JPWO2016006590A1 - 増粘安定剤、及びそれを用いた増粘安定化組成物 - Google Patents
増粘安定剤、及びそれを用いた増粘安定化組成物 Download PDFInfo
- Publication number
- JPWO2016006590A1 JPWO2016006590A1 JP2016532937A JP2016532937A JPWO2016006590A1 JP WO2016006590 A1 JPWO2016006590 A1 JP WO2016006590A1 JP 2016532937 A JP2016532937 A JP 2016532937A JP 2016532937 A JP2016532937 A JP 2016532937A JP WO2016006590 A1 JPWO2016006590 A1 JP WO2016006590A1
- Authority
- JP
- Japan
- Prior art keywords
- thickening
- group
- organic substance
- formula
- compound
- 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.)
- Granted
Links
- 230000008719 thickening Effects 0.000 title claims abstract description 90
- 239000003381 stabilizer Substances 0.000 title claims abstract description 56
- 239000000203 mixture Substances 0.000 title claims abstract description 53
- 230000000087 stabilizing effect Effects 0.000 title claims abstract description 26
- 150000001875 compounds Chemical class 0.000 claims abstract description 65
- 239000000126 substance Substances 0.000 claims abstract description 53
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 30
- 230000009969 flowable effect Effects 0.000 claims abstract description 28
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 16
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims abstract description 11
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 33
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 9
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 8
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 4
- 239000012965 benzophenone Substances 0.000 claims description 4
- 239000004305 biphenyl Substances 0.000 claims description 4
- 235000010290 biphenyl Nutrition 0.000 claims description 4
- 239000002562 thickening agent Substances 0.000 claims description 4
- 239000011368 organic material Substances 0.000 abstract description 22
- 239000000499 gel Substances 0.000 abstract description 6
- 239000012530 fluid Substances 0.000 description 44
- 150000001412 amines Chemical class 0.000 description 38
- 238000006243 chemical reaction Methods 0.000 description 19
- -1 methylmethylene group Chemical group 0.000 description 17
- 239000002904 solvent Substances 0.000 description 17
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 16
- 229940113162 oleylamide Drugs 0.000 description 16
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 14
- 230000032683 aging Effects 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 125000000217 alkyl group Chemical group 0.000 description 11
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- 238000005160 1H NMR spectroscopy Methods 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 8
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 5
- BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 5
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 4
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 4
- 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 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 125000000304 alkynyl group Chemical group 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- MSZJEPVVQWJCIF-UHFFFAOYSA-N butylazanide Chemical compound CCCC[NH-] MSZJEPVVQWJCIF-UHFFFAOYSA-N 0.000 description 4
- 150000001718 carbodiimides Chemical class 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 3
- 229940057995 liquid paraffin Drugs 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 229920002545 silicone oil Polymers 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 229940093609 tricaprylin Drugs 0.000 description 3
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 3
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 2
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 2
- NBAUUNCGSMAPFM-UHFFFAOYSA-N 3-(3,4-dicarboxyphenyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C1=CC=CC(C(O)=O)=C1C(O)=O NBAUUNCGSMAPFM-UHFFFAOYSA-N 0.000 description 2
- AKHZTSCSEGOUDF-UHFFFAOYSA-N 4,5-bis(2-ethylhexylcarbamoyl)phthalic acid Chemical compound CCCCC(CC)CNC(=O)c1cc(C(O)=O)c(cc1C(=O)NCC(CC)CCCC)C(O)=O AKHZTSCSEGOUDF-UHFFFAOYSA-N 0.000 description 2
- BVMPMOMKWNHMPQ-UHFFFAOYSA-N 4,5-bis(butylcarbamoyl)cyclohexane-1,2-dicarboxylic acid Chemical compound C(CCC)NC(=O)C1C(CC(C(C1)C(=O)O)C(=O)O)C(=O)NCCCC BVMPMOMKWNHMPQ-UHFFFAOYSA-N 0.000 description 2
- FXDMRKBLEVEOIZ-UHFFFAOYSA-N 4,5-bis(hexylcarbamoyl)phthalic acid Chemical compound CCCCCCNC(=O)c1cc(C(O)=O)c(cc1C(=O)NCCCCCC)C(O)=O FXDMRKBLEVEOIZ-UHFFFAOYSA-N 0.000 description 2
- OKLUTAQPFLZBHB-UHFFFAOYSA-N C(CCC)NC(=O)C=1C(=CC(=C(C1)C(=O)O)C(=O)O)C(=O)NCCCC Chemical compound C(CCC)NC(=O)C=1C(=CC(=C(C1)C(=O)O)C(=O)O)C(=O)NCCCC OKLUTAQPFLZBHB-UHFFFAOYSA-N 0.000 description 2
- 0 CCC(*)=C(*)C=CCc1ccc(*)c(*)c1 Chemical compound CCC(*)=C(*)C=CCc1ccc(*)c(*)c1 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- 239000010775 animal oil Substances 0.000 description 2
- 239000012300 argon atmosphere Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004440 column chromatography Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000011437 continuous method Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000003349 gelling agent Substances 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- ALBYIUDWACNRRB-UHFFFAOYSA-N hexanamide Chemical compound CCCCCC(N)=O ALBYIUDWACNRRB-UHFFFAOYSA-N 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- OLAPPGSPBNVTRF-UHFFFAOYSA-N naphthalene-1,4,5,8-tetracarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1C(O)=O OLAPPGSPBNVTRF-UHFFFAOYSA-N 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- 125000005654 1,2-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([*:2])C([H])([*:1])C1([H])[H] 0.000 description 1
