GB950844A - Alkylene oxide addition products - Google Patents
Alkylene oxide addition productsInfo
- Publication number
- GB950844A GB950844A GB26394/60A GB2639460A GB950844A GB 950844 A GB950844 A GB 950844A GB 26394/60 A GB26394/60 A GB 26394/60A GB 2639460 A GB2639460 A GB 2639460A GB 950844 A GB950844 A GB 950844A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethylene oxide
- mols
- oxide
- addition products
- mol
- 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
- 125000002947 alkylene group Chemical group 0.000 title abstract 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 13
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 8
- 235000013162 Cocos nucifera Nutrition 0.000 abstract 6
- 244000060011 Cocos nucifera Species 0.000 abstract 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 6
- 229930195729 fatty acid Natural products 0.000 abstract 6
- 239000000194 fatty acid Substances 0.000 abstract 6
- 150000004665 fatty acids Chemical class 0.000 abstract 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 150000007824 aliphatic compounds Chemical class 0.000 abstract 4
- 150000001412 amines Chemical class 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 150000000218 1-tetradecanols Chemical class 0.000 abstract 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 239000005639 Lauric acid Substances 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
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 150000001298 alcohols Chemical class 0.000 abstract 2
- 150000001334 alicyclic compounds Chemical class 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract 2
- 235000019864 coconut oil Nutrition 0.000 abstract 2
- 239000003240 coconut oil Substances 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
- 150000002191 fatty alcohols Chemical class 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/02—Preparation of ethers from oxiranes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
-
- 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
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- 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
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Detergent Compositions (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Liquid water-soluble alkylene oxide addition products are prepared by condensing propylene oxide with addition products of ethylene oxide and aliphatic or alicyclic compounds containing at least 8 carbon atoms containing replaceable hydrogen atoms linked via oxygen, sulphur, or nitrogen; the addition products containing 5-20 mols of ethylene oxide per mol of aliphatic compound and the ratio of propylene oxide to ethylene oxide being 0.4 to 2. Compounds specified include alcohols, amines, mercaptans, carboxylic acids, sulphonic acids and acid amides. Normally 0.5-1.5 mols of ethylene oxide are added per carbon atom present in the replaceable hydrogen containing compound. In Example 1, 1 mol of a C12-C14 fatty alcohol mixture is condensed with 9 mols of ethylene oxide at 120-148 DEG C. with sodium methylate present. 1 mol of this addition product is condensed with 10 mols of propylene oxide in the presence of sodium methylate at 125-144 DEG C. In Examples 2-7, under similar conditions, the following compounds are used: a mixture of lauryl and myristyl alcohols, coconut fatty acid monoethanolamide, coconut fatty acid diethanolamide, coconut oil amines, lauric acid and coconut fatty acids. The molar ratio of propylene to ethylene oxide used in these examples varies between 0.4 and 1.1, the initial adducts containing about 1 mole ethylene oxide.ALSO:Liquid water-soluble alkylene oxide addition products are prepared by condensing propylene oxide with addition products of ethylene oxide and aliphatic or alicyclic compounds containing at least 8 carbon atoms with replaceable hydrogen atoms linked via oxygen, sulphur or nitrogen; the addition products containing 5-20 mols of ethylene oxide per mol of aliphatic compound and the ratio of propylene oxide to ethylene oxide being 0.4 to 2. Compounds specified include alcohols, amines, mercaptans, carboxylic acids, sulphonic acids and acid amides. Normally 0.5-1.5 moles of ethylene oxide are added per carbon atom present in the replaceable hydrogen containing compound. In Example 1, 1 mol of a C12-C14 fatty alcohol mixture is condensed with 9 mols of ethylene oxide at 120-148 DEG C. with sodium methylate present. 1 mol of this addition product is condensed with 10 mols of propylene oxide in the presence of sodium methylate at 125-144 DEG C. In Examples 2-7, using similar conditions, the following compounds are used:-a mixture of lauryl and myristyl alcohols, coconut fatty acid mono-ethanolamide, coconut fatty acid diethanolamide, coconut oil amines, lauric acid and coconut fatty acids; and higher polymers are formed. The molar ratio of propylene to ethylene oxide used in the examples varies between 0.4 and 1.1.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB54255A DE1126140B (en) | 1959-07-31 | 1959-07-31 | Process for the production of alkylene oxide addition products with low foaming capacity |
