US3013966A - Textile lubricants - Google Patents
Textile lubricants Download PDFInfo
- Publication number
- US3013966A US3013966A US18233A US1823360A US3013966A US 3013966 A US3013966 A US 3013966A US 18233 A US18233 A US 18233A US 1823360 A US1823360 A US 1823360A US 3013966 A US3013966 A US 3013966A
- Authority
- US
- United States
- Prior art keywords
- oil
- textile
- butyl
- mineral oil
- glycerol
- 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 - Lifetime
Links
- 239000004753 textile Substances 0.000 title claims description 21
- 239000000314 lubricant Substances 0.000 title description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 24
- 229930195733 hydrocarbon Natural products 0.000 claims description 21
- 239000004215 Carbon black (E152) Substances 0.000 claims description 17
- 239000003208 petroleum Substances 0.000 claims description 16
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 14
- 150000002430 hydrocarbons Chemical class 0.000 claims description 13
- 230000001050 lubricating effect Effects 0.000 claims description 8
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 150000001340 alkali metals Chemical class 0.000 claims description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 239000002480 mineral oil Substances 0.000 description 19
- 235000010446 mineral oil Nutrition 0.000 description 17
- -1 alkyl phenol Chemical compound 0.000 description 15
- 239000003921 oil Substances 0.000 description 15
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 12
- 235000007586 terpenes Nutrition 0.000 description 12
- 229910052708 sodium Inorganic materials 0.000 description 10
- 239000011734 sodium Substances 0.000 description 10
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 9
- 229910052717 sulfur Inorganic materials 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 7
- 229920001778 nylon Polymers 0.000 description 7
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 5
- 239000004677 Nylon Substances 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 5
- 238000010186 staining Methods 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- 150000003505 terpenes Chemical class 0.000 description 4
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 3
- 229930195725 Mannitol Natural products 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229940059904 light mineral oil Drugs 0.000 description 3
- 239000000594 mannitol Substances 0.000 description 3
- 235000010355 mannitol Nutrition 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 2
- HNURKXXMYARGAY-UHFFFAOYSA-N 2,6-Di-tert-butyl-4-hydroxymethylphenol Chemical compound CC(C)(C)C1=CC(CO)=CC(C(C)(C)C)=C1O HNURKXXMYARGAY-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- QQVGEJLUEOSDBB-KTKRTIGZSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(CO)(CO)CO QQVGEJLUEOSDBB-KTKRTIGZSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 230000009972 noncorrosive effect Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- BVJSUAQZOZWCKN-UHFFFAOYSA-N p-hydroxybenzyl alcohol Chemical compound OCC1=CC=C(O)C=C1 BVJSUAQZOZWCKN-UHFFFAOYSA-N 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012209 synthetic fiber 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
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- KDNOWKNSHWLBIG-UHFFFAOYSA-N 2,6-dibutyl-4-[(3,5-dibutyl-4-hydroxyphenyl)methyl]phenol Chemical compound CCCCC1=C(O)C(CCCC)=CC(CC=2C=C(CCCC)C(O)=C(CCCC)C=2)=C1 KDNOWKNSHWLBIG-UHFFFAOYSA-N 0.000 description 1
- RMLRKDHXZUVGCH-KTKRTIGZSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCOCCOCCO RMLRKDHXZUVGCH-KTKRTIGZSA-N 0.000 description 1
- QKSBICQDOPKLQM-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOCCOCCO QKSBICQDOPKLQM-UHFFFAOYSA-N 0.000 description 1
- MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 description 1
- JZSMZIOJUHECHW-GTJZZHROSA-N 2-hydroxypropyl (z,12r)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OCC(C)O JZSMZIOJUHECHW-GTJZZHROSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- YRVBJWCQIAOZEB-UHFFFAOYSA-N 2-tert-butyl-6-[1-(3-tert-butyl-2-hydroxy-5-methylphenyl)-2-methylpropyl]-4-methylphenol Chemical compound C=1C(C)=CC(C(C)(C)C)=C(O)C=1C(C(C)C)C1=CC(C)=CC(C(C)(C)C)=C1O YRVBJWCQIAOZEB-UHFFFAOYSA-N 0.000 description 1
