GB949249A - Sulphonation products of epoxidised higher molecular weight compounds - Google Patents
Sulphonation products of epoxidised higher molecular weight compoundsInfo
- Publication number
- GB949249A GB949249A GB35022/61A GB3502261A GB949249A GB 949249 A GB949249 A GB 949249A GB 35022/61 A GB35022/61 A GB 35022/61A GB 3502261 A GB3502261 A GB 3502261A GB 949249 A GB949249 A GB 949249A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- oil
- sulphonating
- oils
- agents
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 8
- 239000003921 oil Substances 0.000 abstract 11
- 235000019198 oils Nutrition 0.000 abstract 11
- 239000003795 chemical substances by application Substances 0.000 abstract 10
- 239000004593 Epoxy Substances 0.000 abstract 8
- 239000000047 product Substances 0.000 abstract 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 6
- 229910052760 oxygen Inorganic materials 0.000 abstract 6
- 239000001301 oxygen Substances 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 5
- 239000010985 leather Substances 0.000 abstract 5
- 150000002894 organic compounds Chemical class 0.000 abstract 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 239000004359 castor oil Substances 0.000 abstract 4
- 235000019438 castor oil Nutrition 0.000 abstract 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 abstract 4
- 239000000123 paper Substances 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- 239000011248 coating agent Substances 0.000 abstract 3
- 238000000576 coating method Methods 0.000 abstract 3
- 238000006735 epoxidation reaction Methods 0.000 abstract 3
- 239000002480 mineral oil Substances 0.000 abstract 3
- 235000013311 vegetables Nutrition 0.000 abstract 3
- 239000001993 wax Substances 0.000 abstract 3
- 241000251730 Chondrichthyes Species 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 241001465754 Metazoa Species 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 150000001298 alcohols Chemical class 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 abstract 2
- 238000004061 bleaching Methods 0.000 abstract 2
- 238000004043 dyeing Methods 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 235000010446 mineral oil Nutrition 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 2
- 239000004753 textile Substances 0.000 abstract 2
- 238000011282 treatment Methods 0.000 abstract 2
- 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 abstract 2
- 238000009736 wetting Methods 0.000 abstract 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- 229920002955 Art silk Polymers 0.000 abstract 1
- 241000252203 Clupea harengus Species 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- 240000007817 Olea europaea Species 0.000 abstract 1
- 239000005642 Oleic acid Substances 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- 235000004443 Ricinus communis Nutrition 0.000 abstract 1
- 241001125046 Sardina pilchardus Species 0.000 abstract 1
- 229920002472 Starch Polymers 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- QZULIRBSQUIUTA-CLFAGFIQSA-N bis[(z)-octadec-9-enyl] hexanedioate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCC(=O)OCCCCCCCC\C=C/CCCCCCCC QZULIRBSQUIUTA-CLFAGFIQSA-N 0.000 abstract 1
- 239000010495 camellia oil Substances 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000001913 cellulose Substances 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 229960000541 cetyl alcohol Drugs 0.000 abstract 1
- 238000004140 cleaning Methods 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 239000010730 cutting oil Substances 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 230000001804 emulsifying effect Effects 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 150000002191 fatty alcohols Chemical class 0.000 abstract 1
- 235000019514 herring Nutrition 0.000 abstract 1
- 238000009884 interesterification Methods 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002649 leather substitute Substances 0.000 abstract 1
- 239000000944 linseed oil Substances 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 150000002924 oxiranes Chemical class 0.000 abstract 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- ZNCXUFVDFVBRDO-UHFFFAOYSA-N pyridine;sulfuric acid Chemical compound [H+].[O-]S([O-])(=O)=O.C1=CC=[NH+]C=C1 ZNCXUFVDFVBRDO-UHFFFAOYSA-N 0.000 abstract 1
- 239000004627 regenerated cellulose Substances 0.000 abstract 1
- 235000019512 sardine Nutrition 0.000 abstract 1
- 239000008107 starch Substances 0.000 abstract 1
- 235000019698 starch Nutrition 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- 239000002562 thickening agent Substances 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
