DE19927977A1 - Verwendung von Cyclohexanpolycarbonsäuren als Weichmacher zur Herstellung toxikologisch günstig zu bewertender Kunststoffe - Google Patents
Verwendung von Cyclohexanpolycarbonsäuren als Weichmacher zur Herstellung toxikologisch günstig zu bewertender KunststoffeInfo
- Publication number
- DE19927977A1 DE19927977A1 DE19927977A DE19927977A DE19927977A1 DE 19927977 A1 DE19927977 A1 DE 19927977A1 DE 19927977 A DE19927977 A DE 19927977A DE 19927977 A DE19927977 A DE 19927977A DE 19927977 A1 DE19927977 A1 DE 19927977A1
- Authority
- DE
- Germany
- Prior art keywords
- cyclohexane
- ester
- acid
- obtainable
- cas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 239000002253 acid Substances 0.000 title claims abstract description 35
- 210000004185 liver Anatomy 0.000 title claims abstract description 23
- 239000004014 plasticizer Substances 0.000 title claims abstract description 17
- 230000000694 effects Effects 0.000 title claims abstract description 14
- 229920003023 plastic Polymers 0.000 title claims abstract description 14
- 239000004033 plastic Substances 0.000 title claims abstract description 14
- 241001465754 Metazoa Species 0.000 title claims description 15
- 150000007513 acids Chemical class 0.000 title abstract description 15
- 238000012360 testing method Methods 0.000 title description 8
- 206010007269 Carcinogenicity Diseases 0.000 title 1
- 230000007670 carcinogenicity Effects 0.000 title 1
- 231100000260 carcinogenicity Toxicity 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 102100026798 Peroxisomal acyl-coenzyme A oxidase 1 Human genes 0.000 claims abstract description 9
- 230000037396 body weight Effects 0.000 claims abstract description 9
- 108010008746 palmitoyl CoA oxidase Proteins 0.000 claims abstract description 9
- 241000283984 Rodentia Species 0.000 claims abstract description 6
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- -1 (isodecyl) cyclohexanedicarboxylic acid ester Chemical class 0.000 claims description 34
- 150000002148 esters Chemical class 0.000 claims description 28
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 17
- 238000005984 hydrogenation reaction Methods 0.000 claims description 13
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 claims description 12
- HORIEOQXBKUKGQ-UHFFFAOYSA-N bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCC(C)C HORIEOQXBKUKGQ-UHFFFAOYSA-N 0.000 claims description 9
- 230000002349 favourable effect Effects 0.000 claims description 9
- 125000005498 phthalate group Chemical class 0.000 claims description 9
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 claims description 8
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 claims description 7
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- 238000003304 gavage Methods 0.000 claims description 6
- DROMNWUQASBTFM-UHFFFAOYSA-N dinonyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCC DROMNWUQASBTFM-UHFFFAOYSA-N 0.000 claims description 5
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 4
- 150000008064 anhydrides Chemical class 0.000 claims description 4
- RKELNIPLHQEBJO-UHFFFAOYSA-N bis(5-methylhexyl) benzene-1,2-dicarboxylate Chemical compound CC(C)CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCC(C)C RKELNIPLHQEBJO-UHFFFAOYSA-N 0.000 claims description 4
- 238000002474 experimental method Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- WZEFLOBFCQPVHR-UHFFFAOYSA-N bis(8-methylnonyl) cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCCC(C)C WZEFLOBFCQPVHR-UHFFFAOYSA-N 0.000 claims description 3
- JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 claims description 3
- 238000011282 treatment Methods 0.000 claims description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 2
- ILVKYQKHSCWQAW-UHFFFAOYSA-N 1-o-heptyl 2-o-undecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC ILVKYQKHSCWQAW-UHFFFAOYSA-N 0.000 claims description 2
- OPFTUNCRGUEPRZ-QLFBSQMISA-N Cyclohexane Natural products CC(=C)[C@@H]1CC[C@@](C)(C=C)[C@H](C(C)=C)C1 OPFTUNCRGUEPRZ-QLFBSQMISA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- MTYUOIVEVPTXFX-UHFFFAOYSA-N bis(2-propylheptyl) benzene-1,2-dicarboxylate Chemical compound CCCCCC(CCC)COC(=O)C1=CC=CC=C1C(=O)OCC(CCC)CCCCC MTYUOIVEVPTXFX-UHFFFAOYSA-N 0.000 claims description 2
- JANBFCARANRIKJ-UHFFFAOYSA-N bis(3-methylbutyl) benzene-1,2-dicarboxylate Chemical compound CC(C)CCOC(=O)C1=CC=CC=C1C(=O)OCCC(C)C JANBFCARANRIKJ-UHFFFAOYSA-N 0.000 claims description 2
- FTQQZEVRNWXZBS-UHFFFAOYSA-N bis(3-methylbutyl) cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCOC(=O)C1CCCCC1C(=O)OCCC(C)C FTQQZEVRNWXZBS-UHFFFAOYSA-N 0.000 claims description 2
- NSRZVPYAJXTHBK-UHFFFAOYSA-N bis(5-methylhexyl) cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCCCOC(=O)C1CCCCC1C(=O)OCCCCC(C)C NSRZVPYAJXTHBK-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 claims 4