- ZNXDRZUWXVDRPT-UHFFFAOYSA-N 2-tert-butyl-6-[1-(3-tert-butyl-2-hydroxy-5-methylphenyl)ethyl]-4-methylphenol Chemical compound C=1C(C)=CC(C(C)(C)C)=C(O)C=1C(C)C1=CC(C)=CC(C(C)(C)C)=C1O ZNXDRZUWXVDRPT-UHFFFAOYSA-N 0.000 description 1
- MDWVSAYEQPLWMX-UHFFFAOYSA-N 4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 MDWVSAYEQPLWMX-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- HDIFHQMREAYYJW-XGXNLDPDSA-N Glyceryl Ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OCC(O)CO HDIFHQMREAYYJW-XGXNLDPDSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- SMDHCQAYESWHAE-UHFFFAOYSA-N benfluralin Chemical compound CCCCN(CC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O SMDHCQAYESWHAE-UHFFFAOYSA-N 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 229930006737 car-3-ene Natural products 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- BQOFWKZOCNGFEC-UHFFFAOYSA-N carene Chemical compound C1C(C)=CCC2C(C)(C)C12 BQOFWKZOCNGFEC-UHFFFAOYSA-N 0.000 description 1
- 229930007796 carene Natural products 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 229930007927 cymene Natural products 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- CFJYNSNXFXLKNS-UHFFFAOYSA-N p-menthane Chemical compound CC(C)C1CCC(C)CC1 CFJYNSNXFXLKNS-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 238000009991 scouring Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 238000005987 sulfurization reaction Methods 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/104—Aromatic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/106—Naphthenic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/46—Textile oils
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
Definitions
- This invention relates to textile lubricants for processing various natural and synthetic fibers. More particularly, this invention is directed to mineral oil compositions, for use in processing various types of fibers, which compositions are stable, non-corrosive, prevent staining and size build-up and which possess good scourability properties.
- suitable textile lubricants the art discloses mineral oils containing small amounts of soap or sulfonates or mixtures of soaps and fats or derivatives thereof.
- these lubricants tend .to cause staining, size build-up and they possess poor scoura-bility properties.
- a textile lubricant for processing nylon has been developed which is the subject of US. Patent 2,913,407.
- the lubricants described therein are restricted to processing nylon fibers and therefore their use is limited.
- an excellent multifunctional textile lubricant is provided by a highly refined, essentially aromatic-containing light mineral oil having a viscosity range of 100 F. SUS of from 30 to 200 and preferably from 50 to 150, containing an additive combination, in small but critical amounts of (a) an oil-soluble alkali metal, e.g. Na or K petroleum sulfonate having a molecular weight range of from about 300 to about 900, preferably from about 350 to about 450, (b) a partial ester derived from simple alkanepolyols and fatty acids of at least 12, preferably 14-18 carbon atoms, a highly sulfurized hydrocarbon and (d) an alkyl phenol.
- an oil-soluble alkali metal e.g. Na or K petroleum sulfonate having a molecular weight range of from about 300 to about 900, preferably from about 350 to about 450
- oil-soluble alkali metal petroleum sulfonates (a) are well known in the art and are prepared by reacting a mineral oil with concentrated or fuming sulfuric acid to form oil-soluble sulfonic acids which are then recovered by treatment with an alkali metal base such as sodium hydroxide followed by extraction.
- alkali metal base such as sodium hydroxide followed by extraction.
- These oil-soluble soaps are available as 30% to 70% concentrates in mineral oil and are used preferably in an amount of from about 0.01% to about 0.5%, preferably from about 0.05% to about 0.2% by weight.
- the second essential additive (b) is a partial ester of a simple alkanepolyol and a C1248 saturated or unsaturated fatty acid.
- the alkanepolyols include alkylene glycols e.g. ethylene or propylene glycol, glycerol, erythritol, pentaerythritol, sorbitol, mannitol and the like.
