WO1992015525A1 - Hydroxidverbindungen einer bestimmten zusammensetzung, verfahren zur deren herstellung und deren verwendung - Google Patents
Hydroxidverbindungen einer bestimmten zusammensetzung, verfahren zur deren herstellung und deren verwendung Download PDFInfo
- Publication number
- WO1992015525A1 WO1992015525A1 PCT/DE1992/000145 DE9200145W WO9215525A1 WO 1992015525 A1 WO1992015525 A1 WO 1992015525A1 DE 9200145 W DE9200145 W DE 9200145W WO 9215525 A1 WO9215525 A1 WO 9215525A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compounds
- metal
- stabilizers
- compounds according
- preparing
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 12
- 239000000203 mixture Substances 0.000 title claims description 14
- 150000004679 hydroxides Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 34
- 229910052751 metal Inorganic materials 0.000 claims abstract description 23
- 239000002184 metal Substances 0.000 claims abstract description 23
- 239000003381 stabilizer Substances 0.000 claims abstract description 16
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 5
- 150000001449 anionic compounds Chemical class 0.000 claims abstract description 3
- 150000002891 organic anions Chemical class 0.000 claims abstract description 3
- 150000003839 salts Chemical class 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 150000002736 metal compounds Chemical class 0.000 claims description 7
- 229910052725 zinc Inorganic materials 0.000 claims description 7
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 229910052788 barium Inorganic materials 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 229910052742 iron Inorganic materials 0.000 claims description 4
- 229910052712 strontium Inorganic materials 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- 159000000007 calcium salts Chemical class 0.000 claims description 3
- 229910052718 tin Inorganic materials 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000011575 calcium Substances 0.000 description 11
- 239000004800 polyvinyl chloride Substances 0.000 description 10
- 229920000915 polyvinyl chloride Polymers 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000011701 zinc Substances 0.000 description 9
- -1 Zinc carboxylates Chemical class 0.000 description 7
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 6
- 229960001545 hydrotalcite Drugs 0.000 description 6
- 229910001701 hydrotalcite Inorganic materials 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 229910052791 calcium Inorganic materials 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 4
- 150000002739 metals Chemical class 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 3
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical class O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- GWFGDXZQZYMSMJ-UHFFFAOYSA-N Octadecansaeure-heptadecylester Natural products CCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC GWFGDXZQZYMSMJ-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229910052793 cadmium Inorganic materials 0.000 description 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 2
- HIAAVKYLDRCDFQ-UHFFFAOYSA-L calcium;dodecanoate Chemical compound [Ca+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O HIAAVKYLDRCDFQ-UHFFFAOYSA-L 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- UQLDLKMNUJERMK-UHFFFAOYSA-L di(octadecanoyloxy)lead Chemical compound [Pb+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O UQLDLKMNUJERMK-UHFFFAOYSA-L 0.000 description 2
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 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
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- NKBWPOSQERPBFI-UHFFFAOYSA-N octadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC NKBWPOSQERPBFI-UHFFFAOYSA-N 0.000 description 2
- 150000004707 phenolate Chemical class 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 239000006077 pvc stabilizer Substances 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical class OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000010457 zeolite Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- 229940098697 zinc laurate Drugs 0.000 description 2
- GPYYEEJOMCKTPR-UHFFFAOYSA-L zinc;dodecanoate Chemical compound [Zn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O GPYYEEJOMCKTPR-UHFFFAOYSA-L 0.000 description 2
- CSSXGAFKHADFFE-UHFFFAOYSA-N 1,3-bis(2,5-dihydroxy-3-bicyclo[4.1.0]hepta-1,3,5-trienyl)propane-1,3-dione Chemical compound C1C=2C(=C(C(=O)CC(C3=C(C4=C(C(=C3)O)C4)O)=O)C=C(C=21)O)O CSSXGAFKHADFFE-UHFFFAOYSA-N 0.000 description 1
- FERWUCFAQLAGDE-UHFFFAOYSA-N 1,3-bis(2-hydroxyphenyl)propane-1,3-dione Chemical compound OC1=CC=CC=C1C(=O)CC(=O)C1=CC=CC=C1O FERWUCFAQLAGDE-UHFFFAOYSA-N 0.000 description 1