- C07C303/06—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/24—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfuric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G99/00—Subject matter not provided for in other groups of this subclass
- C07G99/002—Compounds of unknown constitution containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C3/00—Tanning; Compositions for tanning
- C14C3/02—Chemical tanning
- C14C3/08—Chemical tanning by organic agents
- C14C3/14—Fat tanning; Oil tanning
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
- C14C9/02—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes using fatty or oily materials, e.g. fat liquoring
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6136—Condensation products of esters, acids, oils, oxyacids with oxiranes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/62—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
-
- 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
- C10M2219/042—Sulfate esters
-
- 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
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
-
- 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
-
- 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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Textile Engineering (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Paper (AREA)
- Lubricants (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Epoxidised unsaturated organic compounds containing 10 to 26 carbon atoms per molecule, and an epoxy oxygen content of up to 3% by weight, are sulphonated with sulphuric acid, of another sulphonating agent, present in an amount of more than 20% by weight of the epoxy compound. Preferably the epoxy starting material contains 0.1-3, especially 0.8-1.5% of epoxy oxygen. Indicated sulphonating agents are sulphuric acid, with or without a dehydrating agent such as acetic anhydride, phosphoric acid or phosphorus pentoxide, sulphur trioxide and pyridine sulphuric acid adduct. Amounts of sulphonating agent specified are 20 to 40, preferably 25 to 35%. The washed product is neutralised with e.g. ammonia, sodium or potassium hydroxide or an alkanolamine. Indicated unsaturated compounds are alcohols, ether, carboxylic acids, esters and amides and especially animal, vegetable or synthetic oils, fatty acid derivatives thereof, or waxes, especially teaseed, rape, olive, neats' foot, sperm, seal sardine and shak oils, glycerine trioleate, esters, of fatty acids with fatty alcohols e.g. dioleyl adipate, linseed oil alcohol phthalate and interesterification products from castor oil with unsaturated alcohols. Epoxidation is effected as in the parent Specification. The products are wetting, dispersing, emulsifying, washing, cleaning and rinsing agents and may also be used as tanning, bleaching and fat-liquoring oils for leather and artificial leather, and in the manufacture of paper, pasteboard and cardboard (see Divisions C5, C6 and D1). Examples are provided of the preparation of the sulphonates and their use in textile, leather and paper treatments.ALSO:Surface-active compounds made by sulphonating epoxidized unsaturated organic compounds having from 10 to 26 carbon atoms per molecule, and an epoxy oxygen content of up to 3% by weight, with more than 20% by weight of a sulphonating agent (see Division C2), are neutralized, e.g. with ammonia, NaOH, KOH or an alkanolamine, and used, alone or together with ethylene oxide condensation products, as emulsifying agents for mineral oil greases. Example (4) shows soluble and cutting oils containing, based on mineral oil, 0.3-20% by weight of sulphonated epoxidized neat's foot oil, and Examples (8), (9) and (11) show water-emulsifiable compositions containing respectively sulphonated castor, rape and shark oils added in the proportion of 6 to 4 by weight to mineral oils.ALSO:Surface active compounds made by sulphonating an epoxidized unsaturated organic compound having from 10 to 26 carbon atoms per molecule, and an epoxy oxygen content of up to 3% by weight, with more than 20% by weight of a sulphonating agent (see Division C2) are used in the treatment of leather. The compounds may be used in amounts of 4-6% by weight of fat-liquoring agents, tanning and bleaching oils in conjunction with vegetable tanning and also as plasticizing and thickening agents in leather finishing compositions. Examples show the use of products from sperm oil, glycerine trioleate, teaseed oil, a wax made from oleic acid and cetyl alcohol, castor oil, herring oil and shark oil as fat-liquoring, softening, plasticizing and dispersing agents in the leather industry.ALSO:A glazed coating is