- 125000005837 1,2-cyclopentylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([*:2])C1([H])[H] 0.000 description 1
- 125000005655 1,3-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([*:2])C1([H])[H] 0.000 description 1
- 125000005838 1,3-cyclopentylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:2])C([H])([H])C1([H])[*:1] 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide Chemical compound CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 description 1
- 125000006040 2-hexenyl group Chemical group 0.000 description 1
- GECRRQVLQHRVNH-MRCUWXFGSA-N 2-octyldodecyl (z)-octadec-9-enoate Chemical compound CCCCCCCCCCC(CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC GECRRQVLQHRVNH-MRCUWXFGSA-N 0.000 description 1
- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 1
- 125000006041 3-hexenyl group Chemical group 0.000 description 1
- UITKHKNFVCYWNG-UHFFFAOYSA-N 4-(3,4-dicarboxybenzoyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 UITKHKNFVCYWNG-UHFFFAOYSA-N 0.000 description 1
- 125000006042 4-hexenyl group Chemical group 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- OSJHTLOGFHGOEK-UHFFFAOYSA-N [2,2-dimethyl-3-(6-methylheptanoyloxy)propyl] 6-methylheptanoate Chemical compound CC(C)CCCCC(=O)OCC(C)(C)COC(=O)CCCCC(C)C OSJHTLOGFHGOEK-UHFFFAOYSA-N 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 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
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004956 cyclohexylene group Chemical group 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000002704 decyl 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])* 0.000 description 1
- 125000005070 decynyl 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#C* 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 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 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 150000002170 ethers Chemical class 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
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- XJNUECKWDBNFJV-UHFFFAOYSA-N hexadecyl 2-ethylhexanoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C(CC)CCCC XJNUECKWDBNFJV-UHFFFAOYSA-N 0.000 description 1
- DWMMZQMXUWUJME-UHFFFAOYSA-N hexadecyl octanoate Chemical group CCCCCCCCCCCCCCCCOC(=O)CCCCCCC DWMMZQMXUWUJME-UHFFFAOYSA-N 0.000 description 1
- 125000005980 hexynyl group Chemical group 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000008268 mayonnaise Substances 0.000 description 1