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 claims 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 2
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 claims 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 2
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 abstract description 3
- 108090000790 Enzymes Proteins 0.000 abstract description 3
- 210000002784 stomach Anatomy 0.000 abstract 1
- 239000004808 2-ethylhexylester Substances 0.000 description 12
- ZPAKUZKMGJJMAA-UHFFFAOYSA-N Cyclohexane-1,2,4,5-tetracarboxylic acid Chemical compound OC(=O)C1CC(C(O)=O)C(C(O)=O)CC1C(O)=O ZPAKUZKMGJJMAA-UHFFFAOYSA-N 0.000 description 8
- 239000004805 Cyclohexane-1,2-dicarboxylic acid Substances 0.000 description 7
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical class OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 6
- JEBXNNPMFYXVHS-UHFFFAOYSA-N cyclohexane-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1CCCC(C(O)=O)C1C(O)=O JEBXNNPMFYXVHS-UHFFFAOYSA-N 0.000 description 5
- WTNDADANUZETTI-UHFFFAOYSA-N cyclohexane-1,2,4-tricarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)C(C(O)=O)C1 WTNDADANUZETTI-UHFFFAOYSA-N 0.000 description 5
- FTHDNRBKSLBLDA-UHFFFAOYSA-N cyclohexane-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1CC(C(O)=O)CC(C(O)=O)C1 FTHDNRBKSLBLDA-UHFFFAOYSA-N 0.000 description 5
- 230000002110 toxicologic effect Effects 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 102000004316 Oxidoreductases Human genes 0.000 description 3
- 108090000854 Oxidoreductases Proteins 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 210000002824 peroxisome Anatomy 0.000 description 3
- 108091008725 peroxisome proliferator-activated receptors alpha Proteins 0.000 description 3
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 3
- 230000035755 proliferation Effects 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 3
- 231100000027 toxicology Toxicity 0.000 description 3
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 2
- 238000001061 Dunnett's test Methods 0.000 description 2
- 206010019695 Hepatic neoplasm Diseases 0.000 description 2
- 102000012141 Peroxisome proliferator-activated receptor alpha Human genes 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- 241000700157 Rattus norvegicus Species 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- XBZSBBLNHFMTEB-UHFFFAOYSA-N cyclohexane-1,3-dicarboxylic acid Chemical compound OC(=O)C1CCCC(C(O)=O)C1 XBZSBBLNHFMTEB-UHFFFAOYSA-N 0.000 description 2
- 208000014018 liver neoplasm Diseases 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- VHBBGWSGNBOYKG-UHFFFAOYSA-N 2,3-bis(10-methylundecoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CC(C)CCCCCCCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCCCCCCCC(C)C VHBBGWSGNBOYKG-UHFFFAOYSA-N 0.000 description 1
- HHARKBWEDVCNIB-UHFFFAOYSA-N 2,3-bis(16-methylheptadecoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCCCCCCCCCCCCCC(C)C HHARKBWEDVCNIB-UHFFFAOYSA-N 0.000 description 1
- VCKGOKRLQMHJAW-UHFFFAOYSA-N 2,3-bis(2-methylpropoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CC(C)COC(=O)C1CCCC(C(O)=O)C1C(=O)OCC(C)C VCKGOKRLQMHJAW-UHFFFAOYSA-N 0.000 description 1
- NZEQOAZHSWGFNI-UHFFFAOYSA-N 2,3-bis(6-methylheptoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CC(C)CCCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCCCC(C)C NZEQOAZHSWGFNI-UHFFFAOYSA-N 0.000 description 1
- DTZGZYPRNCBXKB-UHFFFAOYSA-N 2,3-bis(7-methyloctoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CC(C)CCCCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCCCCC(C)C DTZGZYPRNCBXKB-UHFFFAOYSA-N 0.000 description 1
- XIZMZRIEXDJMRZ-UHFFFAOYSA-N 2,3-bis(8-methylnonoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CC(C)CCCCCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCCCCCC(C)C XIZMZRIEXDJMRZ-UHFFFAOYSA-N 0.000 description 1
- KIDXIFHPAFUXNU-UHFFFAOYSA-N 2,3-bis(butoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCC KIDXIFHPAFUXNU-UHFFFAOYSA-N 0.000 description 1
- UWFZTJQXORNGCA-UHFFFAOYSA-N 2,3-bis(cyclohexyloxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound OC(=O)C1CCCC(C(=O)OC2CCCCC2)C1C(=O)OC1CCCCC1 UWFZTJQXORNGCA-UHFFFAOYSA-N 0.000 description 1
- VGLQDWMSEDWYPK-UHFFFAOYSA-N 2,3-bis(decoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CCCCCCCCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCCCCCCCC VGLQDWMSEDWYPK-UHFFFAOYSA-N 0.000 description 1
- KLCXXAZFEOHBHA-UHFFFAOYSA-N 2,3-bis(ethoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCC KLCXXAZFEOHBHA-UHFFFAOYSA-N 0.000 description 1
- YOOPRGJTLCUPOX-UHFFFAOYSA-N 2,3-bis(methoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound COC(=O)C1CCCC(C(O)=O)C1C(=O)OC YOOPRGJTLCUPOX-UHFFFAOYSA-N 0.000 description 1