- YNGDWRXWKFWCJY-UHFFFAOYSA-N 1,4-Dihydropyridine Chemical compound C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 description 1
- LRQGFQDEQPZDQC-UHFFFAOYSA-N 1-Phenyl-1,3-eicosanedione Chemical compound CCCCCCCCCCCCCCCCCC(=O)CC(=O)C1=CC=CC=C1 LRQGFQDEQPZDQC-UHFFFAOYSA-N 0.000 description 1
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 1
- 229940114069 12-hydroxystearate Drugs 0.000 description 1
- ILUMEPMGPCKGHH-UHFFFAOYSA-N 2-[(2,6-dioxocyclohexyl)methyl]cyclohexane-1,3-dione Chemical compound O=C1CCCC(=O)C1CC1C(=O)CCCC1=O ILUMEPMGPCKGHH-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 description 1
- HXUIDZOMTRMIOE-UHFFFAOYSA-N 3-oxo-3-phenylpropionic acid Chemical compound OC(=O)CC(=O)C1=CC=CC=C1 HXUIDZOMTRMIOE-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000004709 Chlorinated polyethylene Substances 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000007860 aryl ester derivatives Chemical class 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 235000010338 boric acid Nutrition 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- GLOQRSIADGSLRX-UHFFFAOYSA-N decyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCCCC)OC1=CC=CC=C1 GLOQRSIADGSLRX-UHFFFAOYSA-N 0.000 description 1
- 125000004925 dihydropyridyl group Chemical group N1(CC=CC=C1)* 0.000 description 1
- 125000005594 diketone group Chemical group 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- KAOHYMHKNXJUFY-HYXAFXHYSA-N ethyl (z)-2-aminobut-2-enoate Chemical compound CCOC(=O)C(\N)=C\C KAOHYMHKNXJUFY-HYXAFXHYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical compound [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229920002681 hypalon Polymers 0.000 description 1
- 229910001853 inorganic hydroxide Inorganic materials 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- PIJPYDMVFNTHIP-UHFFFAOYSA-L lead sulfate Chemical compound [PbH4+2].[O-]S([O-])(=O)=O PIJPYDMVFNTHIP-UHFFFAOYSA-L 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-M oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC([O-])=O ZQPPMHVWECSIRJ-KTKRTIGZSA-M 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 150000004291 polyenes Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910001388 sodium aluminate Inorganic materials 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 230000008646 thermal stress Effects 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B13/00—Oxygen; Ozone; Oxides or hydroxides in general
- C01B13/14—Methods for preparing oxides or hydroxides in general
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B13/00—Oxygen; Ozone; Oxides or hydroxides in general
- C01B13/14—Methods for preparing oxides or hydroxides in general
- C01B13/36—Methods for preparing oxides or hydroxides in general by precipitation reactions in aqueous solutions
- C01B13/363—Mixtures of oxides or hydroxides by precipitation
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B25/00—Phosphorus; Compounds thereof
- C01B25/16—Oxyacids of phosphorus; Salts thereof
- C01B25/26—Phosphates
- C01B25/45—Phosphates containing plural metal, or metal and ammonium
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01F—COMPOUNDS OF THE METALS BERYLLIUM, MAGNESIUM, ALUMINIUM, CALCIUM, STRONTIUM, BARIUM, RADIUM, THORIUM, OR OF THE RARE-EARTH METALS
- C01F7/00—Compounds of aluminium
- C01F7/78—Compounds containing aluminium, with or without oxygen or hydrogen, and containing two or more other elements
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G9/00—Compounds of zinc
- C01G9/006—Compounds containing zinc, with or without oxygen or hydrogen, and containing two or more other elements
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/014—Stabilisers against oxidation, heat, light or ozone
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing 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
- C01P2002/20—Two-dimensional structures
- C01P2002/22—Two-dimensional structures layered hydroxide-type, e.g. of the hydrotalcite-type
Definitions
- the invention relates to compounds of a more specific composition, processes for their preparation and their use as stabilizers for halogen-containing
- thermoplastic resin e.g.
- Polyvinyl chloride when heated to melt deformation while eliminating hydrogen chloride, changes into a polyene structure, whereby the polymer
- stabilizers are therefore usually added to the polymer before processing. As stabilizers
- DE-OS 22 33 743 proposes known ones Combine PVC stabilizers with a non-activated zeolite.
- EP-A-0 063 180 describes a combination of ⁇ -diketones and hydrotalcite as a PVC stabilizer.