- 235000010746 mayonnaise Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- SKTCDJAMAYNROS-UHFFFAOYSA-N methoxycyclopentane Chemical compound COC1CCCC1 SKTCDJAMAYNROS-UHFFFAOYSA-N 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
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])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
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005069 octynyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C#C* 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([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
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 235000014438 salad dressings Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])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
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/84—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/82—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/43—Thickening agents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/48—Thickener, Thickening system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Birds (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Jellies, Jams, And Syrups (AREA)
Abstract
Description
本発明の他の目的は、前記化合物を含有する増粘安定剤、前記増粘安定剤により増粘、ゲル化、又は安定化された増粘安定化組成物、及びその製造方法を提供することにある。
(R2−HNOC)4-n−R1−(CONH−R3)n (1)
(式中、R1は芳香族炭化水素又はシクロヘキサンの構造式から4個の水素原子を除いた基であり、R2は炭素数1〜4の脂肪族炭化水素基、R3は炭素数6以上の脂肪族炭化水素基である。nは1〜3の整数である)
で表される化合物を提供する。
[1] 下記式(1)
(R2−HNOC)4-n−R1−(CONH−R3)n (1)
(式中、R1は芳香族炭化水素又はシクロヘキサンの構造式から4個の水素原子を除いた基であり、R2は炭素数1〜4の脂肪族炭化水素基、R3は炭素数6以上の脂肪族炭化水素基である。nは1〜3の整数である)
で表される化合物。
[2] R1における芳香族炭化水素が、ベンゼン、ベンゾフェノン、ビフェニル、又はナフタレンである[1]に記載の化合物。
[3] R1がベンゼン又はシクロヘキサンの構造式から4個の水素原子を除いた基である[1]に記載の化合物。
[4] R2における脂肪族炭化水素基が、直鎖状若しくは分岐鎖状アルキル基、直鎖状若しくは分岐鎖状アルケニル基、又は直鎖状若しくは分岐鎖状アルキニル基である[1]〜[3]の何れか1つに記載の化合物。
[5] R3が、炭素数6以上の直鎖状若しくは分岐鎖状アルキル基、又は炭素数6以上の直鎖状若しくは分岐鎖状アルケニル基である[1]〜[4]の何れか1つに記載の化合物。
[6] R3が、炭素数6〜20の直鎖状若しくは分岐鎖状アルキル基、又は炭素数6〜20の直鎖状若しくは分岐鎖状アルケニル基である[1]〜[4]の何れか1つに記載の化合物。
[7] 式(1)で表される化合物が、式(1-1)〜(1-22)で表される化合物からなる群より選択される少なくとも1種の化合物である[1]に記載の化合物。
[8] 式(1)で表される化合物が、式(1-1)〜(1-4)、(1-19)〜(1-22)で表される化合物からなる群より選択される少なくとも1種の化合物である[1]に記載の化合物。
[9] 式(1)で表される化合物が、式(1-2)及び/又は式(1-4)で表される化合物、若しくは式(1-20)及び/又は式(1-22)で表される化合物である[1]に記載の化合物。
[10] [1]〜[9]の何れか1つに記載の化合物を含む増粘安定剤。
[11] 式(1)で表される化合物の含有量(2種以上含有する場合はその総量)が、増粘安定剤全量の0.5重量%以上である[10]に記載の増粘安定剤。
[12] [10]又は[11]に記載の増粘安定剤と流動性有機物質を含む増粘安定化組成物。
[13] 流動性有機物質のレオメーターによる粘度[25℃、せん断速度10(1/s)における粘度(η)]が0.1Pa・s未満である[12]に記載の増粘安定化組成物。
[14] 流動性有機物質が、炭化水素油、エーテル、ハロゲン化炭化水素、石油成分、動植物油、シリコーン油、エステル、芳香族カルボン酸、及びピリジンからなる群より選択される少なくとも1種の化合物である[12]又は[13]に記載の増粘安定化組成物。
[15] 増粘安定剤の含有量が、流動性有機物質1000重量部に対して0.1〜100重量部である[12]〜[14]の何れか1つに記載の増粘安定化組成物。
[16] [10]又は[11]に記載の増粘安定剤と流動性有機物質を相溶させる工程を含む増粘安定化組成物の製造方法。
[17] [10]又は[11]に記載の増粘安定剤と流動性有機物質を相溶させる工程を経て[12]〜[15]の何れか1つに記載の増粘安定化組成物を得る増粘安定化組成物の製造方法。