- FQFGDCSGTWMDJZ-UHFFFAOYSA-N 2,3-bis(nonoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CCCCCCCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCCCCCCC FQFGDCSGTWMDJZ-UHFFFAOYSA-N 0.000 description 1
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- CNZJCFNRKDTVOE-UHFFFAOYSA-N 2,3-bis(undecoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CCCCCCCCCCCOC(=O)C1CCCC(C(O)=O)C1C(=O)OCCCCCCCCCCC CNZJCFNRKDTVOE-UHFFFAOYSA-N 0.000 description 1
- JFJQTIQFUNXWAA-UHFFFAOYSA-N 2,3-bis[(2-methylpropan-2-yl)oxycarbonyl]cyclohexane-1-carboxylic acid Chemical compound CC(C)(C)OC(=O)C1CCCC(C(O)=O)C1C(=O)OC(C)(C)C JFJQTIQFUNXWAA-UHFFFAOYSA-N 0.000 description 1
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- GGLHXZYMYYBBHT-UHFFFAOYSA-N dinonyl cyclohexane-1,2-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCCCC GGLHXZYMYYBBHT-UHFFFAOYSA-N 0.000 description 1
- GVMYLYVIHYDFAT-UHFFFAOYSA-N dinonyl cyclohexane-1,3-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCCC)C1 GVMYLYVIHYDFAT-UHFFFAOYSA-N 0.000 description 1
- IMMQUIWLYCDDQF-UHFFFAOYSA-N dinonyl cyclohexane-1,4-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCCC)CC1 IMMQUIWLYCDDQF-UHFFFAOYSA-N 0.000 description 1
- FUXJJBJXVZIIMV-UHFFFAOYSA-N dioctyl cyclohexane-1,2-dicarboxylate Chemical compound CCCCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCCC FUXJJBJXVZIIMV-UHFFFAOYSA-N 0.000 description 1
- HLRNSVVKVMJNKE-UHFFFAOYSA-N dioctyl cyclohexane-1,3-dicarboxylate Chemical compound CCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCC)C1 HLRNSVVKVMJNKE-UHFFFAOYSA-N 0.000 description 1
- BYGQIUHOWVUUPS-UHFFFAOYSA-N dioctyl cyclohexane-1,4-dicarboxylate Chemical compound CCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCC)CC1 BYGQIUHOWVUUPS-UHFFFAOYSA-N 0.000 description 1
- AGEFUZCBLJQXIA-UHFFFAOYSA-N dipropyl cyclohexane-1,2-dicarboxylate Chemical compound CCCOC(=O)C1CCCCC1C(=O)OCCC AGEFUZCBLJQXIA-UHFFFAOYSA-N 0.000 description 1
- GYKCZEHCUMJVKP-UHFFFAOYSA-N dipropyl cyclohexane-1,3-dicarboxylate Chemical compound CCCOC(=O)C1CCCC(C(=O)OCCC)C1 GYKCZEHCUMJVKP-UHFFFAOYSA-N 0.000 description 1
- YTZVKGLPOSQCML-UHFFFAOYSA-N dipropyl cyclohexane-1,4-dicarboxylate Chemical compound CCCOC(=O)C1CCC(C(=O)OCCC)CC1 YTZVKGLPOSQCML-UHFFFAOYSA-N 0.000 description 1
- AYCHZURENQEYAC-UHFFFAOYSA-N ditert-butyl cyclohexane-1,2-dicarboxylate Chemical compound CC(C)(C)OC(=O)C1CCCCC1C(=O)OC(C)(C)C AYCHZURENQEYAC-UHFFFAOYSA-N 0.000 description 1
- UMYBJJQPKODXDD-UHFFFAOYSA-N ditert-butyl cyclohexane-1,3-dicarboxylate Chemical compound CC(C)(C)OC(=O)C1CCCC(C(=O)OC(C)(C)C)C1 UMYBJJQPKODXDD-UHFFFAOYSA-N 0.000 description 1
- DXOQACHRVLHPJR-UHFFFAOYSA-N ditert-butyl cyclohexane-1,4-dicarboxylate Chemical compound CC(C)(C)OC(=O)C1CCC(C(=O)OC(C)(C)C)CC1 DXOQACHRVLHPJR-UHFFFAOYSA-N 0.000 description 1
- YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 1
- OACQFHLGZUHNQE-UHFFFAOYSA-N diundecyl cyclohexane-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCCCCCC OACQFHLGZUHNQE-UHFFFAOYSA-N 0.000 description 1
- RBRQHYROHMOKTH-UHFFFAOYSA-N diundecyl cyclohexane-1,3-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCCCCC)C1 RBRQHYROHMOKTH-UHFFFAOYSA-N 0.000 description 1
- GILXYSUFIIWBIB-UHFFFAOYSA-N diundecyl cyclohexane-1,4-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCCCCC)CC1 GILXYSUFIIWBIB-UHFFFAOYSA-N 0.000 description 1
- UWNADWZGEHDQAB-UHFFFAOYSA-N i-Pr2C2H4i-Pr2 Natural products CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004999 plastisol Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 238000010972 statistical evaluation Methods 0.000 description 1
- GXRDPADRHDCAIM-UHFFFAOYSA-N tetracyclohexyl cyclohexane-1,2,4,5-tetracarboxylate Chemical compound C1C(C(=O)OC2CCCCC2)C(C(=O)OC2CCCCC2)CC(C(=O)OC2CCCCC2)C1C(=O)OC1CCCCC1 GXRDPADRHDCAIM-UHFFFAOYSA-N 0.000 description 1
- KRVFDQLWSXYEOD-UHFFFAOYSA-N tetraethyl cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CCOC(=O)C1CC(C(=O)OCC)C(C(=O)OCC)CC1C(=O)OCC KRVFDQLWSXYEOD-UHFFFAOYSA-N 0.000 description 1
- VYTKEEUJOWOOSF-UHFFFAOYSA-N tetraicosyl cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CCCCCCCCCCCCCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCCCCCCCCCCCC)C(C(=O)OCCCCCCCCCCCCCCCCCCCC)CC1C(=O)OCCCCCCCCCCCCCCCCCCCC VYTKEEUJOWOOSF-UHFFFAOYSA-N 0.000 description 1
- AFWGXDCDOCBMST-UHFFFAOYSA-N tetrakis(10-methylundecyl) cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CC(C)CCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCC(C)C)C(C(=O)OCCCCCCCCCC(C)C)CC1C(=O)OCCCCCCCCCC(C)C AFWGXDCDOCBMST-UHFFFAOYSA-N 0.000 description 1
- DWZVENSAZJKQFM-UHFFFAOYSA-N tetrakis(16-methylheptadecyl) cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCCCCCCCC(C)C)C(C(=O)OCCCCCCCCCCCCCCCC(C)C)CC1C(=O)OCCCCCCCCCCCCCCCC(C)C DWZVENSAZJKQFM-UHFFFAOYSA-N 0.000 description 1