- U.S. Patent 4,221,687 describes that
- the invention has for its object to provide new compounds and a process for their preparation, which are particularly suitable as stabilizers for halogen-containing thermoplastic resins, without the above mentioned disadvantages of the known stabilizers
- X 3+ is a trivalent metal
- Y 2 + a divalent metal
- Preferred among these compounds are those in which the trivalent metal X 3+ is selected from Al and Fe and the divalent metal Y 2+ is selected from Sr, Ba, Zn, Sn and Fe.
- Silicate mono- and di-carboxylates, benzoates, lactate, phosphonates, o-phosphate, m-phosphate and polyphosphates.
- thermoplastic resins and those made therefrom
- the compounds according to the invention do not cause any discoloration of the moldings produced from, for example, rigid PVC, and also the color retention and the weathering stability of those with
- Compounds stabilized according to the invention are those with toxic heavy metal compounds
- the invention also relates to a method for
- inorganic acids or their salts in an aqueous medium at a pH of 8-12 in amounts corresponding to the formation of the desired compounds and that Separates the reaction product in a manner known per se and wins.
- the reaction is preferably carried out at a pH of 9-11.
- reaction temperatures are preferably between 40 and 100 ° C, particularly preferably between 60 and
- calcium chloride its hydroxide and / or oxide is preferably used.
- a metal compound of the divalent metal As a metal compound of the divalent metal
- ⁇ preferably zinc chloride, its hydroxide and / or oxide used.
- Aluminum chloride and / or hydroxide and / or sodium aluminate are preferably used as trivalent metal compounds.
- Sodium hydroxide is preferably used to adjust the pH.
- reaction product obtained in the above reaction is separated off in a manner known per se, preferably by filtration.
- separated reaction product is also carried out in a manner known per se, for example by washing the filter cake with water and drying the washed residue
- reaction product obtained directly during the reaction can be carried out before
- Separation can be treated with surface-active agents.
- surfactants are fatty acids and their metal salts, silanes and titanates.
- Stearic acid and / or its metal salts with calcium and / or zinc are preferably used.
- These agents are used in amounts of 0.01-10% by weight, preferably 0.5-5% by weight, based on the compounds according to the invention.
- Such a treatment improves the dispersibility of the compounds according to the invention as stabilizers in halogen-containing resins.
- Polyvinyl chloride is particularly suitable for stabilization with the compounds according to the invention.
- Polyvinylidene chloride chlorinated polyethylene, chlorinated polypropylene, chlorinated ethylene / vinyl acetate copolymer and chlorosulfonated polyethylene.
- Resins of the polyvinyl chloride type i.e. Vinyl chloride homo- and copolymers of vinyl chloride with other comonomers
- the compounds of the invention can be stabilized.
- the compounds of the invention can be used with metal soaps, i.e. Salting of
- Fatty acids can be combined. Examples of that are
- Metals used are: magnesium, calcium, strontium, barium, zinc and aluminum.
- carboxylates such as ethyl 2-hexanoate, decanate, laurate, stearate, palmitate, oleate,
- these metal salts can be used in amounts between 0.05% and 10%, preferably between 0.1 and 5% by weight, based on the halogen-containing polymer.
- the compounds according to the invention can be combined with costabilizers such as polyols, phosphites,
- Epoxy compounds or thioglycolic acid esters can be combined.
- Polyhydric alcohols e.g.
- Trimethylolpropane Trimethylolpropane, glycerin, pentaerythritol,
- Polyvinyl alcohol and their di- or oligomers or partial esters thereof are used.
- Suitable phosphites are alkyl or aryl esters of phosphorous acid, e.g. Triphenyl phosphite,
- Trisnonylphenyl phosphite Trisnonylphenyl phosphite
- jS diketones e.g. Acetylacetone, dibenzoylmethane, stearoylbenzoylmethane, benzoylacetic acid, 2,2'-methylenebiscyclohexane-1,3-dione, palmitoyltetralone,
- Bis (2-hydroxybenzoyl) methane or their metal salts with e.g. Ca, Zn, Mg can be used.
- isocyanurate e.g. Trishydroxyethyl isocyanurate can be used.
- a suitable dihydropyridine is e.g.
- a suitable thioglycolic acid ester is e.g.