obtained on paper by using, in the coating colour, a surface active compound made by sulphonating an epoxidation product of an unsaturated organic compound having 10 to 26 carbon atoms per molecule, and an epoxy oxygen content of up to 3% by weight, the sulphonating agent being employed in an amount of more than 20% by weight, calculated on the epoxidation product; and neutralizing the acidic product. Example 7 shows the use of a sulphonated castor oil epoxide.ALSO:Surface active compounds made by sulphonating epoxidised unsaturated organic compounds having from 10 to 26 carbon atoms per molecule, and an epoxy oxygen content of up to 3% by weight, with more than 20% of a sulphonating agent (see Division C2) are used, after neutralisation, in dyeing natural and regenerated cellulose as wetting and levelling agents and finishing textiles, in sizes based on starch, albumen or cellulose derivatives, and in the manufacture of paper, cardboard and pasteboard. Indicated unsaturated compounds are mainly animal, vegetable and synthetic oils, or fatty acid derivatives thereof, or waxes. In Example 1 sulphonated epoxidised sperm oil is used in the bath liquor in dyeing artificial silk and cotton and in Example 7 a product from castor oil is used as a 5 to 10% by weight addition to a coating colour used to produce a glazed paper.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1960B0057714 DE1198815C2 (en) | 1960-05-04 | 1960-05-04 | PROCESS FOR THE PRODUCTION OF SURFACE-ACTIVE SULFUR ACID ESTERS AND THEIR SALT |
DE1418650A DE1418650B2 (en) | 1960-05-04 | 1960-12-24 | Process for the production of surface-active sulfuric acid esters or their salts |
Publications (1)
Publication Number | Publication Date |
---|---|
GB949249A true GB949249A (en) | 1964-02-12 |
Family
ID=25965640
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9751/61A Expired GB932300A (en) | 1960-05-04 | 1961-03-17 | Process for the preparation of surface-active esters of inorganic polybasic acids |
GB35022/61A Expired GB949249A (en) | 1960-05-04 | 1961-09-29 | Sulphonation products of epoxidised higher molecular weight compounds |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9751/61A Expired GB932300A (en) | 1960-05-04 | 1961-03-17 | Process for the preparation of surface-active esters of inorganic polybasic acids |
Country Status (6)
Country | Link |
---|---|
CH (2) | CH388935A (en) |
DE (2) | DE1198815C2 (en) |
GB (2) | GB932300A (en) |
IT (1) | IT649680A (en) |
NL (1) | NL271858A (en) |
SE (1) | SE310361B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110055754A (en) * | 2019-05-07 | 2019-07-26 | 四川丝玛帛科技有限公司 | Softness lubrication graft modification silk and preparation method thereof and fat liquor |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3617657C2 (en) * | 1986-05-26 | 1994-08-18 | Stockhausen Chem Fab Gmbh | Room temperature liquid derivatives of natural fats or oils, process for their preparation, and their use |
DE4231073A1 (en) * | 1992-09-17 | 1994-03-24 | Rhein Chemie Rheinau Gmbh | Phosphorylation of epoxides |
CN116103451A (en) * | 2023-03-30 | 2023-05-12 | 精艺裘皮制品股份有限公司 | Multi-working-procedure effective synergistic beach sheepskin harmless tanning method |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE969930C (en) * | 1954-05-06 | 1958-07-31 | Henkel & Cie Gmbh | Process for the production of higher molecular weight compounds |
-
0
- NL NL271858D patent/NL271858A/xx unknown
- IT IT649680D patent/IT649680A/it unknown
-
1960
- 1960-05-04 DE DE1960B0057714 patent/DE1198815C2/en not_active Expired
- 1960-12-24 DE DE1418650A patent/DE1418650B2/en not_active Withdrawn
-
1961
- 1961-01-27 CH CH96161A patent/CH388935A/en unknown
- 1961-03-17 GB GB9751/61A patent/GB932300A/en not_active Expired
- 1961-06-30 CH CH767961A patent/CH412865A/en unknown
- 1961-08-09 SE SE8089/61A patent/SE310361B/xx unknown
- 1961-09-29 GB GB35022/61A patent/GB949249A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110055754A (en) * | 2019-05-07 | 2019-07-26 | 四川丝玛帛科技有限公司 | Softness lubrication graft modification silk and preparation method thereof and fat liquor |
CN110055754B (en) * | 2019-05-07 | 2021-08-10 | 四川丝玛帛科技有限公司 | Soft lubricating grafted modified silk, preparation method thereof and grease emulsion |
Also Published As
Publication number | Publication date |
---|---|
DE1198815C2 (en) | 1975-12-04 |
GB932300A (en) | 1963-07-24 |
DE1198815B (en) | 1965-08-19 |
NL271858A (en) | |
DE1418650B2 (en) | 1978-05-03 |
CH412865A (en) | 1966-05-15 |
CH388935A (en) | 1965-03-15 |
DE1418650A1 (en) | 1969-10-09 |
IT649680A (en) | |
SE310361B (en) | 1969-04-28 |
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