本発明の化合物は下記式(1)で表される。
(R2−HNOC)4-n−R1−(CONH−R3)n (1)
1.カルボン酸(R1−(COOH)4;R1は前記に同じ)を塩化チオニルと反応させてカルボン酸クロライドを得、得られたカルボン酸クロライドにアミン(R2−NH2とR3−NH2;R2、R3は前記に同じ)を反応させる方法
2.前記カルボン酸に対応するカルボン酸無水物にアミン(1)(R2−NH2又はR3−NH2;R2、R3は前記に同じ)を反応させてアミック酸を得、更にアミン(2)(アミン(1)がR2−NH2の場合、アミン(2)はR3−NH2であり、アミン(1)がR3−NH2の場合、アミン(2)はR2−NH2である;R2、R3は前記に同じ)を縮合剤を用いて縮合させる方法
R−N=C=N−R’
上記式中、R、R’としては、例えば、ヘテロ原子含有置換基を有していてもよい、炭素数3〜8の直鎖状若しくは分岐鎖状のアルキル基、又は3〜8員のシクロアルキル基である。R、R’は同一であってもよく、異なっていてもよい。また、RとR’は互いに結合して−N=C=N−基と共に環を形成していてもよい。
本発明の増粘安定剤は、上記式(1)で表される化合物を1種単独で、又は2種以上を組み合わせて含むことを特徴とする。
本発明の増粘安定化組成物は、上記増粘安定剤と流動性有機物質を含み、前記増粘安定剤により流動性有機物質が増粘、ゲル化、又は流動性有機物質を含有する組成物が均一に安定化された組成物である。
ジムロート冷却管、窒素導入口、滴下ロート、熱電対を備えた100mL4つ口セパラブルフラスコにピリジン20mL、1,2,4,5−ベンゼンテトラカルボン酸−1,2:4,5−二無水物3.0g(0.014mol)、オレイルアミン7.4g(0.028mol)を仕込んだ。系内温度を50℃に設定し、3時間熟成した。
その後、ブチルアミン2.1g(0.028mol)、ジイソプロピルカルボジイミド7.0g(0.056mol)を仕込み、更に8時間熟成を行った。
その後、得られた粗液の低沸分をエバポレータにて除去し、メタノールで洗浄し、淡黄色の湿粉を得た。更に得られた湿粉についてCHCl3/CH3OH(70/30(v/v))で再結晶を行い、1,2,4,5−ベンゼンテトラカルボン酸ジ(ブチルアミド)ジ(オレイルアミド)[1,2,4,5−ベンゼンテトラカルボン酸−1,4−ジ(ブチルアミド)−2,5−ジ(オレイルアミド)と1,2,4,5−ベンゼンテトラカルボン酸−1,5−ジ(ブチルアミド)−2,4−ジ(オレイルアミド)の混合物]を7.3g得た(収率:61%)。反応生成物の構造は1H−NMRにより確認した。
1H-NMR (270MHz, CDCl3): δ 0.75-1.1(m, 12H), 1.01-1.86(m, 64H), 1.96-2.04(m, 8H), 5.25-5.55(m, 4H), 8.5-9.5(m,2H)
ジムロート冷却管、窒素導入口、滴下ロート、熱電対を備えた100mL4つ口セパラブルフラスコにピリジン20mL、1,2,4,5−シクロヘキサンカルボン酸−1,2:4,5−二無水物4.5g(0.02mol)、オレイルアミン10.7g(0.04mol)を仕込んだ。系内温度を50℃に設定し、3時間熟成した。
その後、ブチルアミン2.9g(0.02mol)、ジイソプロピルカルボジイミド5.5g(0.044mol)を仕込み、更に8時間熟成を行った。
その後、得られた粗液の低沸分をエバポレータにて除去し、メタノールで洗浄し、淡黄色の湿粉を得た。更に得られた湿粉についてCHCl3/CH3OH(70/30(v/v))で再結晶を行い、1,2,4,5−シクロヘキサンテトラカルボン酸ジ(ブチルアミド)ジ(オレイルアミド)[1,2,4,5−シクロヘキサンテトラカルボン酸−1,4−ジ(ブチルアミド)−2,5−ジ(オレイルアミド)と1,2,4,5−シクロヘキサンテトラカルボン酸−1,5−ジ(ブチルアミド)−2,4−ジ(オレイルアミド)の混合物]を11.6g得た(収率:67%)。反応生成物の構造は1H−NMRにより確認した。
1H-NMR (270MHz, CDCl3): δ 0.81-0.97(m, 12H), 0.97-1.61(m, 64H), 1.82-2.04(m, 8H), 2.50-3.10(m, 4H), 3.30-3.45(m, 4H), 5.25-5.45(m, 4H), 6.25-6.30(m,4H)
ジムロート冷却管、窒素導入口、滴下ロート、熱電対を備えた100mL4つ口セパラブルフラスコにピリジン20mL、1,2,4,5−ベンゼンテトラカルボン酸1,2:4,5−二無水物3.0g(0.014mol)、オレイルアミン7.4g(0.028mol)を仕込んだ。系内温度を50℃に設定し、3時間熟成した。
その後、2−エチルヘキシルアミン3.6g(0.028mol)、ジイソプロピルカルボジイミド7.0g(0.056mol)を仕込み、更に8時間熟成を行った。
その後、得られた粗液の低沸分をエバポレータにて除去し、メタノールで洗浄し、淡黄色の湿粉を得た。更に得られた湿粉についてCHCl3/CH3OH(70/30(v/v))で再結晶を行い、1,2,4,5−ベンゼンテトラカルボン酸ジ(2−エチルヘキシルアミド)ジ(オレイルアミド)[1,2,4,5−ベンゼンテトラカルボン酸−1,4−ジ(2−エチルヘキシルアミド)−2,5−ジ(オレイルアミド)と1,2,4,5−ベンゼンテトラカルボン酸−1,5−ジ(2−エチルヘキシルアミド)−2,4−ジ(オレイルアミド)の混合物]を5.9g得た(収率:51%)。反応生成物の構造は1H−NMRにより確認した。
1H-NMR (270MHz, CDCl3): δ 0.81-1.02(m, 18H), 1.03-1.85(m, 74H), 1.96-2.04(m, 8H), 5.35-5.56(m, 4H), 8.5-9.5(m,2H)
ジムロート冷却管、窒素導入口、滴下ロート、熱電対を備えた100mL4つ口セパラブルフラスコにピリジン20mL、1,2,4,5−ベンゼンテトラカルボン酸1,2:4,5−二無水物3.0g(0.014mol)、オレイルアミン7.4g(0.028mol)を仕込んだ。系内温度を50℃に設定し、3時間熟成した。
その後、ヘキシルアミン2.8g(0.028mol)、ジイソプロピルカルボジイミド7.0g(0.056mol)を仕込み、更に8時間熟成を行った。