- the acids which can be used to make the partial esters from any of the above alcohols include saturated and unsaturated fatty acids of from 12 to 18 carbon atoms, such as lauric, myristic, stearic, oleic, linoleic, linolenic and ricinoleic acids. These partial esters are used in an amount of from 0.25% to about 3%, preferably from about .5% to about 1.5% by weight.
- esters derived from simple alkanepolyols and long chain fatty acids include glycerol monooleate, glycerol monostearate, glycerol monoricinoleate, pentaerythritol mono and dilaurate, pentaerythritol monoand dioleate, pentaerythritol monoand distearatmono-, diand triethylene glycol monooleate, propylene glycol monoricinoleate, ethylene glycol monooleate, triethylene glycol monostearate, sorbitol monolaurate, mannitol monooleate, mannitol dioleate, sorbitol dioleate, etc.
- the highly sulfurized hydrocarbon product (c) include hydrocarbons such as olefins, mineral oils, terpenes and the like which have been reacted with sulfur under a minimum elevated temperature of 100 C. until the sulfur content of the treated hydrocarbon is at least 20%, preferably about 30%, more preferred being in the range of 30 to 40% sulfur.
- the hydrocarbons thus treated are olefinic hydrocarbons such as polyolefins, e.g.
- the sulfurization may be prepared by any of the accepted methods of sulfurizing unsaturated hydrocarbons such as by the direct combination with sulfur at atmospheric or superatomspheric pressures or with sulfur under pressure of hydrogen sulfide or the like.
- a particularly suitable material is available under the trade name Stan-Add 48 from Standard Oil Co.
- (1nd.) is a sulfurized hydrocarbon having the following properties: specific gravity1.165; flash, F.- 250; pour, F.--50; viscosity, SUS at 210 F.--l50; percent sulfur--34.7%.
- This additive is used in amounts of from 0.01% to about 0.5%, preferably from about 0.1% to about 0.2% by weight.
- the final essential additive (d) is an alkyl phenol and included are monoand bisphenols, preferably phenols containing at least one and preferably two tertiary alkyl radicals.
- Phenols of this type include 2,4, 2,6, 2,4,6- tert-butyl phenol, 2,4-ditert-butyl-6-methyl-, 2,6-ditertbutyl-4-methyl, 2,4,6-tritert-butyl-, 2,6-dicyclohexyl-4- tertbutyl-, 2,6-tertoctyl-4-cyclohexyl-phenols, 2,6-ditertbutyl, 2,2-ditertbutyl, 2,6-tertbutylcyclohexyl, Z-methyl- 6-tertbutyl-4-methylphenols.
- the alkyl bisphenols include 1,1 'bis( 2 hydroxy-3-tert-butyl-5-methylphenyl)- methane; bis(2-hydroxy-3-tert-butyl-5-methylphenyl)ethane; 1,l-bis(2-hydroxy-3-t-butyl-5-methylphenyl)butane; bis(2-hydroxy-3-t-butyl 5 methylphenyl)isobutane; 1,1- bis(6-hydroxy-5-t-butyl-3-methylphenyl)methane; bis(2- hydroxy-5-t-butyl-3-methylpheny1)ethane; 1,1 bis( 2 hydroxy 5 t butyl-3-methylphenyl)butane; 1,1-bis(2-hydroxy-S-t-amyl-3-methylphenyl)isobutane; etc.
- 6-trialkyl phenols containing two tertiary alkyl groups in the 2,4- or 2,6-posit-ions are preferred, such as 2,4-ditertbutyl-6-methyl-, 2,6-ditert-butyl-4-methylphenol or 2,6- ditert-butyl-4-methylolphenol or 4,4'-methylene bis(2,6- dibutyl-phenol).
- This additive is used in amounts of from about 0.1% to about 1%, preferably from about 0.3% to about 0.8% by weight.
- the base oil is a highly refined mineral oil containing from 10% to 20% aromatics, a viscosity index of at least (90-120) and is in the viscosity range of from 30 to 200 SUS at F., preferably in the range of 40-150 SUS at 100 F.
