JPS58176288A - 低温流動性向上剤 - Google Patents
低温流動性向上剤Info
- Publication number
- JPS58176288A JPS58176288A JP6056582A JP6056582A JPS58176288A JP S58176288 A JPS58176288 A JP S58176288A JP 6056582 A JP6056582 A JP 6056582A JP 6056582 A JP6056582 A JP 6056582A JP S58176288 A JPS58176288 A JP S58176288A
- Authority
- JP
- Japan
- Prior art keywords
- maleic anhydride
- olefin
- low
- reaction product
- average
- 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 37
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 18
- 239000004698 Polyethylene Substances 0.000 claims abstract description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- -1 polyethylene Polymers 0.000 claims description 14
- 229920000573 polyethylene Polymers 0.000 claims description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 10
- 150000001336 alkenes Chemical class 0.000 claims description 6
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 5
- 239000000376 reactant Substances 0.000 claims 1
- 239000004711 α-olefin Substances 0.000 abstract description 38
- 239000000295 fuel oil Substances 0.000 abstract description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 12
- 229910052799 carbon Inorganic materials 0.000 abstract description 7
- 239000004215 Carbon black (E152) Substances 0.000 abstract description 6
- 229930195733 hydrocarbon Natural products 0.000 abstract description 6
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 6
- 150000003839 salts Chemical class 0.000 abstract description 5
- 150000001721 carbon Chemical group 0.000 abstract description 4
- 229920001577 copolymer Polymers 0.000 description 14
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000001993 wax Substances 0.000 description 12
- 238000000034 method Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000008096 xylene Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- OOKDYUQHMDBHMB-UHFFFAOYSA-N 3,6-dichloro-2-methoxybenzoic acid;2-(2,4-dichlorophenoxy)acetic acid;n-methylmethanamine Chemical compound CNC.CNC.COC1=C(Cl)C=CC(Cl)=C1C(O)=O.OC(=O)COC1=CC=C(Cl)C=C1Cl OOKDYUQHMDBHMB-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000004018 acid anhydride group Chemical group 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- FDQGNLOWMMVRQL-UHFFFAOYSA-N Allobarbital Chemical compound C=CCC1(CC=C)C(=O)NC(=O)NC1=O FDQGNLOWMMVRQL-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 239000004705 High-molecular-weight polyethylene Substances 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- 241000238413 Octopus Species 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000011436 cob Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000012969 di-tertiary-butyl peroxide Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Landscapes
- Liquid Carbonaceous Fuels (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6056582A JPS58176288A (ja) | 1982-04-12 | 1982-04-12 | 低温流動性向上剤 |
| US06/562,586 US4652611A (en) | 1982-04-12 | 1983-02-09 | Low-temperature fluidity improver |
| GB08332811A GB2129012B (en) | 1982-04-12 | 1983-02-09 | Agent for improving low temperature fluidity of fuel oil |
| PCT/JP1983/000039 WO1983003615A1 (en) | 1982-04-12 | 1983-02-09 | Agent for improving low temperature fluidity of fuel oil |
| DE19833340211 DE3340211T1 (de) | 1982-04-12 | 1983-02-09 | Tieftemperatur-Fluiditäts-Verbesserer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6056582A JPS58176288A (ja) | 1982-04-12 | 1982-04-12 | 低温流動性向上剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58176288A true JPS58176288A (ja) | 1983-10-15 |
| JPH0366357B2 JPH0366357B2 (enrdf_load_stackoverflow) | 1991-10-17 |
Family
ID=13145909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6056582A Granted JPS58176288A (ja) | 1982-04-12 | 1982-04-12 | 低温流動性向上剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58176288A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63113097A (ja) * | 1986-10-31 | 1988-05-18 | Sumitomo Chem Co Ltd | 燃料油組成物 |
-
1982
- 1982-04-12 JP JP6056582A patent/JPS58176288A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63113097A (ja) * | 1986-10-31 | 1988-05-18 | Sumitomo Chem Co Ltd | 燃料油組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0366357B2 (enrdf_load_stackoverflow) | 1991-10-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5391632A (en) | Terpolymers based on α,β-unsaturated dicarboxylic anhydrides, α,β-unsaturated compounds and polyoxyalkylene ethers of lower unsaturated alcohols | |
| Kuzmić et al. | Studies on the influence of long chain acrylic esters polymers with polar monomers as crude oil flow improver additives | |
| KR101092726B1 (ko) | 저온 흐름 개선제의 효과를 증가시키기 위한 히드로카르빌비닐 에테르 단독중합체의 용도 | |
| EP0030099B1 (en) | Additive combinations and fuels containing them | |
| EP0309573B1 (en) | Nitrogen-free esters of carboxy containing interpolymers | |
| WO1983003615A1 (en) | Agent for improving low temperature fluidity of fuel oil | |
| JP4783209B2 (ja) | 燃料油用流動性向上剤および燃料油組成物 | |
| GB1585413A (en) | Lubricating compositions containing hydrogenated terpolymers of conjugated dienes and a mono-vinyl-aromatic monomer | |
| DE69905082T2 (de) | Brennölzusatz-z usammensetzungen | |
| US4108613A (en) | Pour point depressants | |
| JPH1081712A (ja) | エチレンのターポリマー、その製法および鉱油留分の添加物としてのそれの用途 | |
| US4862908A (en) | Mineral oils and mineral oil distillates having improved flowability and method for producing same | |
| KR20170134343A (ko) | 블록 코폴리머 및 연료 또는 가연성 물질의 내한성을 개선하기 위한 이들의 용도 | |
| KR0160949B1 (ko) | 연료유 첨가제 및 조성물 | |
| KR20060026411A (ko) | 개선된 저온 유동 특성을 나타내는 연료 화합물 | |
| JPS623200B2 (enrdf_load_stackoverflow) | ||
| US11332683B2 (en) | Asphaltene solvation and dispersion process | |
| EP0239320A2 (en) | Liquid fuel compositions | |
| EP0255345A1 (en) | Liquid fuel compositions | |
| JPS58176288A (ja) | 低温流動性向上剤 | |
| JP2003502490A (ja) | ヒドロキシル基含有コポリマー、及び向上した潤滑作用を有する燃料油の製造にそれを使用する方法 | |
| JPH0252679B2 (enrdf_load_stackoverflow) | ||
| JPH0366358B2 (enrdf_load_stackoverflow) | ||
| JPH0210196B2 (enrdf_load_stackoverflow) | ||
| RU2845724C1 (ru) | Композиция диспергирующей присадки и ее применение для улучшения низкотемпературных характеристик моторных и жидких углеводородных топлив |