- JYKJHYKJAYVHBS-UHFFFAOYSA-N tetrakis(2-methylpropyl) cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CC(C)COC(=O)C1CC(C(=O)OCC(C)C)C(C(=O)OCC(C)C)CC1C(=O)OCC(C)C JYKJHYKJAYVHBS-UHFFFAOYSA-N 0.000 description 1
- JTFPPBXXDGNMPE-UHFFFAOYSA-N tetrakis(6-methylheptyl) cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CC(C)CCCCCOC(=O)C1CC(C(=O)OCCCCCC(C)C)C(C(=O)OCCCCCC(C)C)CC1C(=O)OCCCCCC(C)C JTFPPBXXDGNMPE-UHFFFAOYSA-N 0.000 description 1
- PEIAXIJPJBHEGG-UHFFFAOYSA-N tetraoctadecyl cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCCCCCCCCCC)C(C(=O)OCCCCCCCCCCCCCCCCCC)CC1C(=O)OCCCCCCCCCCCCCCCCCC PEIAXIJPJBHEGG-UHFFFAOYSA-N 0.000 description 1
- BWFORYPESBGYPY-UHFFFAOYSA-N tetraoctyl cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCC)C(C(=O)OCCCCCCCC)CC1C(=O)OCCCCCCCC BWFORYPESBGYPY-UHFFFAOYSA-N 0.000 description 1
- RJPGHOMHFZXMFB-UHFFFAOYSA-N tetrapropyl cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CCCOC(=O)C1CC(C(=O)OCCC)C(C(=O)OCCC)CC1C(=O)OCCC RJPGHOMHFZXMFB-UHFFFAOYSA-N 0.000 description 1
- VOABMBHHZYPUEU-UHFFFAOYSA-N tetratert-butyl cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CC(C)(C)OC(=O)C1CC(C(=O)OC(C)(C)C)C(C(=O)OC(C)(C)C)CC1C(=O)OC(C)(C)C VOABMBHHZYPUEU-UHFFFAOYSA-N 0.000 description 1
- JPPURJZDMNFVMH-UHFFFAOYSA-N tetraundecyl cyclohexane-1,2,4,5-tetracarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCCC)C(C(=O)OCCCCCCCCCCC)CC1C(=O)OCCCCCCCCCCC JPPURJZDMNFVMH-UHFFFAOYSA-N 0.000 description 1
- 231100000723 toxicological property Toxicity 0.000 description 1
- SFSXHKUSUUFQRY-UHFFFAOYSA-N tricyclohexyl cyclohexane-1,2,3-tricarboxylate Chemical compound C1CCC(C(=O)OC2CCCCC2)C(C(=O)OC2CCCCC2)C1C(=O)OC1CCCCC1 SFSXHKUSUUFQRY-UHFFFAOYSA-N 0.000 description 1
- SAZDPSCWSFPDIX-UHFFFAOYSA-N tricyclohexyl cyclohexane-1,2,4-tricarboxylate Chemical compound C1CC(C(=O)OC2CCCCC2)C(C(=O)OC2CCCCC2)CC1C(=O)OC1CCCCC1 SAZDPSCWSFPDIX-UHFFFAOYSA-N 0.000 description 1
- BDYMDXVDZRBZIN-UHFFFAOYSA-N tricyclohexyl cyclohexane-1,3,5-tricarboxylate Chemical compound C1C(C(=O)OC2CCCCC2)CC(C(=O)OC2CCCCC2)CC1C(=O)OC1CCCCC1 BDYMDXVDZRBZIN-UHFFFAOYSA-N 0.000 description 1
- LCHNPGVJBAALEX-UHFFFAOYSA-N triethyl cyclohexane-1,2,3-tricarboxylate Chemical compound CCOC(=O)C1CCCC(C(=O)OCC)C1C(=O)OCC LCHNPGVJBAALEX-UHFFFAOYSA-N 0.000 description 1
- NSXIVTVTODNMKD-UHFFFAOYSA-N triethyl cyclohexane-1,2,4-tricarboxylate Chemical compound CCOC(=O)C1CCC(C(=O)OCC)C(C(=O)OCC)C1 NSXIVTVTODNMKD-UHFFFAOYSA-N 0.000 description 1
- JQFXPGZFIFHJJV-UHFFFAOYSA-N triethyl cyclohexane-1,3,5-tricarboxylate Chemical compound CCOC(=O)C1CC(C(=O)OCC)CC(C(=O)OCC)C1 JQFXPGZFIFHJJV-UHFFFAOYSA-N 0.000 description 1
- HSCSZOOSAZOXRP-UHFFFAOYSA-N triicosyl cyclohexane-1,2,3-tricarboxylate Chemical compound CCCCCCCCCCCCCCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCCCCCCCCCCCCCC)C1C(=O)OCCCCCCCCCCCCCCCCCCCC HSCSZOOSAZOXRP-UHFFFAOYSA-N 0.000 description 1
- FLBJTLYDTXXCFH-UHFFFAOYSA-N triicosyl cyclohexane-1,2,4-tricarboxylate Chemical compound CCCCCCCCCCCCCCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCCCCCCCCCCCCCC)C(C(=O)OCCCCCCCCCCCCCCCCCCCC)C1 FLBJTLYDTXXCFH-UHFFFAOYSA-N 0.000 description 1
- JQYIZTNNWSYZRG-UHFFFAOYSA-N triicosyl cyclohexane-1,3,5-tricarboxylate Chemical compound CCCCCCCCCCCCCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCCCCCCCCCCCC)CC(C(=O)OCCCCCCCCCCCCCCCCCCCC)C1 JQYIZTNNWSYZRG-UHFFFAOYSA-N 0.000 description 1
- SXHYPAULAOANSD-UHFFFAOYSA-N trimethyl cyclohexane-1,2,3-tricarboxylate Chemical compound COC(=O)C1CCCC(C(=O)OC)C1C(=O)OC SXHYPAULAOANSD-UHFFFAOYSA-N 0.000 description 1
- DEIJHCATUHBNIH-UHFFFAOYSA-N trimethyl cyclohexane-1,2,4-tricarboxylate Chemical compound COC(=O)C1CCC(C(=O)OC)C(C(=O)OC)C1 DEIJHCATUHBNIH-UHFFFAOYSA-N 0.000 description 1
- ZZNOMLSSCRBRJS-UHFFFAOYSA-N trimethyl cyclohexane-1,3,5-tricarboxylate Chemical compound COC(=O)C1CC(C(=O)OC)CC(C(=O)OC)C1 ZZNOMLSSCRBRJS-UHFFFAOYSA-N 0.000 description 1
- WXLPYXOKSSFKFY-UHFFFAOYSA-N trinonyl cyclohexane-1,2,3-tricarboxylate Chemical compound CCCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCCC)C1C(=O)OCCCCCCCCC WXLPYXOKSSFKFY-UHFFFAOYSA-N 0.000 description 1
- CAMRDYLPCOAKSW-UHFFFAOYSA-N trinonyl cyclohexane-1,2,4-tricarboxylate Chemical compound CCCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCCC)C(C(=O)OCCCCCCCCC)C1 CAMRDYLPCOAKSW-UHFFFAOYSA-N 0.000 description 1
- BZSAOSAGYPAACU-UHFFFAOYSA-N trinonyl cyclohexane-1,3,5-tricarboxylate Chemical compound CCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCC)CC(C(=O)OCCCCCCCCC)C1 BZSAOSAGYPAACU-UHFFFAOYSA-N 0.000 description 1
- PBJWDMQGPRUJSJ-UHFFFAOYSA-N trioctadecyl cyclohexane-1,2,3-tricarboxylate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCCCCCCCCCCCC)C1C(=O)OCCCCCCCCCCCCCCCCCC PBJWDMQGPRUJSJ-UHFFFAOYSA-N 0.000 description 1