- a typical mineral oil (X) is a highly refined mineral oil having a viscosity index of about 95, an aromatic content .01? 10-15% and a viscosity in the range of 75-100 SUS at 100 F. which has been seleco tively solvent (phenol or furfural) refined.
- composition D an oil composition similar to Example I was used except that the sulfurized hydrocarbon was omitted (Composition D), considerable build-up and wear occurred and the operation had to be stopped within a few days. Also no improvement to Composition D was noted when to Composition D a lightly sulfurized hydrocarbon, 1% S was added (Composition E) and it was used as a spindle oil under similar conditions as Composition D was used.
- compositions of the present invention can be used as spindle oils, needle oils, textile processing oils, scouring oils and as general lubricants for textile processing equipment.
- a textile lubricating composition consisting essentially of a highly refined lightmineral oil having a viscosity range at 100 SUS of from 30 to 200, containing from about 0.01% to about 5% of an oil-soluble alkali metal petroleum sulfonate, from about 0.01% to about 3% of a partial ester of a simple alkanepolyol selected from the group consisting of glycerol and pentaerythritol and a fatty acid having from 12 to 18 carbon atoms, from about 0.01% to about 0.5% of a highly sulfurized hydrocarbon and from about 0.1% to about 1% of a trialkyl phenol.
- a textile lubricating composition consisting essentially of a highly refined light mineral oil having a viscosity range at 100' F. SUS of from 30 to 200, containing from about 0.01% to about 0.5% sodium petroleum sulfonate, from about 0.5% to about 3% of a partial ester of glycerol and a fatty acid having from 12 to 18 carbon atoms, from about 0.01% to about 0.5% of a highly sul' furized terpene hydrocarbon, and from about 0.1% of a trialkyl phenol.
- a textile lubricating composition consisu'ng essentially of a highly refined mineral oil having a viscosity at 100 F. of 50-150, containing from about 0.05% to about 0.2% sodium petroleum sulfonate, from about 0.5% to about 1.5% of glycerol monooleate, from about 0.1% to about 0.2% of a highly sulfurized terpene hydro- 450) 0.2 Glycerol monoole 1.0 5 2,6-ditert-butyl-4-methylphenol 0.5 "Stan-Add 48 (sulfurized hydrocarbon, 34.7% 0 1 S) Mineral oil (X) Balance EXAMPLE n Percent by weight Sodium petroleum sulfonate (oil-soluble, M.W.
- a textile lubricating composition consisting essentially of a highly refined mineral oil having a viscosity at 100' F. of 50-150, containing from about 0.05% to about 0.2% sodium petroleum sulfonate, from about 1% to about 2% of pentaerythritol monooleate, from about 0.1% to about 0.2% of a highly sulfurized terpene hydrocarbon and from about 0.3% to about 0.8% of 2,6-ditertbutyl-i'methylphenol.
- a textile lubricating composition consisting essen- Table I Dom Cu and Composition Oxidation Storage Stability Beourebility Staining 0! Fiber Build-up Brass Cer- 250 It, (Room Temp.) rosion Min.)
- Composition A--commercial textile oil comprising a mineral oil containing a soap. fatty oil, tstty acid and e lulionated vegeihi osltm B-minerel oil containing 107
- Composition C-mineni oil containing 0. 0 Examples I and II were used as spindle oils in the processing of cotton and nylon fibers. The fibers and machine were in excellent condition with no signs of size build-up of damage to the machine after more lard than one 0.5% to about 1.5%
- a textile lubricating composition consisting essentially of a highly refined mineral oil having a viscosity at 6 100' F of 50-150, containing from about 0.05% to about 2% sodium petroleum sulfonate, from about 0.5% to about 1.5% of glycerol monooleate, from about 0.1% to about 0.2% of a highly sulfurized terpene hydrocarbon and from about 0.3% to about 0.8% of 2,6-ditertbutyl- 10 4-methylolphenol.
- a textile lubricating composition consisting essentially of a highly refined mineral oil having a viscosity 6 at 100' F. of 50-150, containing from about 0.05% to about 2% sodium petroleum sulfonate, from about 0.5% to about 1.5% of glycerol monooleate, from about 0.1% to about 0.2% of a highly sulfurized terpene hydrocarbon and from about 0.3% to about 0.8% of 4,4'-methylencbis(2,6-ditertbutyl phenol).
