingredient Substances 0.000 abstract description 3
- 230000000704 physical effect Effects 0.000 abstract description 2
- 229910052787 antimony Inorganic materials 0.000 description 13
- 239000003381 stabilizer Substances 0.000 description 11
- 229920000915 polyvinyl chloride Polymers 0.000 description 9
- 239000004800 polyvinyl chloride Substances 0.000 description 9
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 8
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 7
- 230000006641 stabilisation Effects 0.000 description 6
- 238000011105 stabilization Methods 0.000 description 6
- 239000000314 lubricant Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 230000002195 synergetic effect Effects 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920002959 polymer blend Polymers 0.000 description 4
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 4
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000000051 modifying effect Effects 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical class OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000000265 homogenisation Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 230000008646 thermal stress Effects 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 description 1
- CLNSNXOIVDERHH-UHFFFAOYSA-N 12,12,12-triphenyldodecyl dihydrogen phosphite Chemical compound C1=CC=C(C=C1)C(CCCCCCCCCCCOP(O)O)(C2=CC=CC=C2)C3=CC=CC=C3 CLNSNXOIVDERHH-UHFFFAOYSA-N 0.000 description 1
- PMNLUUOXGOOLSP-UHFFFAOYSA-M 2-sulfanylpropanoate Chemical compound CC(S)C([O-])=O PMNLUUOXGOOLSP-UHFFFAOYSA-M 0.000 description 1
- RZBBHEJLECUBJT-UHFFFAOYSA-N 6-methylheptyl 2-sulfanylacetate Chemical compound CC(C)CCCCCOC(=O)CS RZBBHEJLECUBJT-UHFFFAOYSA-N 0.000 description 1
- YEQHNTCMAVPEKP-UHFFFAOYSA-N 6-methylheptyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCC(C)C)OC1=CC=CC=C1 YEQHNTCMAVPEKP-UHFFFAOYSA-N 0.000 description 1
- LBSJFUFSEQQYFC-UHFFFAOYSA-N 8,8-diphenyloctyl dihydrogen phosphite Chemical compound C=1C=CC=CC=1C(CCCCCCCOP(O)O)C1=CC=CC=C1 LBSJFUFSEQQYFC-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920001944 Plastisol Polymers 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- SQYWBDSYLMYMBF-UHFFFAOYSA-K [Sb+3].CCCCC(CC)CC(CS)C([O-])=O.CCCCC(CC)CC(CS)C([O-])=O.CCCCC(CC)CC(CS)C([O-])=O Chemical compound [Sb+3].CCCCC(CC)CC(CS)C([O-])=O.CCCCC(CC)CC(CS)C([O-])=O.CCCCC(CC)CC(CS)C([O-])=O SQYWBDSYLMYMBF-UHFFFAOYSA-K 0.000 description 1
- RNKRHLUBFQLLKE-UHFFFAOYSA-K [Sb+3].CCCCCCCCCCCCSCC([O-])=O.CCCCCCCCCCCCSCC([O-])=O.CCCCCCCCCCCCSCC([O-])=O Chemical compound [Sb+3].CCCCCCCCCCCCSCC([O-])=O.CCCCCCCCCCCCSCC([O-])=O.CCCCCCCCCCCCSCC([O-])=O RNKRHLUBFQLLKE-UHFFFAOYSA-K 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 description 1
- 150000001462 antimony Chemical class 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical class [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- AAQUCXJJDQZZOJ-UHFFFAOYSA-N bis(2-ethylhexyl) phenyl phosphite Chemical compound CCCCC(CC)COP(OCC(CC)CCCC)OC1=CC=CC=C1 AAQUCXJJDQZZOJ-UHFFFAOYSA-N 0.000 description 1
- MGFFVSDRCRVHLC-UHFFFAOYSA-N butyl 3-sulfanylpropanoate Chemical compound CCCCOC(=O)CCS MGFFVSDRCRVHLC-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical class [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- HDFRDWFLWVCOGP-UHFFFAOYSA-N carbonothioic O,S-acid Chemical class OC(S)=O HDFRDWFLWVCOGP-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229920005556 chlorobutyl Polymers 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- DHQYDHVETSVMKQ-UHFFFAOYSA-N cyclohexyl 2-sulfanylacetate Chemical compound SCC(=O)OC1CCCCC1 DHQYDHVETSVMKQ-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 description 1
- 230000005501 phase interface Effects 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004999 plastisol Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- YPMOSINXXHVZIL-UHFFFAOYSA-N sulfanylideneantimony Chemical compound [Sb]=S YPMOSINXXHVZIL-UHFFFAOYSA-N 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- FICPQAZLPKLOLH-UHFFFAOYSA-N tricyclohexyl phosphite Chemical compound C1CCCCC1OP(OC1CCCCC1)OC1CCCCC1 FICPQAZLPKLOLH-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/59—Arsenic- or antimony-containing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Vynález sa týká stabilizačnej kompozície pre homopolyméry a/alebo kopolyméry vinylchloridu so zvýšenou odolnosťou voči teplu, světlu, kyslíku a poveternostnému starnutiu, v ktorých sa využívá synergický účinok antimonitej organickej zlúčeniny v kombinácii s organickým fosfitom.The invention relates to a stabilizing composition for homopolymers and / or copolymers of vinyl chloride with increased resistance to heat, light, oxygen and weathering, in which the synergistic effect of the antimony organic compound in combination with the organic phosphite is utilized.