Publications (1)
Publication Number | Publication Date |
---|---|
GB950844A true GB950844A (en) | 1964-02-26 |
Family
ID=6970543
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26394/60A Expired GB950844A (en) | 1959-07-31 | 1960-07-29 | Alkylene oxide addition products |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH423265A (en) |
DE (1) | DE1126140B (en) |
GB (1) | GB950844A (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3340309A (en) * | 1965-06-28 | 1967-09-05 | Wyandotte Chemicals Corp | Biodegradable, liquid, water-miscible alkylene oxide condensation products |
US3943178A (en) * | 1973-06-18 | 1976-03-09 | Henkel & Cie Gmbh | Secondary alcohol ether ethoxylates |
US3969134A (en) * | 1971-02-12 | 1976-07-13 | Henkel & Cie G.M.B.H. | Process for using clear rinsing agents in mechanical dishwashing |
US4134854A (en) * | 1973-05-05 | 1979-01-16 | Texaco Development Corp. | Nonionic surfactant with low pour point |
US4207421A (en) * | 1977-11-21 | 1980-06-10 | Olin Corporation | Biodegradable, alkali stable, non-ionic surfactants |
US4288639A (en) * | 1979-10-22 | 1981-09-08 | Basf Wyandotte Corporation | Alpha-olefin oxide-modified liquid polyether thickeners |
US4354956A (en) * | 1979-10-22 | 1982-10-19 | Basf Wyandotte Corporation | Thickening aqueous systems with alpha-olefin oxide-modified liquid polyether thickeners |
GB2175911A (en) * | 1985-04-19 | 1986-12-10 | Sherex Chem | Liquid biodegradable surfactant and use thereof |
GB2221916A (en) * | 1988-08-19 | 1990-02-21 | Petrolite Corp | Aqueous dispersions of alkoxylated alcohols and printing inks containing the dispersions |
US5634971A (en) * | 1995-10-25 | 1997-06-03 | Petrolite Corporation | Process for dispersing pigments with polyoxyalkylated ethers |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3393219A (en) * | 1965-01-27 | 1968-07-16 | Union Carbide Corp | Process for producing ethoxy and sulfate surface-active agents |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2174761A (en) * | 1935-04-13 | 1939-10-03 | Ig Farbenindustrie Ag | Condensation products derived from hydroxy compounds and method of producing them |
US2629706A (en) * | 1952-05-24 | 1953-02-24 | Petrolite Corp | Certain oxyalkylated derivatives of fusible resins |
US2674619A (en) * | 1953-10-19 | 1954-04-06 | Wyandotte Chemicals Corp | Polyoxyalkylene compounds |
-
1959
- 1959-07-31 DE DEB54255A patent/DE1126140B/en active Pending
-
1960
- 1960-07-28 CH CH862960A patent/CH423265A/en unknown
- 1960-07-29 GB GB26394/60A patent/GB950844A/en not_active Expired
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3340309A (en) * | 1965-06-28 | 1967-09-05 | Wyandotte Chemicals Corp | Biodegradable, liquid, water-miscible alkylene oxide condensation products |
US3969134A (en) * | 1971-02-12 | 1976-07-13 | Henkel & Cie G.M.B.H. | Process for using clear rinsing agents in mechanical dishwashing |
JPS5425043B1 (en) * | 1971-02-12 | 1979-08-25 | ||
US4134854A (en) * | 1973-05-05 | 1979-01-16 | Texaco Development Corp. | Nonionic surfactant with low pour point |
US3943178A (en) * | 1973-06-18 | 1976-03-09 | Henkel & Cie Gmbh | Secondary alcohol ether ethoxylates |
US4207421A (en) * | 1977-11-21 | 1980-06-10 | Olin Corporation | Biodegradable, alkali stable, non-ionic surfactants |
US4288639A (en) * | 1979-10-22 | 1981-09-08 | Basf Wyandotte Corporation | Alpha-olefin oxide-modified liquid polyether thickeners |
US4354956A (en) * | 1979-10-22 | 1982-10-19 | Basf Wyandotte Corporation | Thickening aqueous systems with alpha-olefin oxide-modified liquid polyether thickeners |
GB2175911A (en) * | 1985-04-19 | 1986-12-10 | Sherex Chem | Liquid biodegradable surfactant and use thereof |
GB2221916A (en) * | 1988-08-19 | 1990-02-21 | Petrolite Corp | Aqueous dispersions of alkoxylated alcohols and printing inks containing the dispersions |
US5634971A (en) * | 1995-10-25 | 1997-06-03 | Petrolite Corporation | Process for dispersing pigments with polyoxyalkylated ethers |
Also Published As
Publication number | Publication date |
---|---|
CH423265A (en) | 1966-10-31 |
DE1126140B (en) | 1962-03-22 |
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