その後、得られた粗液の低沸分をエバポレータにて除去し、メタノールで洗浄し、淡黄色の湿粉を得た。更に得られた湿粉についてCHCl3/CH3OH(70/30(v/v))で再結晶を行い、1,2,4,5−ベンゼンテトラカルボン酸ジ(ヘキシルアミド)ジ(オレイルアミド)[1,2,4,5−ベンゼンテトラカルボン酸−1,4−ジ(ヘキシルアミド)−2,5−ジ(オレイルアミド)と1,2,4,5−ベンゼンテトラカルボン酸−1,5−ジ(ヘキシルアミド)−2,4−ジ(オレイルアミド)の混合物]を8.1g得た(収率:64%)。反応生成物の構造は1H−NMRにより確認した。
1H-NMR (270MHz, CDCl3): δ 0.80-1.01(m, 12H), 1.0-1.82(m, 72H), 1.96-2.04(m, 8H), 5.31-5.61(m, 4H), 8.5-9.5(m,2H)
表に示す各種流動性有機物質[流動パラフィン(粘度:0.14Pa・s)、イソドデカン(粘度:0.001Pa・s)、オクタン酸セチル(粘度:0.012Pa・s)、トリカプリリン(粘度:0.023Pa・s);何れも沸点は100℃以上]を試験管に1cm3ずつ秤とり、これに上記合成例で得られた増粘安定剤(1)をそれぞれ10mg加えて混合し、100℃で加熱撹拌して流動性有機物質と増粘安定剤(1)を相溶させ、25℃まで冷却して増粘安定化組成物を得た。
得られた増粘安定化組成物の粘度は、以下の通りであった。
流動パラフィンの増粘安定化組成物:4.84Pa・s
イソドデカンの増粘安定化組成物:1.98Pa・s
オクタン酸セチルの増粘安定化組成物:2.48Pa・s
トリカプリリンの増粘安定化組成物:7.87Pa・s
増粘倍率=増粘安定化組成物の粘度/増粘安定化する前の流動性有機物質の粘度
<評価基準>
1: 2.0倍以下
2: 2.0倍を超え、4.8倍以下
3: 4.8倍を超え、10倍以下
4: 10倍を超え、30倍以下
5: 30倍を超え、200倍以下
6: 200倍を超え、500倍以下
7: 500倍を超え、3000倍以下
8: 3000倍超
増粘安定剤(1)を下記表に記載の増粘安定剤に変更した以外は実施例1と同様に行った。
Claims (6)
- 下記式(1)
(R2−HNOC)4-n−R1−(CONH−R3)n (1)
(式中、R1は芳香族炭化水素又はシクロヘキサンの構造式から4個の水素原子を除いた基であり、R2は炭素数1〜4の脂肪族炭化水素基、R3は炭素数6以上の脂肪族炭化水素基である。nは1〜3の整数である)
で表される化合物。 - R1における芳香族炭化水素が、ベンゼン、ベンゾフェノン、ビフェニル、又はナフタレンである請求項1に記載の化合物。
- R1がベンゼン又はシクロヘキサンの構造式から4個の水素原子を除いた基である請求項1に記載の化合物。
- 請求項1〜3の何れか1項に記載の化合物を含む増粘安定剤。
- 請求項4に記載の増粘安定剤と流動性有機物質を含む増粘安定化組成物。
- 請求項4に記載の増粘安定剤と流動性有機物質を相溶させる工程を含む増粘安定化組成物の製造方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2014139534 | 2014-07-07 | ||
JP2014139534 | 2014-07-07 | ||
PCT/JP2015/069478 WO2016006590A1 (ja) | 2014-07-07 | 2015-07-07 | 増粘安定剤、及びそれを用いた増粘安定化組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPWO2016006590A1 true JPWO2016006590A1 (ja) | 2017-04-27 |
JP6620349B2 JP6620349B2 (ja) | 2019-12-18 |
Family
ID=55064221
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016532937A Active JP6620349B2 (ja) | 2014-07-07 | 2015-07-07 | 増粘安定剤、及びそれを用いた増粘安定化組成物 |
Country Status (5)
Country | Link |
---|---|
US (1) | US10011561B2 (ja) |
EP (1) | EP3168209B1 (ja) |
JP (1) | JP6620349B2 (ja) |
KR (1) | KR102461100B1 (ja) |
WO (1) | WO2016006590A1 (ja) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2015174300A1 (ja) * | 2014-05-12 | 2015-11-19 | 株式会社ダイセル | 増粘安定剤、及びそれを用いた増粘安定化組成物 |
JP6465437B2 (ja) * | 2015-05-07 | 2019-02-06 | コスモ石油ルブリカンツ株式会社 | 磁気粘性剤組成物 |
US11104638B2 (en) * | 2016-08-29 | 2021-08-31 | Daicel Corporation | Thickening stabilizer |
CN111936584A (zh) * | 2018-03-30 | 2020-11-13 | 株式会社大赛璐 | 电子设备制造用油墨 |
CN110256271A (zh) * | 2019-07-04 | 2019-09-20 | 新岸诺亚(北京)催化科技有限公司 | 3,3`,4,4`-联苯四甲酰四辛胺及其制备方法 |
CN111662201A (zh) * | 2020-06-30 | 2020-09-15 | 新岸诺亚(北京)催化科技有限公司 | 3,3′,4,4′-联苯四甲酰四烷基胺及其制备方法和应用 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2584262B2 (ja) | 1987-12-21 | 1997-02-26 | 株式会社資生堂 | 透明性基剤及びそれを用いた化粧料 |
