GB895086A - Organic liquids having improved electrical conductivity - Google Patents
Organic liquids having improved electrical conductivityInfo
- Publication number
- GB895086A GB895086A GB18464/60A GB1846460A GB895086A GB 895086 A GB895086 A GB 895086A GB 18464/60 A GB18464/60 A GB 18464/60A GB 1846460 A GB1846460 A GB 1846460A GB 895086 A GB895086 A GB 895086A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- salt
- methacrylate
- methacrylic acid
- beta
- 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.)
- Expired
Links
- 239000007788 liquid Substances 0.000 title abstract 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 16
- 150000003839 salts Chemical class 0.000 abstract 13
- 229920001577 copolymer Polymers 0.000 abstract 11
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 abstract 9
- 150000002148 esters Chemical class 0.000 abstract 8
- 229910052751 metal Inorganic materials 0.000 abstract 8
- 239000002184 metal Substances 0.000 abstract 8
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 abstract 7
- 229920000642 polymer Polymers 0.000 abstract 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 6
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 abstract 6
- 238000002360 preparation method Methods 0.000 abstract 5
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 4
- 230000002378 acidificating effect Effects 0.000 abstract 4
- 125000004429 atom Chemical group 0.000 abstract 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 4
- 125000005395 methacrylic acid group Chemical group 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 239000000178 monomer Substances 0.000 abstract 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 abstract 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 4
- 229920002554 vinyl polymer Polymers 0.000 abstract 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 3
- 229920002873 Polyethylenimine Polymers 0.000 abstract 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 3
- 159000000007 calcium salts Chemical class 0.000 abstract 3
- 229910052804 chromium Inorganic materials 0.000 abstract 3
- 239000011651 chromium Substances 0.000 abstract 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 3
- 239000011976 maleic acid Substances 0.000 abstract 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 abstract 2
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 abstract 2
- VJOWMORERYNYON-UHFFFAOYSA-N 5-ethenyl-2-methylpyridine Chemical compound CC1=CC=C(C=C)C=N1 VJOWMORERYNYON-UHFFFAOYSA-N 0.000 abstract 2
- QPSZAYDOWOTWFP-UHFFFAOYSA-N C(CCCCCCC)C(C(C(=O)O)S(=O)(=O)O)(C(=O)O)CCCCCCCC.[Ca] Chemical compound C(CCCCCCC)C(C(C(=O)O)S(=O)(=O)O)(C(=O)O)CCCCCCCC.[Ca] QPSZAYDOWOTWFP-UHFFFAOYSA-N 0.000 abstract 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 2
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 abstract 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 2
- 235000021355 Stearic acid Nutrition 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- 150000001298 alcohols Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- UIERETOOQGIECD-ARJAWSKDSA-N angelic acid group Chemical group C(\C(\C)=C/C)(=O)O UIERETOOQGIECD-ARJAWSKDSA-N 0.000 abstract 2
- 150000008064 anhydrides Chemical class 0.000 abstract 2
- 229910052791 calcium Inorganic materials 0.000 abstract 2
- 239000011575 calcium Substances 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 239000000356 contaminant Substances 0.000 abstract 2
- 238000005336 cracking Methods 0.000 abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 2
- 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 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- 229930195729 fatty acid Natural products 0.000 abstract 2
- 239000000194 fatty acid Substances 0.000 abstract 2
- 150000004665 fatty acids Chemical class 0.000 abstract 2
- 239000000446 fuel Substances 0.000 abstract 2
- 150000005826 halohydrocarbons Chemical class 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 abstract 2
- 230000007935 neutral effect Effects 0.000 abstract 2
- 125000002560 nitrile group Chemical group 0.000 abstract 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 2
- 239000011368 organic material Substances 0.000 abstract 2
- 150000002989 phenols Chemical class 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- 229960004889 salicylic acid Drugs 0.000 abstract 2
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 2
- 239000012747 synergistic agent Substances 0.000 abstract 2