- 2-ethylhexylthioglycolate 2-ethylhexylthioglycolate.
- additives for example antioxidants, UV absorbers, such as, for example, benzophenones, benzotriazoles or sterically hindered amines (HALS), pigments, fillers and processing aids.
- UV absorbers such as, for example, benzophenones, benzotriazoles or sterically hindered amines (HALS)
- pigments such as, for example, benzophenones, benzotriazoles or sterically hindered amines (HALS)
- fillers such as, fillers and processing aids.
- Di- (2-ethylhexyl) phthalate may be included.
- additives and stabilizers can be added to the polymer individually or as mixtures of several components.
- the additive and / or stabilizer mixture can be used in powder form, as granules or as a melt product.
- aqueous solution (2.3 l), which contains 147 g CaCl 2 ⁇ 2H 2 O (1 mol) and 242 g AlCl 3 ⁇ 6H 2 O (1 mol), is heated to 70 ° C., followed by a 50 % NaOH solution adjusted a pH of 10.0. The suspension formed is stirred for 2 hours at 85 ° C. and then a solution containing 78 g of tetrasodium pyrophosphate (0.35 mol) is added. After 12 hours, 2 g of stearic acid are added and the reaction product is filtered off, washed and dried in a drying cabinet at 120 ° C. for 5 hours.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Geology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4106403.8 | 1991-02-28 | ||
| DE4106403A DE4106403A1 (de) | 1991-02-28 | 1991-02-28 | Verbindungen einer bestimmten zusammensetzung, verfahren zu deren herstellung und deren verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1992015525A1 true WO1992015525A1 (de) | 1992-09-17 |
Family
ID=6426159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/DE1992/000145 WO1992015525A1 (de) | 1991-02-28 | 1992-02-21 | Hydroxidverbindungen einer bestimmten zusammensetzung, verfahren zur deren herstellung und deren verwendung |
Country Status (8)
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996002465A1 (de) * | 1994-07-16 | 1996-02-01 | Metallgesellschaft Aktiengesellschaft | Schichtgitterverbindungen und deren verwendung |
| WO1996002466A1 (de) * | 1994-07-16 | 1996-02-01 | Metallgesellschaft Aktiengesellschaft | Schichtgitterverbindungen und diese enthaltende stabilisatoren für halogenhaltige polymermassen |
| WO1998003430A1 (en) * | 1996-07-19 | 1998-01-29 | Aristech Chemical Corporation | Simplified synthesis of anion intercalated hydrotalcites |
| WO1998051615A1 (en) * | 1997-05-14 | 1998-11-19 | Aristech Chemical Corporation | Simplified synthesis of anion intercalated hydrotalcites |
| WO2000027752A1 (de) * | 1998-11-10 | 2000-05-18 | Rethmann Lippewerk Gmbh | Verfahren zur herstellung kristallwasser-haltiger calciumverbindungen |
| US6890453B2 (en) | 2001-05-21 | 2005-05-10 | Baerlocher Gmbh | Finely distributed stabilizing composition for polymers containing halogen |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10118179A1 (de) * | 2001-04-11 | 2002-10-24 | Baerlocher Gmbh | Stabilisatorkombination für halogenhaltige Polymere und deren Verwendung |
| DE102006055215A1 (de) * | 2006-11-21 | 2008-05-29 | Nabaltec Gmbh | Neue zinkhaltige Kalzium-Aluminium-Doppelsalze |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0040364A1 (en) * | 1980-05-14 | 1981-11-25 | Kyowa Chemical Industry Co., Ltd. | Gastric antacid and method for controlling pH of gastric juice |
| DE3019632A1 (de) * | 1980-05-13 | 1981-11-26 | Kyowa Chemical Industry Co. Ltd., Tokyo | Verfahren zur inhibierung des thermischen oder ultraviolett-abbaus von thermoplastischen harzen |
| DE3843581A1 (de) * | 1987-12-29 | 1989-07-13 | Nippon Synthetic Chem Ind | Halogen enthaltende thermoplastische harzzusammensetzung |