Použitie antimonitých organických zlúčenín ako tepelných stabilizátorov pre polyméry vinylchloridu je známe a bola popísaná ich aplikácia do tvrdých a mákčených PVC zmesí. Například USA pat. 2 680 726 uvádza použitie antimonitých esterov merkaptokarboxylových kyselin a USA pat. 2 684 956 použitie antimonitých merkaptidov.The use of antimony organic compounds as heat stabilizers for vinyl chloride polymers is known and their application to hard and softened PVC mixtures has been described. For example, U.S. Pat. No. 2,680,726 discloses the use of antimony esters of mercaptocarboxylic acids and U.S. Pat. 2,684,956 the use of antimony mercaptides.
Popísané sú aj viaczložkové stabilizačně systémy obsahuj úce antimonité organické zlúčeniny s vazbou Sb-S a dalšie přísady rózneho chemického zloženia, ktoré zlepšujú aplikačně vlastnosti antimonitých stabilizátorov. NSR pat. 2 454 986 zahrňuje kompozíciu na báze antimonitých merkaptidov a solí kovov alkalických zemin s karboxylovými alebo tiokarboxylovými kyselinami. Obdobné kompozície sú aj predmetom Belg. pat. 866 428.Also described are multi-component stabilization systems comprising antimony-containing organic compounds with Sb-S bond and other additives of different chemical composition which improve the application properties of antimony-stabilizers. NSR pat. No. 2,454,986 includes a composition based on antimony mercaptides and alkaline earth metal salts with carboxylic or thiocarboxylic acids. Similar compositions are also subject to Belg. pat. 866 428.
Uvedené stabilizačně kompozície doplněné o alkalické fosforečnany typu Me3PO4 sa nachádzajú v USA pat. 3 919 168.Said stabilizing compositions supplemented with Me3PO4 type alkaline phosphates are found in U.S. Pat. 3,919 168.
Zlepšenie stabilizačnej účinnosti antimonitých organických zlúčenín sa dosahuje aj prídavkom alkylovaných dvojsýtnych fenolov — NSR pat. 2 629 202.Improvement of the stabilizing activity of antimony organic compounds is also achieved by the addition of alkylated dibasic phenols - NSR Pat. 2,629 202.
NSR pat. 2 704 487 popisuje trojzložkovú stabilizačnú kompozíciu obsahujúcu antimon-tris(izooktylmerkaptoacetát), akceptor chlorovodíka a organické zlúčeniny s chelatačnými vlastnosťami.NSR pat. No. 2,704,487 discloses a three-component stabilizing composition comprising antimony tris (isooctyl mercaptoacetate), a hydrogen chloride acceptor, and organic compounds with chelating properties.
Použitie fosfor obsahuj úcich zlúčenín pri spracovaní plastov je známe. Organické zlúčeniny fosforu sú už dlhodobo úspěšně používané pri spracovaní plastov a elastomérov.The use of phosphorus-containing compounds in plastics processing is known. Organic phosphorus compounds have long been used successfully in the processing of plastics and elastomers.
Značného rozšírenia dosiahli najma organické fosfity — deriváty kyseliny fosforitej. Fosfity sú používané najma ako antioxidanty, ale pre chlór obsahujúce polyméry je významné ich použitie ako sekundárných stabilizátorov zlepšujúcich tepelnestabilizačnú účinnost'. Synergický účinok pri tepelnej stabilizácii je založený na schopnosti viazať degradačné produkty primárných kovových stabilizátorov, ktoré katalyticky urýchlujú rozklad polyméru.Organic phosphites - derivatives of phosphorous acid - achieved a considerable expansion. Phosphites are used in particular as antioxidants, but for chlorine-containing polymers, their use as secondary stabilizers improving thermal stability is important. The synergistic effect in thermal stabilization is based on the ability to bind the degradation products of primary metal stabilizers that catalytically accelerate polymer decomposition.
Antimonité zlúčeniny sú popísané obecnýtn . vzorcom (I)The antimony compounds are described generally. formula (I)
SbX3 v ktorom X znamená zvyšok esteru merkaptokarboxylových kyselin SR2COORj alebo zvyšok riolu SR1, R1 alkyl s 1 až 18 atómami uhlíka, cykloalkyl s 5 až 7 atómami uhlíka, aryl, alkaryl, alkoxyalkyl alebo alkyltioalkyl s 3 až 20 atómami uhlíka, R2 alkylén s 1 až 6 atómami uhlíka, arylén (napr. 1,2; 1,3; 1,4-fenylén).SbX 3 in which X represents a mercaptocarboxylic acid ester residue SR 2 COOR j or a residue of a substituent SR 1 , R 1 alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, aryl, alkaryl, alkoxyalkyl or alkylthioalkyl of 3 to 20 atoms R 2 is C 1 -C 6 alkylene, arylene (e.g., 1,2; 1,3; 1,4-phenylene).
Popísané sú systémy organických fosfitov s tepelnými stabilizátormi na báze organických solí kovov alkalických zemin, bária, kadmia, . vápnika, horčíka, zinku alebo s organociničitými zlúčeninami (USA pat. 2 564.646, Brit. pat. 803 081, NSR pat. 1 262 590,. USA pat. 3 ' 919 165, NSR pat. 1 175 874).Described are organic phosphite systems with thermal stabilizers based on organic salts of alkaline earth metals, barium, cadmium,. calcium, magnesium, zinc, or with organotin compounds (U.S. Pat. 2,564,646, British Pat. 803,081, German Pat. 1,262,590, U.S. Pat. 3,919,165, German Pat. 1,175,874).
Najma kombinácia kovových mydiel s organickým fosfitom a epoxidovým zmákčovadlom sa stala jedným zo štandardných stabilizačných systémov pre polyvinylchlorid (USA pat. 2 997 454, Belg, pat. 595 409).In particular, the combination of metal soaps with organic phosphite and epoxy wetting agent has become one of the standard stabilization systems for polyvinyl chloride (U.S. Pat. No. 2,997,454, Belg, U.S. Pat. No. 595,409).
Známe sú tiež štvorzložkové kompozície, v ktorých predchádzajúci systém je doplněný antioxidantom (NSR pat. 1 149 164, Brit. pat. 841 890), připadne uhlovodíkovým rozpúšťadlom (Belg. pat. 621 848).Also known are four-component compositions in which the preceding system is supplemented with an antioxidant (NSR Pat. 1 149 164, Brit. Pat. 841 890) or a hydrocarbon solvent (Belg. Pat. 621 848).
* . V USA pat. 2 752 319 sa uvádzajú zmesi trifenylfosfitu s olovnatými karboxylátmi.*. U.S. Pat. No. 2,752,319 discloses mixtures of triphenylphosphite with lead carboxylates.
Popísané kompozície zlepšujú predovšetkým tepelnú připadne antioxidačnú účinnost’ polymérov vinylchloridu, neopvlyvňujú odolnost’ voči účinkom světla ako aj voči pósobeniu kyslíka a vzdušné j vlhkosti.In particular, the compositions described improve the thermal and / or antioxidant efficiency of the polymers of vinyl chloride, do not impair the resistance to the effects of light, as well as the exposure to oxygen and air humidity.
V kombinácii organ ociničitého stabilizátora s organickými fosfitmi sa uplatňuje predovšetkým antioxidačné pósobenie fosfitov, ale nedochádza k zlepšeniu tepelnostabilizačnej účinnosti cín obsahujúcich stabilizátorov.In the combination of an organotin stabilizer with organic phosphites, the antioxidant action of phosphites is mainly used, but there is no improvement in the heat-stabilizing efficiency of the tin-containing stabilizers.
Antimonité organické zlúčeniny s vazbou Sb-S tepelno-stabilizačnou účinnosťou sú zrovnatelné s organociničitými, síru obsahujúcimi stabilizátormi. Ich nevýhodou je však podstatné nižšia tepelná účinnost’ v oblasti vyšších koncentrácií v polyméroch vinylchloridu v porovnaní s organociničitými derivátmi. Dalším nedostatkom je nízká odolnost’ proti pósobeniu světla, kyslíka ' a vzdušnej vlhkosti pri skladovaní.The antimony organic compounds with the Sb-S bond with heat-stabilizing activity are comparable to organotin, sulfur-containing stabilizers. Their disadvantage, however, is the substantially lower thermal efficiency in terms of higher concentrations in vinyl chloride polymers compared to organotin derivatives. Another drawback is the low resistance to light, oxygen and humidity in storage.
Tieto nedostatky v podstatnej miere odstraňuje podía vynálezu stabilizačná kompozícia pre hompolyméry a/alebo kopolyméry vinylchloridu, zvyšuj úca ich odolnost’ voči teplu, světlu, kyslíku a poveternostnému starnutiu, připadne kombinovaná s dalšími běžnými přísadami slúžiacimi k zlepšeniu chemických a fyzikálnych vlastností stabilizovaných polymérov.According to the invention, these drawbacks are substantially eliminated by a stabilizing composition for homopolymers and / or copolymers of vinyl chloride, increasing their resistance to heat, light, oxygen and weathering, optionally combined with other conventional additives to improve the chemical and physical properties of the stabilized polymers.
Je zložená z 50 až 95 % hmot, organickej antimonitej zlúčeniny s vazbou Sb-S a z 5 až 50 % hmot, organického fosfitu.It consists of 50 to 95% by weight of an organic antimonite compound with Sb-S bond and 5 to 50% by weight of an organic phosphite.
(I) . '(I). '
Z alkylénových zbytkov R1 sú najčastejšie metylén a etylén, R2 móže byť metyl, izopropyl, butyl, izooktyl, dodecyl, . 2-alkoxyetyl alebo 2-alkyltioetyl.Of the alkylene radicals R @ 1 are most often methylene and ethylene, R @ 2 can be methyl, isopropyl, butyl, isooctyl, dodecyl,. 2-alkoxyethyl or 2-alkylthioethyl.
Typickým príkladom . síru obsahujúcich antimonitých zlúčenín sú antimon-tris(izooktylmerkaptoacetát), antimon-tris(dodecylmerkaptid), anti4 mon-tris(butyl-3-merkaptopropionát), antimontris(dodecylmerkaptoacetát), antimon-tris(cyklohexylmerkaptoacetát), antimon-tris(cyklohexyl-3Organické fosfity sú popísané obecným vzorcom (II)A typical example. the sulfur-containing antimony compounds are antimony tris (isooctyl mercaptoacetate), antimony tris (dodecyl mercaptide), anti4 montris (butyl 3-mercaptopropionate), antimony tris (dodecyl mercaptoacetate), antimony tris (cyclohexyl mercapto tris (cyclohexyl mercaptoacetate)) phosphites are described by the general formula (II)
v ktorom znamenajú R1, R2, R3 rovnaké alebo rožne uhlovodíkové zvyšky s 1 až 40 ' atómami uhlíka ako sú alkyl, aryl, alkaryl, cykloalkyl s 5 až 7 atómami uhlíka alebo heterocykly obsahujúce dusík alebo síru.wherein R 1 , R 2 , R 3 are the same or different C 1 -C 40 hydrocarbon radicals such as alkyl, aryl, alkaryl, C 5 -C 7 cycloalkyl or nitrogen or sulfur-containing heterocycles.