- GEXPEVRJFRUVKT-UHFFFAOYSA-N trioctadecyl cyclohexane-1,2,4-tricarboxylate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCCCCCCCCCCCC)C(C(=O)OCCCCCCCCCCCCCCCCCC)C1 GEXPEVRJFRUVKT-UHFFFAOYSA-N 0.000 description 1
- KWYDKNXKDJHBAE-UHFFFAOYSA-N trioctadecyl cyclohexane-1,3,5-tricarboxylate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCCCCCCCCCC)CC(C(=O)OCCCCCCCCCCCCCCCCCC)C1 KWYDKNXKDJHBAE-UHFFFAOYSA-N 0.000 description 1
- ZWPZLIAOPPNGFL-UHFFFAOYSA-N trioctyl cyclohexane-1,2,3-tricarboxylate Chemical compound CCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCC)C1C(=O)OCCCCCCCC ZWPZLIAOPPNGFL-UHFFFAOYSA-N 0.000 description 1
- CZRYHSDJIFNQJP-UHFFFAOYSA-N trioctyl cyclohexane-1,3,5-tricarboxylate Chemical compound CCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCC)CC(C(=O)OCCCCCCCC)C1 CZRYHSDJIFNQJP-UHFFFAOYSA-N 0.000 description 1
- LVDYPXGFTXRKAV-UHFFFAOYSA-N tripropyl cyclohexane-1,2,3-tricarboxylate Chemical compound CCCOC(=O)C1CCCC(C(=O)OCCC)C1C(=O)OCCC LVDYPXGFTXRKAV-UHFFFAOYSA-N 0.000 description 1
- DMNWRCNEYDIESS-UHFFFAOYSA-N tripropyl cyclohexane-1,2,4-tricarboxylate Chemical compound CCCOC(=O)C1CCC(C(=O)OCCC)C(C(=O)OCCC)C1 DMNWRCNEYDIESS-UHFFFAOYSA-N 0.000 description 1
- IZACYUDSRVGIGQ-UHFFFAOYSA-N tripropyl cyclohexane-1,3,5-tricarboxylate Chemical compound CCCOC(=O)C1CC(C(=O)OCCC)CC(C(=O)OCCC)C1 IZACYUDSRVGIGQ-UHFFFAOYSA-N 0.000 description 1
- WLMCLGZZUPUZNF-UHFFFAOYSA-N tris(10-methylundecyl) cyclohexane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCCCC(C)C)C1C(=O)OCCCCCCCCCC(C)C WLMCLGZZUPUZNF-UHFFFAOYSA-N 0.000 description 1
- ZTAJBWITWSOBFQ-UHFFFAOYSA-N tris(10-methylundecyl) cyclohexane-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCCCC(C)C)C(C(=O)OCCCCCCCCCC(C)C)C1 ZTAJBWITWSOBFQ-UHFFFAOYSA-N 0.000 description 1
- UQTSMEVFQYOVKB-UHFFFAOYSA-N tris(10-methylundecyl) cyclohexane-1,3,5-tricarboxylate Chemical compound CC(C)CCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCC(C)C)CC(C(=O)OCCCCCCCCCC(C)C)C1 UQTSMEVFQYOVKB-UHFFFAOYSA-N 0.000 description 1
- BECNIVFTJQEMIV-UHFFFAOYSA-N tris(16-methylheptadecyl) cyclohexane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCCCCCCCCCC(C)C)C1C(=O)OCCCCCCCCCCCCCCCC(C)C BECNIVFTJQEMIV-UHFFFAOYSA-N 0.000 description 1
- RCDSKPRFZVRJEP-UHFFFAOYSA-N tris(16-methylheptadecyl) cyclohexane-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCCCCCCCCCC(C)C)C(C(=O)OCCCCCCCCCCCCCCCC(C)C)C1 RCDSKPRFZVRJEP-UHFFFAOYSA-N 0.000 description 1
- VTTPBWWRZXHFEI-UHFFFAOYSA-N tris(16-methylheptadecyl) cyclohexane-1,3,5-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCCCCCCCC(C)C)CC(C(=O)OCCCCCCCCCCCCCCCC(C)C)C1 VTTPBWWRZXHFEI-UHFFFAOYSA-N 0.000 description 1
- QGQWCWAEXXADQC-UHFFFAOYSA-N tris(2-methylpropyl) cyclohexane-1,3,5-tricarboxylate Chemical compound CC(C)COC(=O)C1CC(C(=O)OCC(C)C)CC(C(=O)OCC(C)C)C1 QGQWCWAEXXADQC-UHFFFAOYSA-N 0.000 description 1
- WFGQIWOAMQBBEH-UHFFFAOYSA-N tris(6-methylheptyl) cyclohexane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCOC(=O)C1CCCC(C(=O)OCCCCCC(C)C)C1C(=O)OCCCCCC(C)C WFGQIWOAMQBBEH-UHFFFAOYSA-N 0.000 description 1
- XPDFJVCVDRXYJN-UHFFFAOYSA-N tris(6-methylheptyl) cyclohexane-1,3,5-tricarboxylate Chemical compound CC(C)CCCCCOC(=O)C1CC(C(=O)OCCCCCC(C)C)CC(C(=O)OCCCCCC(C)C)C1 XPDFJVCVDRXYJN-UHFFFAOYSA-N 0.000 description 1
- CERWWLRAZNQAGX-UHFFFAOYSA-N tritert-butyl cyclohexane-1,2,3-tricarboxylate Chemical compound CC(C)(C)OC(=O)C1CCCC(C(=O)OC(C)(C)C)C1C(=O)OC(C)(C)C CERWWLRAZNQAGX-UHFFFAOYSA-N 0.000 description 1
- KTQJPTTXTMATKF-UHFFFAOYSA-N tritert-butyl cyclohexane-1,2,4-tricarboxylate Chemical compound CC(C)(C)OC(=O)C1CCC(C(=O)OC(C)(C)C)C(C(=O)OC(C)(C)C)C1 KTQJPTTXTMATKF-UHFFFAOYSA-N 0.000 description 1
- YWSNZWUWRXCWEU-UHFFFAOYSA-N tritert-butyl cyclohexane-1,3,5-tricarboxylate Chemical compound CC(C)(C)OC(=O)C1CC(C(=O)OC(C)(C)C)CC(C(=O)OC(C)(C)C)C1 YWSNZWUWRXCWEU-UHFFFAOYSA-N 0.000 description 1
- MTIYROBVDLLQRS-UHFFFAOYSA-N triundecyl cyclohexane-1,2,3-tricarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1CCCC(C(=O)OCCCCCCCCCCC)C1C(=O)OCCCCCCCCCCC MTIYROBVDLLQRS-UHFFFAOYSA-N 0.000 description 1
- HDYWDORHSIRFCL-UHFFFAOYSA-N triundecyl cyclohexane-1,2,4-tricarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCCCCC)C(C(=O)OCCCCCCCCCCC)C1 HDYWDORHSIRFCL-UHFFFAOYSA-N 0.000 description 1
- DWXSUXXHEHSYLG-UHFFFAOYSA-N triundecyl cyclohexane-1,3,5-tricarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1CC(C(=O)OCCCCCCCCCCC)CC(C(=O)OCCCCCCCCCCC)C1 DWXSUXXHEHSYLG-UHFFFAOYSA-N 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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/08—Saturated compounds having a carboxyl group bound to a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/08—Saturated compounds having a carboxyl group bound to a six-membered ring