- 150000003568 thioethers Chemical class 0.000 abstract 2
- UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid group Chemical group C(\C(\C)=C\C)(=O)O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 abstract 2
- 239000004711 α-olefin Substances 0.000 abstract 2
- 239000005639 Lauric acid Substances 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- 239000008117 stearic acid Substances 0.000 abstract 1
Classifications
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
- D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/16—Anti-static materials
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/188—Carboxylic acids; metal salts thereof
- C10L1/189—Carboxylic acids; metal salts thereof having at least one carboxyl group bound to an aromatic carbon atom
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
- C10L1/1963—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof mono-carboxylic
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/197—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid
- C10L1/1973—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid mono-carboxylic
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/228—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles
- C10L1/2283—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles containing one or more carbon to nitrogen double bonds, e.g. guanidine, hydrazone, semi-carbazone, azomethine
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/236—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
- C10L1/2364—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof homo- or copolymers derived from unsaturated compounds containing amide and/or imide groups
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/236—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
- C10L1/2366—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof homo- or copolymers derived from unsaturated compounds containing amine groups
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/236—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
- C10L1/2368—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof homo- or copolymers derived from unsaturated compounds containing heterocyclic compounds containing nitrogen in the ring
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- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
- C10L1/2431—Organic compounds containing sulfur, selenium and/or tellurium sulfur bond to oxygen, e.g. sulfones, sulfoxides
- C10L1/2437—Sulfonic acids; Derivatives thereof, e.g. sulfonamides, sulfosuccinic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Textile Engineering (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Organic materials having a dielectric constant of 8 or less, e.g. liquid fuels, hydrocarbons, halo-hydrocarbons, ketones, esters, ethers (diethyl ether or dioxane), carbon disulphide, thio-ethers and thio-alcohols, are treated to increase their electrical conductivity by the addition of (a) a salt of a p polyvalent metal and an alkyl-salicylic acid containing at least one C8+ alkyl group and (b) a soluble polymer or copolymer containing an acidic group or anhydride or salt thereof, the combined proportions of (a) and (b) forming a minor proportion of the composition. In the component (a) the metal may have an atomic number of 21-29 and is preferably trivalent chromium; the salts may be neutral or basic and may contain phenols and phenates as contaminants from the method of preparation. Amounts equivalent to 1 X 10-9 to 1 X 10-3 gram atom of metal per litre of liquid are added. Synergistic agents such as calcium dioctylsulphosuccinic acid may also be added, in an amount equivalent to 1 X 10-9 to 1 X 10-4 gram atom of metal per litre. The component (b) may have a molecular weight of 1 X 104 to 2 X 106 and is preferably formed from monomers, one of which contains a C8+ saturated hydrocarbon group which may contain a hydroxyl group. The acidic group may be carboxyl, or derived from an oxyacid of sulphur or phosphorus and is preferably introduced by using as a comonomer one of the acids, acrylic, methacrylic, alpha-ethylacrylic, crotonic, isocrotonic tiglic, angelic, vinyl acetic, vinyl propionic, maleic or fumaric. These may be copolymerized with alpha-olefins of at least 10 carbon atoms, e.g. cetene -1 or mixtures thereof obtained by cracking wax, esters of acrylic or methacrylic acids with long chain alcohols, e.g. lauryl or stearyl alcohol or esters of fatty