JPH07325431A (ja) * | 1994-06-01 | 1995-12-12 | Mitsui Toatsu Chem Inc | ピロメリット酸誘導体を含有する電子写真用トナー |
JP2012077195A (ja) | 2010-10-01 | 2012-04-19 | National Institute Of Advanced Industrial Science & Technology | 流動性有機物の粘度調整方法及びそのための粘度調整剤 |
CN103874741B (zh) | 2011-09-23 | 2017-06-16 | SynOil流体控股有限公司 | 一种井下液体及其制备方法和应用 |
US9464036B2 (en) | 2013-02-08 | 2016-10-11 | Daicel Corporation | Thickening stabilizer, and thickening/stabilizing composition using the same |
WO2014208380A1 (ja) | 2013-06-25 | 2014-12-31 | 株式会社ダイセル | 増粘安定剤、及びそれを用いた増粘安定化組成物 |
WO2015029764A1 (ja) * | 2013-09-02 | 2015-03-05 | 株式会社ダイセル | 潤滑用及び/又は洗浄用及び/又は冷却用油組成物 |
JP6588338B2 (ja) | 2013-12-06 | 2019-10-09 | 株式会社ダイセル | 増粘安定剤、及びそれを用いた増粘安定化組成物 |
CN105814162B (zh) * | 2013-12-09 | 2019-03-29 | 株式会社大赛璐 | 电气器件制造用溶剂组合物 |
WO2015174300A1 (ja) * | 2014-05-12 | 2015-11-19 | 株式会社ダイセル | 増粘安定剤、及びそれを用いた増粘安定化組成物 |
-
2015
- 2015-07-07 EP EP15819636.0A patent/EP3168209B1/en active Active
- 2015-07-07 JP JP2016532937A patent/JP6620349B2/ja active Active
- 2015-07-07 KR KR1020177000443A patent/KR102461100B1/ko active IP Right Grant
- 2015-07-07 US US15/323,627 patent/US10011561B2/en active Active
- 2015-07-07 WO PCT/JP2015/069478 patent/WO2016006590A1/ja active Application Filing
Also Published As
Publication number | Publication date |
---|---|
JP6620349B2 (ja) | 2019-12-18 |
EP3168209A4 (en) | 2018-03-28 |
KR102461100B1 (ko) | 2022-10-31 |
KR20170028932A (ko) | 2017-03-14 |
WO2016006590A1 (ja) | 2016-01-14 |
US10011561B2 (en) | 2018-07-03 |
EP3168209A1 (en) | 2017-05-17 |
US20170137373A1 (en) | 2017-05-18 |
EP3168209B1 (en) | 2019-12-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6312669B2 (ja) | 増粘安定剤、及びそれを用いた増粘安定化組成物 | |
JP6620349B2 (ja) | 増粘安定剤、及びそれを用いた増粘安定化組成物 | |
JP6588338B2 (ja) | 増粘安定剤、及びそれを用いた増粘安定化組成物 | |
US9464036B2 (en) | Thickening stabilizer, and thickening/stabilizing composition using the same | |
JP6464428B2 (ja) | 増粘安定剤、及びそれを用いた増粘安定化組成物 | |
WO2018163989A1 (ja) | 増粘安定剤、及びそれを用いた増粘安定化組成物 | |
JP6558705B2 (ja) | 増粘安定剤、及びそれを用いた増粘安定化組成物 | |
TWI760294B (zh) | 增黏安定劑、及使用其之增黏安定化組成物 | |
US11104638B2 (en) | Thickening stabilizer | |
JP6655025B2 (ja) | 増粘安定剤、及びそれを用いた増粘安定化組成物 | |
TWI662016B (zh) | 增黏安定劑、及使用其之增黏安定化組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20161031 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20180416 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20180416 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20190416 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20190508 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20191015 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20191029 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6620349 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |