PL150298B1

PL150298B1 -

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Publication number: PL150298B1
Authority: PL; Poland
Prior art keywords: emulsifier; liquid according; formula; salt; derived
Prior art date: 1986-12-05

Application number

PL274177A

Other languages

English (en)

Polish (pl)

Inventor

Wesley Forsberg John

Original Assignee

The Lubrizol Corporation

Filing date

1986-12-05

Publication date

1990-05-31

1986-12-05 Application filed by The Lubrizol Corporation filed Critical The Lubrizol Corporation

1990-05-31 Publication of PL150298B1 publication Critical patent/PL150298B1/pl

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-1 diethylethanolamine ester Chemical class 0.000 claims description 142
239000000203 mixture Substances 0.000 claims description 105
239000011780 sodium chloride Substances 0.000 claims description 96
150000001412 amines Chemical class 0.000 claims description 95
150000003839 salts Chemical class 0.000 claims description 89
125000004432 carbon atoms Chemical group C* 0.000 claims description 87
239000007788 liquid Substances 0.000 claims description 77
239000003995 emulsifying agent Substances 0.000 claims description 75
239000002253 acid Substances 0.000 claims description 62
125000001183 hydrocarbyl group Chemical group 0.000 claims description 62
229920000768 polyamine Polymers 0.000 claims description 59
150000002148 esters Chemical class 0.000 claims description 49
239000000839 emulsion Substances 0.000 claims description 47
150000001408 amides Chemical class 0.000 claims description 38
150000008064 anhydrides Chemical class 0.000 claims description 34
125000002947 alkylene group Chemical group 0.000 claims description 33
125000001931 aliphatic group Chemical group 0.000 claims description 31
125000003118 aryl group Chemical group 0.000 claims description 30
239000012071 phase Substances 0.000 claims description 24
125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims description 24
150000001875 compounds Chemical class 0.000 claims description 23
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 23
RINCXYDBBGOEEQ-UHFFFAOYSA-N Succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 claims description 21
230000002401 inhibitory effect Effects 0.000 claims description 21
239000003112 inhibitor Substances 0.000 claims description 20
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 18
239000012530 fluid Substances 0.000 claims description 16
229940014800 succinic anhydride Drugs 0.000 claims description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
125000003277 amino group Chemical group 0.000 claims description 15
LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
AVXURJPOCDRRFD-UHFFFAOYSA-N hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 14
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 13
239000008346 aqueous phase Substances 0.000 claims description 13
125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 13
BFSVOASYOCHEOV-UHFFFAOYSA-N Diethylethanolamine Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 claims description 12
125000003342 alkenyl group Chemical group 0.000 claims description 11
150000003512 tertiary amines Chemical class 0.000 claims description 11
229910052739 hydrogen Inorganic materials 0.000 claims description 10
NBIIXXVUZAFLBC-UHFFFAOYSA-K [O-]P([O-])([O-])=O Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 7
MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 claims description 7
239000010452 phosphate Substances 0.000 claims description 7
125000005466 alkylenyl group Chemical group 0.000 claims description 6
BTBUEUYNUDRHOZ-UHFFFAOYSA-N borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 6
VQTUBCCKSQIDNK-UHFFFAOYSA-N isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 6
125000005702 oxyalkylene group Chemical class 0.000 claims description 6
125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims description 6
150000004982 aromatic amines Chemical class 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
229920002367 Polyisobutene Polymers 0.000 claims description 4
125000000962 organic group Chemical group 0.000 claims description 4
239000007762 w/o emulsion Substances 0.000 claims description 3
229940004296 Formula 21 Drugs 0.000 claims description 2
238000009472 formulation Methods 0.000 claims description 2
239000003921 oil Substances 0.000 description 60
235000019198 oils Nutrition 0.000 description 56
150000001298 alcohols Chemical class 0.000 description 47
239000000047 product Substances 0.000 description 41
229910052757 nitrogen Inorganic materials 0.000 description 33
125000000217 alkyl group Chemical group 0.000 description 25
150000001732 carboxylic acid derivatives Chemical class 0.000 description 25
238000000034 method Methods 0.000 description 25
239000000654 additive Substances 0.000 description 23
229910052801 chlorine Inorganic materials 0.000 description 23
125000001424 substituent group Chemical group 0.000 description 23
150000007513 acids Chemical class 0.000 description 22
150000001336 alkenes Chemical class 0.000 description 22
235000021317 phosphate Nutrition 0.000 description 21
229920000642 polymer Polymers 0.000 description 21
239000000460 chlorine Substances 0.000 description 20
ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 20
LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 20
229920000098 polyolefin Polymers 0.000 description 18
150000001735 carboxylic acids Chemical class 0.000 description 17
238000006243 chemical reaction Methods 0.000 description 17
238000002360 preparation method Methods 0.000 description 17
150000003013 phosphoric acid derivatives Chemical class 0.000 description 16
239000003795 chemical substances by application Substances 0.000 description 15
239000003153 chemical reaction reagent Substances 0.000 description 14
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 12
QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical group CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 11
230000000996 additive Effects 0.000 description 11
229910052799 carbon Inorganic materials 0.000 description 11
OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 11
229910052751 metal Inorganic materials 0.000 description 11
239000002184 metal Substances 0.000 description 11
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 11
239000004215 Carbon black (E152) Substances 0.000 description 10
ZQPPMHVWECSIRJ-KTKRTIGZSA-N Oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 10
239000012445 acidic reagent Substances 0.000 description 10
239000000194 fatty acid Substances 0.000 description 10
150000003335 secondary amines Chemical class 0.000 description 10
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
125000003545 alkoxy group Chemical group 0.000 description 9
150000001244 carboxylic acid anhydrides Chemical class 0.000 description 9
238000009833 condensation Methods 0.000 description 9
230000005494 condensation Effects 0.000 description 9
230000000875 corresponding Effects 0.000 description 9
235000014113 dietary fatty acids Nutrition 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
150000002430 hydrocarbons Chemical class 0.000 description 9
229910052717 sulfur Inorganic materials 0.000 description 9
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 8
238000005660 chlorination reaction Methods 0.000 description 8
PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 8
150000002829 nitrogen Chemical group 0.000 description 8
229920001223 polyethylene glycol Polymers 0.000 description 8
239000003381 stabilizer Substances 0.000 description 8
NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 8
239000011593 sulfur Substances 0.000 description 8
PAFZNILMFXTMIY-UHFFFAOYSA-N Cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 7
239000005977 Ethylene Substances 0.000 description 7
OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
239000007795 chemical reaction product Substances 0.000 description 7
229920001577 copolymer Polymers 0.000 description 7
239000003085 diluting agent Substances 0.000 description 7
OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 7
229910052698 phosphorus Inorganic materials 0.000 description 7
239000011574 phosphorus Substances 0.000 description 7
239000000126 substance Substances 0.000 description 7
WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
OYHQOLUKZRVURQ-IXWMQOLASA-N Linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 6
AQSJGOWTSHOLKH-UHFFFAOYSA-N Phosphite Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 6
WVDDGKGOMKODPV-UHFFFAOYSA-N benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 6
VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 6
150000004665 fatty acids Chemical class 0.000 description 6
235000011187 glycerol Nutrition 0.000 description 6
229960005150 glycerol Drugs 0.000 description 6
125000000623 heterocyclic group Chemical group 0.000 description 6
239000001257 hydrogen Substances 0.000 description 6
IAYPIBMASNFSPL-UHFFFAOYSA-N oxane Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
150000002989 phenols Chemical class 0.000 description 6
GLUUGHFHXGJENI-UHFFFAOYSA-N piperazine Chemical group C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 6
229920001281 polyalkylene Polymers 0.000 description 6
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
WXZMFSXDPGVJKK-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
229940015001 Glycerin Drugs 0.000 description 5
POULHZVOKOAJMA-UHFFFAOYSA-N Lauric acid Chemical group CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 5
239000005642 Oleic acid Substances 0.000 description 5
235000021355 Stearic acid Nutrition 0.000 description 5
IIACRCGMVDHOTQ-UHFFFAOYSA-N Sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 5
238000007792 addition Methods 0.000 description 5
125000002877 alkyl aryl group Chemical group 0.000 description 5
125000003710 aryl alkyl group Chemical group 0.000 description 5
150000002170 ethers Chemical class 0.000 description 5
238000002156 mixing Methods 0.000 description 5
125000004433 nitrogen atoms Chemical group N* 0.000 description 5
229960001735 pentaerythritol Drugs 0.000 description 5
150000004885 piperazines Chemical class 0.000 description 5
229920001515 polyalkylene glycol Polymers 0.000 description 5
229920000647 polyepoxide Polymers 0.000 description 5
GOOHAUXETOMSMM-UHFFFAOYSA-N propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
239000000376 reactant Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
239000008117 stearic acid Chemical group 0.000 description 5