- C07C61/09—Completely hydrogenated benzenedicarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Fodder In General (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Materials For Medical Uses (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Priority Applications (20)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19927977A DE19927977A1 (de) | 1999-06-18 | 1999-06-18 | Verwendung von Cyclohexanpolycarbonsäuren als Weichmacher zur Herstellung toxikologisch günstig zu bewertender Kunststoffe |
| DK00945771T DK1192212T3 (da) | 1999-06-18 | 2000-06-16 | Anvendelse af cyclohexanpolycarboxylsyrer som blödgörere til fremstilling af kunststoffer, der skal klassificeres som toksikologisk gunstige |
| MYPI20002722 MY151162A (en) | 1999-06-18 | 2000-06-16 | Use of cyclohexanepolycarboxylic acids as plasticizers for preparing toxicologically advantageous plastics |
| BR0011716-1A BR0011716A (pt) | 1999-06-18 | 2000-06-16 | Uso de um ácido ciclo hexanopolicarboxìlico ou de um derivado do mesmo ou de uma mistura preparada a partir de dois ou mais dos mesmos |
| PT00945771T PT1192212E (pt) | 1999-06-18 | 2000-06-16 | Utilizacao de acidos ciclohexanopolicarboxilicos como plastificantes para a producao de plasticos a classificar como toxicologicamente favoraveis |
| AT00945771T ATE315060T1 (de) | 1999-06-18 | 2000-06-16 | Verwendung von cyclohexanpolycarbonsäuren als weichmacher zur herstellung toxikologisch günstig zu bewertender kunststoffe |
| ES00945771T ES2254196T3 (es) | 1999-06-18 | 2000-06-16 | Empleo de acidos ciclohexanopolicarbixilicos como plastificantes para la obtencion de materiales sinteticos a estimar convenientes desde el punto de vista toxicologico. |
| PCT/EP2000/005609 WO2000078853A1 (de) | 1999-06-18 | 2000-06-16 | Verwendung von cyclohexanpolycarbonsäuren als weichmacher zur herstellung toxikologisch günstig zu bewertender kunststoffe |
| CNB008091536A CN1221601C (zh) | 1999-06-18 | 2000-06-16 | 环己烷多羧酸作为增塑剂在制备毒理上有利的塑料中的应用 |
| KR1020017016243A KR100670079B1 (ko) | 1999-06-18 | 2000-06-16 | 독성 측면에서 유리한 플라스틱을 제조하기 위한 사이클로헥산폴리카르복실산의 가소제로서의 사용 방법 |
| MXPA01012835A MXPA01012835A (es) | 1999-06-18 | 2000-06-16 | Uso de los acidos ciclohexanopolicarboxilicos como plastificantes para preparar plasticos clasificados como favorables toxicologicamente. |
| EP00945771A EP1192212B1 (de) | 1999-06-18 | 2000-06-16 | Verwendung von cyclohexanpolycarbonsäuren als weichmacher zur herstellung toxikologisch günstig zu bewertender kunststoffe |
| AU59746/00A AU5974600A (en) | 1999-06-18 | 2000-06-16 | Use of cyclohexane polycarboxylic acids as plasticizers in the production of plastics which are rated toxicologically favourable |
| JP2001505607A JP2003503526A (ja) | 1999-06-18 | 2000-06-16 | 毒物学的に有利に評価されるべきプラスチックを製造するための可塑剤としてのシクロヘキサンポリカルボン酸の使用 |
| PL352273A PL200275B1 (pl) | 1999-06-18 | 2000-06-16 | Zastosowanie kwasów cykloheksanopolikarboksylowych albo ich pochodnych albo mieszaniny dwóch lub więcej spośród nich jako zmiękczaczy do wytwarzania tworzyw sztucznych ocenianych jako toksykologicznie korzystne |
| CA002376742A CA2376742A1 (en) | 1999-06-18 | 2000-06-16 | Use of cyclohexane polycarboxylic acids as plasticizers in the production of plastics which are rated toxicologically favourable |
| DE50012023T DE50012023D1 (de) | 1999-06-18 | 2000-06-16 | Verwendung von cyclohexanpolycarbonsäuren als weichmacher zur herstellung toxikologisch günstig zu bewertender kunststoffe |
| TW089111917A TWI266784B (en) | 1999-06-18 | 2000-06-17 | Use of cyclohexanepolycarboxylic acids as plasticizers for preparing toxicologically advantageous plastics |
| ZA200110300A ZA200110300B (en) | 1999-06-18 | 2001-12-14 | Use of cyclohexane polycarboxylic acids as plasticizers in the production of plastics which are rated toxicologically favourable. |
| NO20016148A NO333555B1 (no) | 1999-06-18 | 2001-12-17 | Anvendelse av cykloheksanpolykarboksylsyrer eller derivater derav som plastifiseringsmidler for fremstilling av toksikologisk fordelaktig plast |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19927977A DE19927977A1 (de) | 1999-06-18 | 1999-06-18 | Verwendung von Cyclohexanpolycarbonsäuren als Weichmacher zur Herstellung toxikologisch günstig zu bewertender Kunststoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19927977A1 true DE19927977A1 (de) | 2000-12-21 |
Family
ID=7911754
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19927977A Ceased DE19927977A1 (de) | 1999-06-18 | 1999-06-18 | Verwendung von Cyclohexanpolycarbonsäuren als Weichmacher zur Herstellung toxikologisch günstig zu bewertender Kunststoffe |
| DE50012023T Expired - Lifetime DE50012023D1 (de) | 1999-06-18 | 2000-06-16 | Verwendung von cyclohexanpolycarbonsäuren als weichmacher zur herstellung toxikologisch günstig zu bewertender kunststoffe |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE50012023T Expired - Lifetime DE50012023D1 (de) | 1999-06-18 | 2000-06-16 | Verwendung von cyclohexanpolycarbonsäuren als weichmacher zur herstellung toxikologisch günstig zu bewertender kunststoffe |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP1192212B1 (https=) |