Typickým príkladom týchto zlúčenín sú tridodeĎalším možným typom organického fosfitu sú organické difosfity na báze pentaerytritolu obecného vzoťca (III)Typical examples of these compounds are tridode. Another possible type of organic phosphite is organic diphosphites based on pentaerythritol of formula (III).
218623 merkaptopropionát), antimon-tris(2-etylhexyl-3merkaptopropionát) a zmesi uvedených zlúčenín.218623 mercaptopropionate), antimony-tris (2-ethylhexyl-3-mercaptopropionate) and mixtures of said compounds.
(II) cylfosfit, ’ trifenylfosfit, trikrezylfosfit, trifenyldodecylfosfit, tris(nonylfenyl)fosfit, tricyklohexylfosfit, tris(tetrahydrofurfuiyl)fosfit, izooktyldifenylfosfit, zmesný tris(l-fenyletyi-fenyl)fosfit, didodecylfenylfosfit a alkylbis(oktylfenyl)fosfit.(II) cylphosphite, 'triphenylphosphite, tricresylphosphite, triphenyldodecylphosphite, tris (nonylphenyl) phosphite, tricyclohexylphosphite, tris (tetrahydrofurfuyl) phosphite, isooctyldiphenylphosphite, mixed tris (1-phenylethylphosphinylphosphitephenylphosphitephenylphosphite) diditenylphosphite.
- <*2^ /¾ “- <* 2 ^ / ¾ "
- ^СН2 v ktorom znamená X, Y rovnaké . alebo rožne uhlovodíkové zvyšky s 1 -až 30 atómami uhlíka ako sú alkyl, aryl, alkaryl, aralkyl, alkenyl alebo cykloalkyl s 5 až 7 atómami uhlíka. .- ^ СН 2 in which X, Y are the same. or various hydrocarbon radicals having 1 to 30 carbon atoms such as alkyl, aryl, alkaryl, aralkyl, alkenyl or cycloalkyl of 5 to 7 carbon atoms. .
Tieto zlúčeniny - predstavujú například 4, 9Cyklické organické difosfity možno charakterizovat’ obecným vzorcom (IV)These compounds - for example, represent 4,9Cyclic organic diphosphites can be characterized by the general formula (IV)
0 /\ //0 / \ //
X- -J --0 -Ϊ - 0 - // \oz v ktorom znamená Y alkylén s 1 až 8 atómami uhlíka, cykloalkylén s 5 ' až 7 atómami uhlíka, arylén (napr. 1,3,; 1,4-fenylén) a X alkylén alebo alkoxyalkylén s 2 až 12 atómami uhlíka alebo arylén (napr. 1,2-bis( 1,3,2-dioxyfosfolanyl)- l,2,dioxietán).X @ -J -Ϊ --0 - 0 - // \ o vol wherein Y is alkylene having 1 to 8 carbon atoms, cycloalkylene having 5 'to 7 carbon atoms, arylene (e.g. 1,3 1,4 ,; phenylene) and X alkylene or C 2 -C 12 alkoxyalkylene or arylene (e.g. 1,2-bis (1,3,2-dioxyphospholanyl) -1,2, dioxethane).
Navrhovaná kompozícia móže obsahovať ďalšie přísady priaznivo ovplyvňujúce homogenitu, polymémej zmesi, prispievajúce k dokonalej disperzii stabilizačného systému v polymere, pósobiace mazacím účinkom, upravujúce tokové vlastnosti taveniny, modifikuj úce mechanické vlastnosti finálnych výrobkov a pod.The proposed composition may contain other additives favorably affecting homogeneity, a polymer blend, contributing to a perfect dispersion of the stabilizing system in the polymer, acting as a lubricant, modifying the flow properties of the melt, modifying the mechanical properties of the final products, and the like.
Za - týmto účelom sa móže přidat’ do kompozície až 40 % hmot, epoxydického zmákčovadla typu epoxydováných esterov mastných kyselin sojového alebo slnečnicového oleja, až 30 % hmot, fenolických antioxidantov typu 2,6-diterc.butyl-4-metylfenol, 2,6-diterc.butyl-4-alkylfenol s alkylom s 30 až 50 atómami uhlíka.To this end, up to 40% by weight, epoxydic plasticizer of the type of epoxylated soybean or sunflower oil fatty acid esters, up to 30% by weight, of phenolic antioxidants of the 2,6-di-tert-butyl-4-methylphenol type, 2,6 di-tert-butyl-4-alkylphenol having an alkyl of 30 to 50 carbon atoms.
di(2-etylhexyloxa)-3,5,8,10-tetraoxa-4,9-difosfaspiro[5, 5]undekán, 4, 9-di[4-(l, 1-dimetylbenzyl) . fenoxy-]3,5,8,10-tetraoxa-4,9-difosfo-spiro[5,5] undekán.di (2-ethylhexyloxa) -3,5,8,10-tetraoxa-4,9-diphosphaspiro [5,5] undecane, 4,9-di [4- (1,1-dimethylbenzyl)]. phenoxy-] 3,5,8,10-tetraoxa-4,9-diphosphospiro [5.5] undecane.