235000011044 succinic acid Nutrition 0.000 description 5
HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
229910052725 zinc Inorganic materials 0.000 description 5
239000011701 zinc Substances 0.000 description 5
VZCYOOQTPOCHFL-OWOJBTEDSA-N (E)-but-2-enedioate;hydron Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-Butanediol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
UKMSUNONTOPOIO-UHFFFAOYSA-N Behenic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
UNXHWFMMPAWVPI-QWWZWVQMSA-N D-Threitol Natural products OC[C@@H](O)[C@H](O)CO UNXHWFMMPAWVPI-QWWZWVQMSA-N 0.000 description 4
MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
239000004386 Erythritol Substances 0.000 description 4
UNXHWFMMPAWVPI-ZXZARUISSA-N Erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 4
229940009714 Erythritol Drugs 0.000 description 4
TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 4
IPCSVZSSVZVIGE-UHFFFAOYSA-N Palmitic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
CXMXRPHRNRROMY-UHFFFAOYSA-N Sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
VILCJCGEZXAXTO-UHFFFAOYSA-N Triethylenetetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 4
125000004103 aminoalkyl group Chemical group 0.000 description 4
230000000844 anti-bacterial Effects 0.000 description 4
230000000111 anti-oxidant Effects 0.000 description 4
239000003963 antioxidant agent Substances 0.000 description 4
235000006708 antioxidants Nutrition 0.000 description 4
239000003899 bactericide agent Substances 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
125000001309 chloro group Chemical group Cl* 0.000 description 4
125000003700 epoxy group Chemical group 0.000 description 4
235000019414 erythritol Nutrition 0.000 description 4
238000005755 formation reaction Methods 0.000 description 4
150000002334 glycols Chemical class 0.000 description 4
125000005842 heteroatoms Chemical group 0.000 description 4
125000002768 hydroxyalkyl group Chemical group 0.000 description 4
239000004615 ingredient Substances 0.000 description 4
RRHGJUQNOFWUDK-UHFFFAOYSA-N isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
239000011133 lead Substances 0.000 description 4
QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 4
YNAVUWVOSKDBBP-UHFFFAOYSA-N morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
229940113083 morpholine Drugs 0.000 description 4
PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
235000021313 oleic acid Nutrition 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
150000003053 piperidines Chemical class 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
239000011734 sodium Substances 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
REYJJPSVUYRZGE-UHFFFAOYSA-N stearylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 4
PIICEJLVQHRZGT-UHFFFAOYSA-N 1,2-ethanediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 3
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-Aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 3
LHIJANUOQQMGNT-UHFFFAOYSA-N Aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 3
VLAPMBHFAWRUQP-UHFFFAOYSA-L Molybdic acid Chemical class O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 3
229920001748 Polybutylene Polymers 0.000 description 3
239000002202 Polyethylene glycol Substances 0.000 description 3
239000004743 Polypropylene Substances 0.000 description 3
229920001451 Polypropylene glycol Polymers 0.000 description 3
KIDHWZJUCRJVML-UHFFFAOYSA-N Putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 3
235000011054 acetic acid Nutrition 0.000 description 3
229910052783 alkali metal Inorganic materials 0.000 description 3
150000001340 alkali metals Chemical class 0.000 description 3
238000005804 alkylation reaction Methods 0.000 description 3
125000006294 amino alkylene group Chemical group 0.000 description 3
125000004429 atoms Chemical group 0.000 description 3
150000001642 boronic acid derivatives Chemical class 0.000 description 3
KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 3
229910052793 cadmium Inorganic materials 0.000 description 3
239000007859 condensation product Substances 0.000 description 3
238000005260 corrosion Methods 0.000 description 3
238000000354 decomposition reaction Methods 0.000 description 3
230000000994 depressed Effects 0.000 description 3
150000004985 diamines Chemical class 0.000 description 3
238000004821 distillation Methods 0.000 description 3
JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecan-1-amine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 3
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
239000006260 foam Substances 0.000 description 3
BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 3
238000007710 freezing Methods 0.000 description 3
150000002429 hydrazines Chemical class 0.000 description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
235000020778 linoleic acid Nutrition 0.000 description 3
239000000463 material Substances 0.000 description 3
239000002480 mineral oil Substances 0.000 description 3
229920001155 polypropylene Polymers 0.000 description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
239000011591 potassium Substances 0.000 description 3
229910052700 potassium Inorganic materials 0.000 description 3