| JP (1) | JP2003503526A (https=) |
| KR (1) | KR100670079B1 (https=) |
| CN (1) | CN1221601C (https=) |
| AT (1) | ATE315060T1 (https=) |
| AU (1) | AU5974600A (https=) |
| BR (1) | BR0011716A (https=) |
| CA (1) | CA2376742A1 (https=) |
| DE (2) | DE19927977A1 (https=) |
| DK (1) | DK1192212T3 (https=) |
| ES (1) | ES2254196T3 (https=) |
| MX (1) | MXPA01012835A (https=) |
| MY (1) | MY151162A (https=) |
| NO (1) | NO333555B1 (https=) |
| PL (1) | PL200275B1 (https=) |
| PT (1) | PT1192212E (https=) |
| TW (1) | TWI266784B (https=) |
| WO (1) | WO2000078853A1 (https=) |
| ZA (1) | ZA200110300B (https=) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10129129C1 (de) * | 2001-06-16 | 2002-12-05 | Celanese Chem Europe Gmbh | Verfahren zur Herstellung von Cyclohexandicarbonsäureestern |
| EP1393759A1 (de) * | 2002-08-29 | 2004-03-03 | REHAU AG + Co | Medizinisches Arbeitsmittel auf Basis von Weich-PVC |
| US7297738B2 (en) | 2001-09-25 | 2007-11-20 | Exxonmobil Chemical Patents Inc. | Plasticized polyvinyl chloride |
| DE102007037795A1 (de) | 2007-08-10 | 2009-02-12 | Nabaltec Ag | Stabilisatorsysteme für halogenhaltige Polymere |
| DE102008018872A1 (de) | 2008-04-14 | 2009-10-15 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisatorsystem für halogenhaltige Polymere |
| DE102008020203A1 (de) | 2008-04-22 | 2009-10-29 | Catena Additives Gmbh & Co. Kg | Lösemittelfreie High Solids (One-Pack)-Stabilisatoren für halogenhaltige Polymere |
| WO2011045168A1 (de) | 2009-10-14 | 2011-04-21 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisator-kombinationen für halogenhaltige polymere |
| DE102010011191A1 (de) | 2010-03-11 | 2011-09-15 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisatormischungen für halogenhaltige Kunststoffe durch Unterwassergranulierung |
| DE102010020486A1 (de) | 2010-05-14 | 2011-11-17 | Catena Additives Gmbh & Co. Kg | Flammgeschützte halogenhaltige Polymere mit verbesserter Thermostabilität |
| EP3875526A4 (en) * | 2018-10-29 | 2021-12-15 | Lg Chem, Ltd. | CYCLOHEXANE-TRIESTER BASED PLASTICIZER COMPOSITION AND RESIN COMPOSITION WITH IT |
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| CN101962460A (zh) * | 2010-10-25 | 2011-02-02 | 欧阳伟 | 耐辐照不含邻苯二甲酸酯的医用聚氯乙烯塑料 |
| KR101264148B1 (ko) * | 2011-01-18 | 2013-05-14 | 한화케미칼 주식회사 | 디에틸헥실사이클로헥산을 포함하는 벽지용 염화비닐계 수지 조성물 |
| DE102012001978A1 (de) | 2012-02-02 | 2013-08-08 | Voco Gmbh | Dentale Kompositmaterialien enthaltend tricyclische Weichmacher |
| DE102012001979A1 (de) | 2012-02-02 | 2013-08-08 | Voco Gmbh | Härtbares Gemisch umfassend Weichmacher mit einem polyalicyclischen Strukturelement zur Anwendung bei der Herstellung dentaler Werkstoffe |
| FR2990210B1 (fr) | 2012-05-03 | 2014-05-02 | Roquette Freres | Compositions plastifiantes comprenant des accelerateurs de gelification a base d'ester de 1,4 : 3,6-dianhydrohexitol de faible poids molaire |
| FR2998569B1 (fr) | 2012-11-26 | 2015-01-09 | Roquette Freres | Procede de fabrication de compositions de diesters de 1,4 : 3,6-dianhydrohexitol |
| FR3024735B1 (fr) | 2014-08-07 | 2016-08-26 | Roquette Freres | Composition plastifiante liquide |
| JP6425460B2 (ja) * | 2014-08-27 | 2018-11-21 | リケンテクノス株式会社 | 塩化ビニル系樹脂組成物 |
| JP2016074876A (ja) * | 2014-10-08 | 2016-05-12 | 新日本理化株式会社 | １，４−シクロヘキサンジカルボン酸ジエステルからなる塩化ビニル系樹脂用可塑剤 |
| ES2648806T3 (es) * | 2015-09-28 | 2018-01-08 | Evonik Degussa Gmbh | Éster tripentílico del ácido trimelítico |
| RU2732403C2 (ru) * | 2016-03-18 | 2020-09-16 | Акцо Нобель Кемикалз Интернэшнл Б.В. | Стабильные при хранении водные эмульсии органического пероксида |
| KR102260895B1 (ko) | 2018-06-12 | 2021-06-07 | 주식회사 엘지화학 | 가소제 조성물 및 이를 포함하는 수지 조성물 |
| KR102120301B1 (ko) | 2018-10-30 | 2020-06-08 | 상명대학교산학협력단 | 티몰 에스터계 유도체 화합물, 이의 제조 방법 및 이의 용도 |
| KR102122003B1 (ko) | 2018-11-26 | 2020-06-11 | 상명대학교산학협력단 | 스크린 타입의 노보난 유도체 화합물, 이의 제조 방법 및 이의 용도 |
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- 1999-06-18 DE DE19927977A patent/DE19927977A1/de not_active Ceased
-
2000
- 2000-06-16 JP JP2001505607A patent/JP2003503526A/ja active Pending
- 2000-06-16 CN CNB008091536A patent/CN1221601C/zh not_active Expired - Fee Related
- 2000-06-16 AU AU59746/00A patent/AU5974600A/en not_active Abandoned
- 2000-06-16 PT PT00945771T patent/PT1192212E/pt unknown
- 2000-06-16 ES ES00945771T patent/ES2254196T3/es not_active Expired - Lifetime
- 2000-06-16 MX MXPA01012835A patent/MXPA01012835A/es active IP Right Grant
- 2000-06-16 MY MYPI20002722 patent/MY151162A/en unknown
- 2000-06-16 PL PL352273A patent/PL200275B1/pl unknown
- 2000-06-16 EP EP00945771A patent/EP1192212B1/de not_active Revoked