acid, e.g. lauric or stearic acids with vinyl alcohol. In addition other monomers may be used, e.g. beta-hydroxyethyl methacrylate, beta-diethylaminoethyl methacrylate, 2-methyl-5-vinylpyridine and N-vinylpyrrolidone. Alternatively the acid group may be introduced by partially or completely hydrolyzing ester or nitrile groups in a suitable polymer or copolymer. If the salt of the acid polymer is used the calcium or nitrogen-base salts may be employed. Amounts of 0,00001-0,02% of the polymeric material may be added. A list of specific copolymers is given and the preparation and use of the following are exemplified: (a) Stearylmethacrylate/methacrylic acid (b) beta-hydroxyethyl methacrylate/stearylmethacrylate/methacrylic acid (c) polyethylene imine salt of the copolymer, beta-hydroxy ethyl methacrylate/lauryl methacrylate/stearylmethacrylate/methacrylic acid (d) calcium salt of laurylmethacrylate/methacrylic acid (e) cetene-1/di-n-butyl ester of maleic acid/maleic anhydride. In examples these polymers are added to gasoline with chromium alkylsalicylate.ALSO:The preparations of the following copolymers are described: A. Stearylmethacrylate/methacrylic acid. B. Beta-hydroxyethylmethacrylate/stearylmethacrylate/methacrylic acid. C. Polyethylene imine salt of the copolymer of beta-hyroxyethyl methacrylate/lauryl methacrylate/stearyl methacrylate/methacrylic acid. D. Calcium salt of the copolymer lauryl methacrylate/methacrylic acid. E. Cetene-1/di-n-butyl ester of maleic acid/maleic anhydride, (by partial esterification of the cetene/maleic anhydride).ALSO:Organic materials having a dielectric constant of 8 or less, e.g. liquid fuels, hydrocarbons, halohydrocarbons, ketones, esters, ethers (diethyl ether or dioxane), carbon disulphide, thio-ethers and thio-alcohols, are treated to increase their electrical conductivity by the addition of (a) a salt of a polyvalent metal and an alkyl-salicylic acid containing at least one C8+ alkyl group and (b) a soluble polymer or copolymer containing an acidic group or anhydride or salt thereof, the combined proportions of (a) and (b) forming a minor proportion of the composition. In the component (a) the metal may have an atomic number of 21-29 and is preferably trivalent chromium; the salts may be neutral or basic and may contain phenols and phenates as contaminants from the method of preparation. Amounts equivalent to 1 X 10-9 to 1 X 10-3 gram atom of metal per litre of liquid are added. Synergistic agents such as calcium dioctylsulphosuccinic acid may also be added, in an amount equivalent to 1 X 10-9 to 1 X 10-4 gram atom of metal per litre. The component (b) may have a molecular weight of 1 X 104 to 2 X 106 and is preferably formed from monomers, one of which contains a C8+ saturated hydrocarbon group which may contain a hydroxyl group. The acidic group may be carboxyl, or derived from an oxyacid of sulphur or phosphorus and is preferably introduced by using as a comonomer one of the acids acrylic, methacrylic, alpha-ethyl-acrylic, crotonic, isocrotonic tiglic, angelic, vinyl acetic, vinyl propionic, maleic or fumaric. These may be copolymerised with alpha-olefins of at least 10 carbon atoms, e.g. cetene-1 or mixtures thereof obtained by cracking wax, esters of acrylic or methacrylic acids with long chain alcohols, e.g. lauryl or stearyl alcohol or esters of fatty acids, e.g. lauric or stearic acid with vinyl alcohol. In addition other monomers may be used, e.g. betahydroxyethyl methacrylate, beta-diethylaminoethyl methacrylate, 2-methyl-5-vinylpyridine and N-vinylpyrrolidone. Alternatively the acid group may be introduced by partially or completely hydrolysing ester or nitrile groups in a suitable polymer or copolymer. If the salt of the acid polymer is used the calcium or nitrogen-base salts may be employed. Amounts of 0.00001%-0.02% of the polymeric material may be added. A list of specific copolymers is given and the preparation and use of the following are exemplified: (a) Stearylmethacrylate/methacrylic acid (b) beta-hydroxyethylmethacrylate/stearylmethacrylate/methacrylic acid (c) polyethylene imine salt of the copolymer, beta-hydroxy ethyl methacrylate / lauryl methacrylate / stearylmethacrylate/methacrylic acid (d) calcium salt of laurylmethacrylate/methacrylic acid (e) cetene-1/di-n-butyl ester of maleic acid/maleic anhydride.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL239642 | 1959-05-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB895086A true GB895086A (en) | 1962-05-02 |