| EP0419759A2 (de) * | 1989-09-28 | 1991-04-03 | Giulini Chemie GmbH | Aluminium, Magnesium-Hydroxi-Fettsäureverbindungen und damit hergestellte thermostabile Lipogele |
| EP0189899B1 (en) * | 1985-01-29 | 1992-04-22 | Kyowa Chemical Industry Co., Ltd. | Synthetic resin composition having reduced corrosion-causing tendency and coloration |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4000100A (en) * | 1971-06-04 | 1976-12-28 | W. R. Grace & Co. | Thermal and light stabilized polyvinyl chloride resins |
| US4221687A (en) * | 1977-07-07 | 1980-09-09 | Argus Chemical Corp. | Anti-yellowing composition |
| JPS5836012B2 (ja) * | 1980-11-07 | 1983-08-06 | アデカ・ア−ガス化学株式会社 | 含ハロゲン樹脂組成物 |
-
1991
- 1991-02-28 DE DE4106403A patent/DE4106403A1/de active Granted
-
1992
- 1992-02-20 TW TW081101234A patent/TW202415B/zh active
- 1992-02-21 AU AU12674/92A patent/AU1267492A/en not_active Abandoned
- 1992-02-21 IE IE055292A patent/IE920552A1/en unknown
- 1992-02-21 WO PCT/DE1992/000145 patent/WO1992015525A1/de active Application Filing
- 1992-02-24 ZA ZA921336A patent/ZA921336B/xx unknown
- 1992-02-27 PT PT100172A patent/PT100172A/pt not_active Application Discontinuation
- 1992-02-28 MX MX9200874A patent/MX9200874A/es unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3019632A1 (de) * | 1980-05-13 | 1981-11-26 | Kyowa Chemical Industry Co. Ltd., Tokyo | Verfahren zur inhibierung des thermischen oder ultraviolett-abbaus von thermoplastischen harzen |
| EP0040364A1 (en) * | 1980-05-14 | 1981-11-25 | Kyowa Chemical Industry Co., Ltd. | Gastric antacid and method for controlling pH of gastric juice |
| EP0189899B1 (en) * | 1985-01-29 | 1992-04-22 | Kyowa Chemical Industry Co., Ltd. | Synthetic resin composition having reduced corrosion-causing tendency and coloration |
| DE3843581A1 (de) * | 1987-12-29 | 1989-07-13 | Nippon Synthetic Chem Ind | Halogen enthaltende thermoplastische harzzusammensetzung |
| EP0419759A2 (de) * | 1989-09-28 | 1991-04-03 | Giulini Chemie GmbH | Aluminium, Magnesium-Hydroxi-Fettsäureverbindungen und damit hergestellte thermostabile Lipogele |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996002465A1 (de) * | 1994-07-16 | 1996-02-01 | Metallgesellschaft Aktiengesellschaft | Schichtgitterverbindungen und deren verwendung |
| WO1996002466A1 (de) * | 1994-07-16 | 1996-02-01 | Metallgesellschaft Aktiengesellschaft | Schichtgitterverbindungen und diese enthaltende stabilisatoren für halogenhaltige polymermassen |
| WO1998003430A1 (en) * | 1996-07-19 | 1998-01-29 | Aristech Chemical Corporation | Simplified synthesis of anion intercalated hydrotalcites |
| WO1998051615A1 (en) * | 1997-05-14 | 1998-11-19 | Aristech Chemical Corporation | Simplified synthesis of anion intercalated hydrotalcites |
| WO2000027752A1 (de) * | 1998-11-10 | 2000-05-18 | Rethmann Lippewerk Gmbh | Verfahren zur herstellung kristallwasser-haltiger calciumverbindungen |
| US6814947B1 (en) | 1998-11-10 | 2004-11-09 | Rethmann Lippewerk Gmbh | Method for producing calcium compounds containing water of crystallization |
| US6890453B2 (en) | 2001-05-21 | 2005-05-10 | Baerlocher Gmbh | Finely distributed stabilizing composition for polymers containing halogen |
| US7572389B2 (en) | 2001-05-21 | 2009-08-11 | Baerlocher Gmbh | Finely distributed stabilising composition for polymers containing halogen |
Also Published As
| Publication number | Publication date |
|---|---|
| DE4106403A1 (de) | 1992-09-03 |
| DE4106403C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-02-04 |
| AU1267492A (en) | 1992-10-06 |
| PT100172A (pt) | 1993-05-31 |
| MX9200874A (es) | 1992-09-01 |
| IE920552A1 (en) | 1992-09-09 |
| TW202415B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-03-21 |
| ZA921336B (en) | 1992-11-25 |
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