Zlepšeme disperzie stabilizačnej kompozície podlá vynálezu sa dosahuje v polymémej bázi prídavkom esterov viacsýtnych kýselín, polymérnych zmákčovadiel na báze polyglykolov alebo polyesterov, připadne vyššími álkoholmi a/alebo přísadami pósobiacimi mazacím alebo modifikačným , účinkom.The dispersion of the stabilizer composition according to the invention is improved in the polymer base by the addition of esters of polyhydric acids, polymeric plasticizers based on polyglycols or polyesters, optionally with higher alcohols and / or additives with a lubricating or modifying effect.
Navrhované ' kompozície majú rad výhodných ' · aplikačných vlastností, ktorych sa dosahuje pri určitých pomeroch zložiek systému a vzájomne sa vhodné doplňuj ú.The proposed compositions have a number of advantageous application properties which are achieved at certain proportions of the components of the system and are complementary to each other.
Kompozície sa s výhodou pripravujú intenzív- nym miešaním všetkých komponentov pri zvýšenej teplote 40 až 100 °C počas 30 - až 60 minút. Jednotlivé zložky kompozície možno však - dávkovat’ aj priamo do polymérnej zmesi bez predchádzajúcej homogenizácie.The compositions are preferably prepared by vigorously mixing all components at an elevated temperature of 40 to 100 ° C for 30-60 minutes. However, the individual components of the composition can also be dosed directly into the polymer blend without prior homogenization.
Stabilizačná kompozícia podlá vynálezu sa přidává do - homopolymérov a/alebo kopolymérov vinylchloridu v množstve 0,1 až 10 hmotnostných dielov s výhodou 0,2 až 4 hmotnostně diely na 100 hmotnostných dielov polymeru.The stabilizing composition according to the invention is added to the homopolymers and / or copolymers of vinyl chloride in an amount of 0.1 to 10 parts by weight, preferably 0.2 to 4 parts by weight, per 100 parts by weight of polymer.
Najbežnejšie sú kopolyméry vinylchloridu s vinylovými estermi · karboxylových kyselin, napr. s vinylacetátom, vinylpropionátom, vinylbutyrátom, s estermi nenasýtených karboxylových kyselin napr. metakrylátom, butylakrylátom, metylmetakrylátom, so styrénom, propylénom, . s dienmi ako napr. s butadienom, akrylonitrilom, estermi kyseliny maleinovej lebo fumárovej.The most common are copolymers of vinyl chloride with vinyl esters of carboxylic acids, e.g. with vinyl acetate, vinyl propionate, vinyl butyrate, with unsaturated carboxylic acid esters e.g. methacrylate, butyl acrylate, methyl methacrylate, styrene, propylene,. with dienes such as. with butadiene, acrylonitrile, maleic or fumaric esters.
Významnú skupinu kopolymérov vinylchloridu tvoria vinylchloridom očkované polyméry a kopolyméry ako je napr. vinylchloridom očkovaný kopolymer etylén-vinylacetát alebo chlorovaný butylkaučuk.A significant group of vinyl chloride copolymers are vinyl chloride grafted polymers and copolymers such as e.g. vinyl chloride grafted ethylene-vinyl acetate copolymer or chlorinated butyl rubber.
Polymérne zmesi alebo materiály na báze homopolymérov alebo kopolymérov vinylchloridu stabilizované kompozíciou podlá vynálezu móžu obsahovat’ ďalšie běžné přísady ako sú zmákčovadlá, plnidlá, mazadla, pigmenty, antistatické prísadý, zlepšujúce spracovatelnosť a finálně vlastnosti výrobkov. .The polymer blends or materials based on homopolymers or copolymers of vinyl chloride stabilized by the composition of the invention may contain other conventional additives such as wetting agents, fillers, lubricants, pigments, antistatic additives, improving the processability and final product properties. .
Stabilizačně kompozície podlá vynálezu majú mnohé výhody. V kombinácii antimonitej síru obsahujúcej organickej zlúčeniny sa okrem antioxidačného pósobenia organických fosfitov prejaví aj synergický efekt, ktorý výrazné zvýši tepelnú stabilitu pri súčasnom zlepšení svetelnej stability polymérnej zmesi. Využitie synergického efektu hlavných zložiek kompozície umožňuje zníženie dávkovania, ktoré sa prejaví aj v znížení stabilizačných nákladov.The stabilizing compositions of the invention have many advantages. In addition to the antioxidant action of organic phosphites, the combination of antimony sulfur-containing organic compounds also exhibits a synergistic effect which significantly increases the thermal stability while improving the light stability of the polymer blend. The exploitation of the synergistic effect of the main components of the composition allows for a reduction in dosage, which also results in a reduction in stabilization costs.
Kompozície sa vyznačujú vyššou stálosťou. pri skladovaní a manipulácii v porovnaní so samotnými antimonitými zlúčeninami, pretože prídavok organického fosfitu kladné ovplyvňuje stabilitu kvapalnej kompozície a zamedzuje vzniku pevného podielu. Jednotlivé zložky kompozície sú vzájomne dobré miešatelhé a nevytvárajú fázové rozhranie.The compositions are characterized by higher stability. on storage and handling compared to the antimony compounds alone, since the addition of organic phosphite positively affects the stability of the liquid composition and prevents the formation of solids. The individual components of the composition are well miscible with each other and do not form a phase interface.
V dósledku vysokej tepelnej stálosti kompozície nevznikajú pri spracovaní zmesi prchavé produkty, ktoré by mohli negativné ovplyvniť pracovně prostredie. Obsah organického fosfitu v kompozícii s organickou antimonitou zlúčeninou zlepšuje parametre charakterizujúce zdravotnú nezávadnost’.Due to the high thermal stability of the composition, no volatile products are formed during the processing of the mixture which could negatively affect the working environment. The organic phosphite content of the composition with the organic antimony compound improves the health characterizing parameters'.