Family
ID=19751757
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB18464/60A Expired GB895086A (en) | 1959-05-28 | 1960-05-25 | Organic liquids having improved electrical conductivity |
Country Status (6)
Country | Link |
---|---|
US (1) | US3126260A (en) |
BE (1) | BE591231A (en) |
DE (1) | DE1284009B (en) |
FR (1) | FR1258027A (en) |
GB (1) | GB895086A (en) |
NL (2) | NL239642A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0343981A1 (en) * | 1988-05-25 | 1989-11-29 | Exxon Chemical Patents Inc. | Fuel oil compositions |
EP0359061A1 (en) * | 1988-09-10 | 1990-03-21 | Henkel Kommanditgesellschaft auf Aktien | Aqueous emulsion copolymerisates, especially dilutable in water and oil, for modifying the flow properties and pour point reduction of petroleum and petroleum fractions, and their use |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3256073A (en) * | 1963-03-22 | 1966-06-14 | Cities Service Oil Co | Liquid hydrocarbon compositions having antistatic properties |
BE731123A (en) * | 1968-04-11 | 1969-10-06 | ||
US3807977A (en) * | 1972-06-30 | 1974-04-30 | Du Pont | Antistatic additive compositions |
US4388452A (en) * | 1977-06-27 | 1983-06-14 | Petrolite Corporation | Olefin-acrylonitrile copolymers and uses thereof |
US4333741A (en) * | 1977-06-27 | 1982-06-08 | Petrolite Corporation | Olefin-acrylonitrile copolymers and uses thereof |
EP0307815B1 (en) * | 1987-09-15 | 1992-04-08 | BASF Aktiengesellschaft | Fuels for spark ignition engines |
DE3807395A1 (en) * | 1988-03-07 | 1989-09-21 | Henkel Kgaa | USE OF SELECTED COPOLYMER TYPES OF ACRYLIC AND / OR METHACRYLIC ACID ESTERS AS FLOW-IMPROVERS IN PARAFFIN-LIKE PETROLEUM AND PETROLEUM FRACTIONS (II) |
DE3817000A1 (en) * | 1988-05-19 | 1989-11-23 | Basf Ag | FUELS FOR OTTO ENGINES |
EP1502938B1 (en) * | 2003-07-03 | 2010-06-16 | Infineum International Limited | Fuel oil composition |
DE602004027686D1 (en) * | 2003-07-03 | 2010-07-29 | Infineum Int Ltd | Fuel composition |
EP1640438B1 (en) * | 2004-09-17 | 2017-08-30 | Infineum International Limited | Improvements in Fuel Oils |
KR101237628B1 (en) | 2004-09-17 | 2013-02-27 | 인피늄 인터내셔날 리미티드 | Improvements in fuel oils |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2469737A (en) * | 1946-12-14 | 1949-05-10 | Standard Oil Dev Co | Addition agent for gasoline |
NL83694C (en) * | 1952-12-30 | |||
BE539718A (en) * | 1954-07-12 | |||
US2892690A (en) * | 1955-03-22 | 1959-06-30 | California Research Corp | Compounded hydrocarbon fuels |
US2800453A (en) * | 1955-11-18 | 1957-07-23 | Shell Dev | Liquid hydrocarbon compositions |
US2913439A (en) * | 1955-12-01 | 1959-11-17 | Shell Dev | Hydroxy-containing copolymers and their preparation |
NL251969A (en) * | 1959-05-27 |
-
0
- NL NL103681D patent/NL103681C/xx active
- NL NL239642D patent/NL239642A/xx unknown
- BE BE591231D patent/BE591231A/xx unknown
- US US3126260D patent/US3126260A/en not_active Expired - Lifetime
-
1960
- 1960-05-25 DE DES68678A patent/DE1284009B/en active Pending
- 1960-05-25 GB GB18464/60A patent/GB895086A/en not_active Expired
- 1960-05-25 FR FR828236A patent/FR1258027A/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0343981A1 (en) * | 1988-05-25 | 1989-11-29 | Exxon Chemical Patents Inc. | Fuel oil compositions |
JPH0224394A (en) * | 1988-05-25 | 1990-01-26 | Exxon Chem Patents Inc | Fuel oil composition |
JP2723972B2 (en) | 1988-05-25 | 1998-03-09 | エクソン ケミカル パテンツ インコーポレーテッド | Fluidity improver for fuel oil |
EP0359061A1 (en) * | 1988-09-10 | 1990-03-21 | Henkel Kommanditgesellschaft auf Aktien | Aqueous emulsion copolymerisates, especially dilutable in water and oil, for modifying the flow properties and pour point reduction of petroleum and petroleum fractions, and their use |
WO1990002766A1 (en) * | 1988-09-10 | 1990-03-22 | Henkel Kommanditgesellschaft Auf Aktien | New aqueous emulsion copolymerizates for improving flow properties of crude oils |
US5418278A (en) * | 1988-09-10 | 1995-05-23 | Henkel Kommanditgesellschaft Auf Aktien | Aqueous emulsion copolymers, more especially in water-and oil-dilutable form, for improving the flow properties and pour point depression of crude oils and petroleum fractions and their use |
Also Published As
Publication number | Publication date |
---|---|
NL239642A (en) | |
BE591231A (en) | |
DE1284009B (en) | 1968-11-28 |
US3126260A (en) | 1964-03-24 |
NL103681C (en) | |
FR1258027A (en) | 1961-04-07 |
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