- 2000-06-16 KR KR1020017016243A patent/KR100670079B1/ko not_active Expired - Fee Related
- 2000-06-16 CA CA002376742A patent/CA2376742A1/en not_active Abandoned
- 2000-06-16 DE DE50012023T patent/DE50012023D1/de not_active Expired - Lifetime
- 2000-06-16 WO PCT/EP2000/005609 patent/WO2000078853A1/de not_active Ceased
- 2000-06-16 AT AT00945771T patent/ATE315060T1/de active
- 2000-06-16 DK DK00945771T patent/DK1192212T3/da active
- 2000-06-16 BR BR0011716-1A patent/BR0011716A/pt not_active Application Discontinuation
- 2000-06-17 TW TW089111917A patent/TWI266784B/zh not_active IP Right Cessation
-
2001
- 2001-12-14 ZA ZA200110300A patent/ZA200110300B/en unknown
- 2001-12-17 NO NO20016148A patent/NO333555B1/no not_active IP Right Cessation
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| US3444237A (en) * | 1966-03-23 | 1969-05-13 | Grace W R & Co | Esters of cyclohexane-1,2,4-tricarboxylic acid |
| DE2823165A1 (de) * | 1978-05-26 | 1979-11-29 | Bayer Ag | Verfahren zur herstellung von cycloaliphatischen carbonsaeureestern |
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Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10129129C1 (de) * | 2001-06-16 | 2002-12-05 | Celanese Chem Europe Gmbh | Verfahren zur Herstellung von Cyclohexandicarbonsäureestern |
| US7297738B2 (en) | 2001-09-25 | 2007-11-20 | Exxonmobil Chemical Patents Inc. | Plasticized polyvinyl chloride |
| US7413813B2 (en) | 2001-09-25 | 2008-08-19 | Exxonmobil Chemical Patents Inc. | Plasticised polyvinyl chloride |
| US7585571B2 (en) | 2001-09-25 | 2009-09-08 | Exxonmobil Chemical Patents Inc. | Plasticised polyvinyl chloride |
| US7855340B2 (en) | 2001-09-25 | 2010-12-21 | Exxonmobil Chemical Patents Inc. | Plasticised polyvinyl chloride |
| EP1393759A1 (de) * | 2002-08-29 | 2004-03-03 | REHAU AG + Co | Medizinisches Arbeitsmittel auf Basis von Weich-PVC |
| DE102007037795A1 (de) | 2007-08-10 | 2009-02-12 | Nabaltec Ag | Stabilisatorsysteme für halogenhaltige Polymere |
| EP2792707A2 (de) | 2008-04-14 | 2014-10-22 | IKA Innovative Kunststoffaufbereitung Gmbh & Co.Kg | Stabilisatorsysteme für halogenhaltige Polymere |
| DE102008018872A1 (de) | 2008-04-14 | 2009-10-15 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisatorsystem für halogenhaltige Polymere |
| EP2110405A1 (de) | 2008-04-14 | 2009-10-21 | IKA Innovative Kunststoffaufbereitung Gmbh & Co.Kg | Stabilisatorsysteme für halogenhaltige Polymere |
| DE102008020203A1 (de) | 2008-04-22 | 2009-10-29 | Catena Additives Gmbh & Co. Kg | Lösemittelfreie High Solids (One-Pack)-Stabilisatoren für halogenhaltige Polymere |
| DE102009045701A1 (de) | 2009-10-14 | 2011-04-21 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisator-Kombinationen für halogenhaltige Polymere |
| WO2011045168A1 (de) | 2009-10-14 | 2011-04-21 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisator-kombinationen für halogenhaltige polymere |
| DE102010011191A1 (de) | 2010-03-11 | 2011-09-15 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisatormischungen für halogenhaltige Kunststoffe durch Unterwassergranulierung |
| WO2011110395A1 (de) | 2010-03-11 | 2011-09-15 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisatormischungen für halogenhaltige kunststoffe durch unterwassergranulierung |
| DE102010020486A1 (de) | 2010-05-14 | 2011-11-17 | Catena Additives Gmbh & Co. Kg | Flammgeschützte halogenhaltige Polymere mit verbesserter Thermostabilität |
| EP2392612A1 (de) | 2010-05-14 | 2011-12-07 | CATENA Additives GmbH & Co. KG | Flammgeschützte halogenhaltige Polymere mit verbesserter Thermostabilität |
| EP3875526A4 (en) * | 2018-10-29 | 2021-12-15 | Lg Chem, Ltd. | CYCLOHEXANE-TRIESTER BASED PLASTICIZER COMPOSITION AND RESIN COMPOSITION WITH IT |
| US11851547B2 (en) | 2018-10-29 | 2023-12-26 | Lg Chem, Ltd. | Cyclohexane triester based plasticizer composition and resin composition comprising the same |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1192212B1 (de) | 2006-01-04 |
| NO20016148L (no) | 2002-01-16 |
| PL352273A1 (en) | 2003-08-11 |
| MY151162A (en) | 2014-04-30 |
| DE50012023D1 (de) | 2006-03-30 |
| EP1192212A1 (de) | 2002-04-03 |
| MXPA01012835A (es) | 2002-07-30 |
| KR20020019095A (ko) | 2002-03-09 |
| PT1192212E (pt) | 2006-05-31 |
| ES2254196T3 (es) | 2006-06-16 |
| PL200275B1 (pl) | 2008-12-31 |
| CN1221601C (zh) | 2005-10-05 |
| CA2376742A1 (en) | 2000-12-28 |
| BR0011716A (pt) | 2002-03-05 |
| AU5974600A (en) | 2001-01-09 |
| TWI266784B (en) | 2006-11-21 |
| NO333555B1 (no) | 2013-07-08 |
| ATE315060T1 (de) | 2006-02-15 |
| ZA200110300B (en) | 2003-02-26 |
| JP2003503526A (ja) | 2003-01-28 |
| CN1357024A (zh) | 2002-07-03 |
| KR100670079B1 (ko) | 2007-01-17 |
| DK1192212T3 (da) | 2006-03-27 |
| WO2000078853A1 (de) | 2000-12-28 |
| NO20016148D0 (no) | 2001-12-17 |
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