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Lubricants (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE601845D BE601845A (en)van) | 1960-03-29 | ||
NL262835D NL262835A (en)van) | 1960-03-29 | ||
US18233A US3013966A (en) | 1960-03-29 | 1960-03-29 | Textile lubricants |
DES73175A DE1244321B (de) | 1960-03-29 | 1961-03-27 | Textilmaschinenoel |
FR856911A FR1302405A (fr) | 1960-03-29 | 1961-03-27 | Lubrifiants pour textiles |
GB11079/61A GB930336A (en) | 1960-03-29 | 1961-03-27 | Textile lubricants |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US18233A US3013966A (en) | 1960-03-29 | 1960-03-29 | Textile lubricants |
Publications (1)
Publication Number | Publication Date |
---|---|
US3013966A true US3013966A (en) | 1961-12-19 |
Family
ID=21786901
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US18233A Expired - Lifetime US3013966A (en) | 1960-03-29 | 1960-03-29 | Textile lubricants |
Country Status (5)
Country | Link |
---|---|
US (1) | US3013966A (en)van) |
BE (1) | BE601845A (en)van) |
DE (1) | DE1244321B (en)van) |
GB (1) | GB930336A (en)van) |
NL (1) | NL262835A (en)van) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4822542A (en) * | 1985-02-21 | 1989-04-18 | Japan Styrene Paper Corporation | Method of production of expansion-molded article, from foamable thermoplastic resin particles and apparatus therefor |
CN119968483A (zh) * | 2022-10-05 | 2025-05-09 | 竹本油脂株式会社 | 合成纤维用处理剂以及合成纤维 |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IN169084B (en)van) * | 1986-09-26 | 1991-08-31 | Du Pont | |
US5478485A (en) * | 1994-06-16 | 1995-12-26 | Henkel Kommanditgesellschaft Auf Aktien | Thermally stable textile lubricants |
US5464546A (en) * | 1994-06-16 | 1995-11-07 | Henkel Kommanditgesellschaft Auf Aktien | Thermally stable textile lubricants |
US6537662B1 (en) * | 1999-01-11 | 2003-03-25 | 3M Innovative Properties Company | Soil-resistant spin finish compositions |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2392891A (en) * | 1943-09-30 | 1946-01-15 | Standard Oil Co | Stable sulphurized oils and the method of preparing same |
US2443823A (en) * | 1945-03-02 | 1948-06-22 | Du Pont | Sulfurized terpenes |
US2913407A (en) * | 1957-07-29 | 1959-11-17 | Shell Dev | Textile lubricants |
-
0
- NL NL262835D patent/NL262835A/xx unknown
- BE BE601845D patent/BE601845A/xx unknown
-
1960
- 1960-03-29 US US18233A patent/US3013966A/en not_active Expired - Lifetime
-
1961
- 1961-03-27 GB GB11079/61A patent/GB930336A/en not_active Expired
- 1961-03-27 DE DES73175A patent/DE1244321B/de active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2392891A (en) * | 1943-09-30 | 1946-01-15 | Standard Oil Co | Stable sulphurized oils and the method of preparing same |
US2443823A (en) * | 1945-03-02 | 1948-06-22 | Du Pont | Sulfurized terpenes |
US2913407A (en) * | 1957-07-29 | 1959-11-17 | Shell Dev | Textile lubricants |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4822542A (en) * | 1985-02-21 | 1989-04-18 | Japan Styrene Paper Corporation | Method of production of expansion-molded article, from foamable thermoplastic resin particles and apparatus therefor |
CN119968483A (zh) * | 2022-10-05 | 2025-05-09 | 竹本油脂株式会社 | 合成纤维用处理剂以及合成纤维 |
Also Published As
Publication number | Publication date |
---|---|
DE1244321B (de) | 1967-07-13 |
GB930336A (en) | 1963-07-03 |
BE601845A (en)van) | |
NL262835A (en)van) |
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