XBDQKXXYIPTUBI-UHFFFAOYSA-N propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 3
238000000746 purification Methods 0.000 description 3
150000003254 radicals Chemical class 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000003756 stirring Methods 0.000 description 3
239000001384 succinic acid Substances 0.000 description 3
125000004434 sulfur atoms Chemical group 0.000 description 3
239000010689 synthetic lubricating oil Substances 0.000 description 3
239000003784 tall oil Substances 0.000 description 3
125000003396 thiol group Chemical group [H]S* 0.000 description 3
QGLWBTPVKHMVHM-KTKRTIGZSA-N (Z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 2
WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 2
YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical compound C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-Propanediol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
KWKAKUADMBZCLK-UHFFFAOYSA-N 1-Octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
CYOIAXUAIXVWMU-UHFFFAOYSA-N 2-[2-aminoethyl(2-hydroxyethyl)amino]ethanol Chemical compound NCCN(CCO)CCO CYOIAXUAIXVWMU-UHFFFAOYSA-N 0.000 description 2
WFCSWCVEJLETKA-UHFFFAOYSA-N 2-piperazin-1-ylethanol Chemical compound OCCN1CCNCC1 WFCSWCVEJLETKA-UHFFFAOYSA-N 0.000 description 2
CXMYWOCYTPKBPP-UHFFFAOYSA-N 3-(3-hydroxypropylamino)propan-1-ol Chemical compound OCCCNCCCO CXMYWOCYTPKBPP-UHFFFAOYSA-N 0.000 description 2
BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 description 2
125000002373 5 membered heterocyclic group Chemical group 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N Adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
XXROGKLTLUQVRX-UHFFFAOYSA-N Allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K Aluminium chloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
IMUDHTPIFIBORV-UHFFFAOYSA-N Aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 2
TZCXTZWJZNENPQ-UHFFFAOYSA-L Barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
235000021357 Behenic acid Nutrition 0.000 description 2
239000005711 Benzoic acid Substances 0.000 description 2
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239000002244 precipitate Substances 0.000 description 1
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235000019260 propionic acid Nutrition 0.000 description 1
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150000003212 purines Chemical class 0.000 description 1
125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
150000003233 pyrroles Chemical class 0.000 description 1
VBICKXHEKHSIBG-UHFFFAOYSA-N rac-1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
238000007670 refining Methods 0.000 description 1
238000005096 rolling process Methods 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
229940116351 sebacate Drugs 0.000 description 1
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239000003079 shale oil Substances 0.000 description 1
BPQQTUXANYXVAA-UHFFFAOYSA-N silicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
238000002791 soaking Methods 0.000 description 1
AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
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150000008163 sugars Chemical class 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
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LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
238000005987 sulfurization reaction Methods 0.000 description 1
125000001302 tertiary amino group Chemical group 0.000 description 1
150000000000 tetracarboxylic acids Chemical class 0.000 description 1
PLZVEHJLHYMBBY-UHFFFAOYSA-N tetradecan-1-amine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
125000004853 tetrahydropyridinyl group Chemical group N1(CCCC=C1)* 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
ZUEKXCXHTXJYAR-UHFFFAOYSA-N tetrapropan-2-yl silicate Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)OC(C)C ZUEKXCXHTXJYAR-UHFFFAOYSA-N 0.000 description 1
238000005979 thermal decomposition reaction Methods 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
150000004886 thiomorpholines Chemical class 0.000 description 1
229930007823 thymol Natural products 0.000 description 1
229960000790 thymol Drugs 0.000 description 1
IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
150000003628 tricarboxylic acids Chemical class 0.000 description 1
WVPGXJOLGGFBCR-UHFFFAOYSA-N trioctyl phosphate Chemical compound CCCCCCCCOP(=O)(OCCCCCCCC)OCCCCCCCC WVPGXJOLGGFBCR-UHFFFAOYSA-N 0.000 description 1
PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
150000004072 triols Chemical class 0.000 description 1
YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
RBPPWMAKZSOZRV-UHFFFAOYSA-N tris(2-heptylphenyl) phosphate Chemical compound CCCCCCCC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)CCCCCCC)OC1=CC=CC=C1CCCCCCC RBPPWMAKZSOZRV-UHFFFAOYSA-N 0.000 description 1
ZCXUWYGUGJQPPR-UHFFFAOYSA-N trisodium;borate;pentahydrate Chemical compound O.O.O.O.O.[Na+].[Na+].[Na+].[O-]B([O-])[O-] ZCXUWYGUGJQPPR-UHFFFAOYSA-N 0.000 description 1
WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 1
229940005605 valeric acid Drugs 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
WQZGKKKJIJFFOK-PHYPRBDBSA-N α-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1

PL274177A 1986-12-05 PL150298B1 (ja)