Kompozície podlá vynálezu sú ekonomicky výhodné a jednotlivé zložky sú technicky lahko dostupné. /The compositions according to the invention are economically advantageous and the individual components are readily available technically. /
Materiály obsahujúce homopolyméry alebo kopolyméry vinylchloridu stabil^ované kompozíciou podlá vynálezu dosahujú . vyššej tepelnej stability než materiály obdobné s doposiaf bežne používanými kovovými stabilizátormi. Výborná . tepelná stabilita zaručuje bezpečné ' spracovanie v náročných spracóvateíských podmienkach. Súčasne sa Uplatňuje ochranné pósobenie organických fosfitov voči účinku světla, kyslíka a povetemostného stamutia, čo vedie k zvýšeniu užitných vlastností stabilizovaných materiálov a predíženiu životnosti finálnych výrobkov.Materials containing vinyl chloride homopolymers or copolymers stabilized by the composition of the present invention achieve. higher thermal stability than materials similar to conventional metal stabilizers. Excellent. thermal stability guarantees safe processing under demanding processing conditions. At the same time, the protective action of organic phosphites against the effects of light, oxygen and weathering is applied, which leads to an increase in the utility properties of the stabilized materials and an increase in the service life of the final products.
Stabilizačné kompozície podía vynálezu sú univerzálně použitelné do najrozličnejsích aplikácií mákčeného, nemákčeného, húževnatého. polyvinylchloridu a plastisolov spracovávaných běžnými plastikářskými technológiami.The stabilizing compositions of the invention are universally applicable to a variety of softened, non-softened, tough applications. polyvinyl chloride and plastisols processed by conventional plastics technologies.
Kompozície obsahujúce antimonitů organickú zlúčeninu s vazbou Sb-S a organický fosfit sa vyznačujú dobrou znášanlivosťou s polymérom a všetkými běžnými přísadami, takže v priebehu spracovania a vo finálnych výrobkoch nedochádza k migrácii, stálosťou farby a vysokou kvalitou povrchu.Compositions containing antimonites an organic Sb-S-bonded compound and an organic phosphite are characterized by good compatibility with the polymer and all conventional additives so that no migration, color fastness and high surface quality occur during processing and in the final products.
Jednotlivé zložky stabilizačnej kompozície sú obtiažme’ extrahovateíné, . hydrolyticky a tepelne stále a pri použití v homopolyméroch a kopolyméroch vinylchloridu nedochádza k úbytkom účinných látok.The individual components of the stabilizing composition are difficult to extract. hydrolytically and thermally stable, and when used in vinyl chloride homopolymers and copolymers, there is no loss of active ingredients.
Ďalšie výhody, ako aj spósob realizácie vynálezu ozrejmujú nasledujúce příklady.Further advantages as well as a method of carrying out the invention are illustrated by the following examples.
Příklad 1Example 1
Stabilizačná kompozícia s. obsahom 80 % hmot. antimon-tris(izooktylmerkaptoacetátu) . a 20 % hmot, zmesného tris(l-fenyl-etylfenyl)fosfitu bola připravená intenzívnym miešaním zložiek pri teplotě 80 °C po dobu 30 minút.Stabilizing composition with. 80% by weight. antimony tris (isooctyl mercaptoacetate). and 20% by weight of mixed tris (1-phenyl-ethylphenyl) phosphite was prepared by vigorously mixing the ingredients at 80 ° C for 30 minutes.
Takto připravená kompozícia sa v koncentračnom rozmedzí 0,4 až 3,0 hmotnostně diely použila k stabilizácii 100 hmotnostných dielov suspenzného polyvinylchloridu, obsahujúceho 1 hmotnostný diel maziva. Z práškových zmesi sa homogenizáciou- na dvojvalci pri teplote 180 °C připravili fólie, ktoré sa vystavili statickému tepelnému namáhaniu pri teplote 180 °C v atmosféře vzduch.The composition thus prepared was used to stabilize 100 parts by weight of the suspension polyvinyl chloride containing 1 part by weight of the lubricant in a concentration range of 0.4 to 3.0 parts by weight. Films were prepared from the powder blends by homogenization on a double-roll at 180 ° C and subjected to static thermal stress at 180 ° C in an air atmosphere.
Účinnost’ stabilizačnej kompozície sa porovnávala s účinkom samotného antimon-tris(izooktylmerkaptoacetátu) v.PVC zmesiach připravovaných za rovnakých podmienok.The efficacy of the stabilizing composition was compared to that of antimony tris (isooctyl mercaptoacetate) alone in PPC mixtures prepared under the same conditions.
Výsledky sú uvedené v tabufke č. 1The results are shown in Table 2. 1
Tabulka č. 1Table no. 1
Porovnanie tepelných stabilit TS (180 °C, vzduch) určených na základe dehydrochloračných meraní suspenz. nemákčeného PVC stabilizovaného antimonitým stabilizátorom a stabilizačnou kompozíciouComparison of thermal stability TS (180 ° C, air) determined by dehydrochlorination measurements of suspensions. a non-soaked PVC stabilized with an antimony stabilizer and a stabilizing composition
Synergický účinok zložiek sa prejaví! v 25 až 50%-nom zvýšení tepelnej stability _ PVC zmesí v porovnaní s antimonitou organickou zlúčeninou. Súčasne sa zlepšila svetelne stabilizačná . odolnost’ PVC zmesí proti účinku světla a dalších faktorov povetemostného stárnut ia po expo/cú v Xenoteste 450.The synergistic effect of the ingredients is manifested! in a 25 to 50% increase in the thermal stability of the PVC blends compared to the antimony organic compound. At the same time, the light stabilization has improved. PVC 's resistance to light and other weathering factors after the Xenotte 450 exposure.
Příklad 2Example 2
Stabilizačně kompozície obsahujúce 90 % hmot. antimon-tris(izooktylmerkaptoacetátu a 10 % hmot. di(2-etylhexyl)fenyl fosf i tu (A) alebo 10 % hmot. 4,9-di(2-etylhexyloxa)3,5,8,10-tetraoxa4,9-difosfa-spiro[5,5]undekkánu (B) bolí připravené spósobom uvedeným v příklade 1.Stabilizing compositions containing 90 wt. antimony tris (isooctyl mercaptoacetate and 10 wt% di (2-ethylhexyl) phenyl phosphite (A) or 10 wt% 4,9-di (2-ethylhexyloxa) 3,5,8,10-tetraoxa4,9- diphospha-spiro [5,5] undeccan (B) was prepared as described in Example 1.
Tieto kompozície boli dávkované v množstve 1 hmotnostný diel na 100 hmotnostných dielov polyvinylchloridu obsahujúceho 0,5 hmotnostného dielu mazadla.These compositions were dosed in an amount of 1 part by weight per 100 parts by weight of polyvinyl chloride containing 0.5 part by weight of lubricant.
Na základe změny farby fólií vystavených účinku tepelného riamáhania a světelného žiarenia sa zistila vyššia účinnost zmesí s kompozíciami А а В v porovnaní s obdobnými zmesami stabilizovanými samotnými antimonitými alebo organociničitými stabilizátormi.The color change of the foils subjected to thermal stress and light radiation revealed a higher efficiency of the compositions with the compositions A and V compared to similar compositions stabilized with antimony or organotin stabilizers alone.
Příklad 3Example 3
Boli připravené pigmentované zmesi obsahujúce 100 hmotnostných dielov húževnatého PVC, modifikovaného vinylchloridom očkovaným kopoly218623 mérom etylén/vinylacetát, 2 hmotnostně diely mazadiel, 0,3 hmotnostně diely UV-absorbéru benzofenonového typu, 3 hmotnostné diely mikromletého vápenca, 2,5 hmotnostných dielov kysličníka titaničitého a 1,2 hrhotnostného dielu stabilizačnej kompozície (I) zloženej z 78 % hmot. antimon-trísíbutyl-S-merkaptopropionátu), 20 % hmot, difenyloktylfosfitu a 2 % hmot. 2,6-terc.butyl-4-metyl-fenolu a zo stabilizačnej kompozície (II) obsahujúcej 88 % hmot, antimón-tricyklohexylmerkaptidu, 10 % hmot. l,2-bis(l,3,2-dioxylfosfolanyl)-l,2-dioxyetánu a 2 % hmot. 2,6-terc.butyl-4-metyl-fenolu.Pigmented blends were prepared containing 100 parts by weight of tough PVC modified with vinyl chloride grafted graft218623 with ethylene / vinyl acetate, 2 parts by weight of lubricants, 0.3 parts by weight of the benzophenone type UV absorber, 3 parts by weight of micronized limestone, 2.5 parts by weight of titanium dioxide; 1.2 parts by weight of the stabilizing composition (I) composed of 78 wt. % of antimony-tris-butyl-S-mercaptopropionate), 20 wt.%, diphenyloctyl phosphite and 2 wt. 2,6-tert-butyl-4-methylphenol; and from stabilizer composition (II) containing 88 wt. % by weight of 1,2-bis (1,3,2-dioxylphospholanyl) -1,2-dioxyethane; 2,6-tert-butyl-4-methyl-phenol.
Z práškovej predzmesi po zamiešaní na fluidnej miešačke sa na granulačnej linke připravil granulát na vytlačované profily pre vonkajšie aplikácie v stavebníctve. Hotové výrobky boli exponované v podmienkach povetemostného starnutia. Použitým stabilizaČným systémom sa dosiahlo vynikajúcej odolnosti voči světlu, poveternostnému starnutiu, dobrej stálosti farby a bezpečného spracovania.A granulate for extruded profiles for external applications in the building industry was prepared from the powder masterbatch after mixing in a fluidic mixer on a granulation line. Finished products were exposed to weather aging. The stabilization system used achieved excellent light resistance, weathering, good color fastness and safe processing.
Claims (2)
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CS804178A CS218623B1 (en) | 1980-06-13 | 1980-06-13 | Stabilized composition for homopolymeres and/or vinylchloride copolymeres |
DE19813123035 DE3123035A1 (en) | 1980-06-13 | 1981-06-10 | STABILIZER FOR VINYL CHLORIDE POLYMERS |
JP8972781A JPS5730750A (en) | 1980-06-13 | 1981-06-12 | Stabilization composition for homopolymer and/or copolymer of vinyl chloride |
FR8111597A FR2484429A1 (en) | 1980-06-13 | 1981-06-12 | STABILIZING COMPOSITION FOR VINYL CHLORIDE HOMOPOLYMERS AND / OR COPOLYMERS |
NL8102849A NL8102849A (en) | 1980-06-13 | 1981-06-12 | STABILIZER FOR VINYL CHLORIDE HOMOPOLYMERS AND / OR COPOLYMERS. |
DD81231023A DD160882A3 (en) | 1980-06-13 | 1981-06-12 | STABILIZING COMPOSITION FOR HOMOPOLIMERS AND / OR COPOLYMERS OF VINYL CHLORIDE |
IT22300/81A IT1137592B (en) | 1980-06-13 | 1981-06-12 | STABILIZING COMPOSITION FOR HOMOPOLYMERS AND / OR VINYL-CHLORIDE COPOLYMERS |
GB8118086A GB2079295A (en) | 1980-06-13 | 1981-06-12 | A Stabilizing Composition for Homopolymers and/or Copolymers of Vinyl Chloride |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CS804178A CS218623B1 (en) | 1980-06-13 | 1980-06-13 | Stabilized composition for homopolymeres and/or vinylchloride copolymeres |
Publications (1)
Publication Number | Publication Date |
---|---|
CS218623B1 true CS218623B1 (en) | 1983-02-25 |
Family
ID=5383929
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CS804178A CS218623B1 (en) | 1980-06-13 | 1980-06-13 | Stabilized composition for homopolymeres and/or vinylchloride copolymeres |
Country Status (8)
Country | Link |
---|---|
JP (1) | JPS5730750A (en) |
CS (1) | CS218623B1 (en) |
DD (1) | DD160882A3 (en) |
DE (1) | DE3123035A1 (en) |
FR (1) | FR2484429A1 (en) |
GB (1) | GB2079295A (en) |
IT (1) | IT1137592B (en) |
NL (1) | NL8102849A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1190037A (en) * | 1980-10-07 | 1985-07-09 | Albert R. Miller | Stabilizers for vinyl chloride polymers |
CN116199988B (en) * | 2023-03-27 | 2024-03-22 | 厦门恒美达科技有限公司 | Anti-aging modified plastic and preparation method thereof |
-
1980
- 1980-06-13 CS CS804178A patent/CS218623B1/en unknown
-
1981
- 1981-06-10 DE DE19813123035 patent/DE3123035A1/en not_active Withdrawn
- 1981-06-12 JP JP8972781A patent/JPS5730750A/en active Pending
- 1981-06-12 FR FR8111597A patent/FR2484429A1/en active Granted
- 1981-06-12 IT IT22300/81A patent/IT1137592B/en active
- 1981-06-12 NL NL8102849A patent/NL8102849A/en not_active Application Discontinuation
- 1981-06-12 DD DD81231023A patent/DD160882A3/en not_active IP Right Cessation
- 1981-06-12 GB GB8118086A patent/GB2079295A/en not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
NL8102849A (en) | 1982-01-04 |
DD160882A3 (en) | 1984-06-13 |
IT8122300A0 (en) | 1981-06-12 |
FR2484429B3 (en) | 1983-04-01 |
GB2079295A (en) | 1982-01-20 |
IT1137592B (en) | 1986-09-10 |
DE3123035A1 (en) | 1982-03-25 |
JPS5730750A (en) | 1982-02-19 |
FR2484429A1 (en) | 1981-12-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4029618A (en) | Vinyl halide stabilizer compositions of antimony organic sulfur-containing compounds and ortho-dihydric phenols | |
CA1057944A (en) | Vinyl halide stabilizer compositions of antimony organic sulfur-containing compounds and metal carboxylates | |
US4670493A (en) | Stabilized compositions based on alpha-olefin polymers | |
KR100310649B1 (en) | Synergistic blend of a metal-based stabilizer or lewis acid and a free mercaptan for enhanced pvc stabilization | |
CA2544329C (en) | Stabilizer compositions for halogen containing polymers | |
US4774275A (en) | Polypropylene composition | |
JP3113958B2 (en) | Stabilizer mixture | |
US4274999A (en) | Compositions for stabilizing a vinyl or vinylidene halide polymer or chlorinated polyethylene, polymer compositions comprising such a stabilizer composition and shaped articles prepared therefrom | |
EP0524354A1 (en) | Polyvinylchloride composition and stabilizers therefor | |
US4159261A (en) | Stabilization of vinyl halide resins | |
US3422030A (en) | Alkyl phenyl phosphite inhibitors for alkylated phenols | |
CS218623B1 (en) | Stabilized composition for homopolymeres and/or vinylchloride copolymeres | |
JP2006131904A (en) | Thermal stabilizer composition for halogen-containing vinyl polymer | |
EP0070092B1 (en) | Stabilising materials for halogen-containing polymers, polymer compositions containing the same and shaped articles formed therefrom | |
US4252705A (en) | Resistance of polyvinyl chloride resins to discoloration during drying with N,N'-diphenyl urea | |
US4256618A (en) | Antimony mercaptocarboxylic acid or ester-mercaptocarboxylic acid ester stabilizers for rigid polyvinyl chloride resin compositions | |
JPH0135019B2 (en) | ||
US3887477A (en) | Alkyl phenol-hydrazine antioxidants | |
JP3576186B2 (en) | Halogen-containing resin composition | |
CA1257439A (en) | Process of thermal stabilization of halogeno-vinyl polymers and the resines so stabilized | |
US3413258A (en) | Enhancement of resistance of olefin polymers to heat deterioration | |
EP0437886A2 (en) | Stabilizer composition for polymers of vinyl chloride and polymeric compositions containing such compositions | |
CA1333957C (en) | Compositions for stabilizing halogen-containing organic polymers | |
EP0124833A1 (en) | Heat stabilizers for halogenated resins | |
US3041311A (en) | Polypropylene stabilized with a dithiophosphate metal salt |