GB953496A - Novel quaternary ammonium compounds and liquid cationic textile softener compositions containing them - Google Patents
Novel quaternary ammonium compounds and liquid cationic textile softener compositions containing themInfo
- Publication number
- GB953496A GB953496A GB1372562A GB1372562A GB953496A GB 953496 A GB953496 A GB 953496A GB 1372562 A GB1372562 A GB 1372562A GB 1372562 A GB1372562 A GB 1372562A GB 953496 A GB953496 A GB 953496A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- alkanol
- alkyl
- specified
- water
- 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 3
- 239000000203 mixture Substances 0.000 title abstract 3
- 239000004753 textile Substances 0.000 title abstract 3
- 125000002091 cationic group Chemical group 0.000 title 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 3
- 239000000194 fatty acid Substances 0.000 abstract 3
- 229930195729 fatty acid Natural products 0.000 abstract 3
- 150000004665 fatty acids Chemical class 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001450 anions Chemical class 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 239000012141 concentrate Substances 0.000 abstract 2
- 229920000768 polyamine Polymers 0.000 abstract 2
- 244000105624 Arachis hypogaea Species 0.000 abstract 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 abstract 1
- 244000020518 Carthamus tinctorius Species 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 1
- 240000007817 Olea europaea Species 0.000 abstract 1
- 235000019483 Peanut oil Nutrition 0.000 abstract 1
- 239000004372 Polyvinyl alcohol Substances 0.000 abstract 1
- 235000004443 Ricinus communis Nutrition 0.000 abstract 1
- 235000019485 Safflower oil Nutrition 0.000 abstract 1
- 244000000231 Sesamum indicum Species 0.000 abstract 1
- 239000004902 Softening Agent Substances 0.000 abstract 1
- 235000019486 Sunflower oil Nutrition 0.000 abstract 1
- 240000008042 Zea mays Species 0.000 abstract 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 abstract 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 abstract 1
- 239000003125 aqueous solvent Substances 0.000 abstract 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 abstract 1
- 229940073608 benzyl chloride Drugs 0.000 abstract 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 abstract 1
- 239000001768 carboxy methyl cellulose Substances 0.000 abstract 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 abstract 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 abstract 1
- 239000004359 castor oil Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 abstract 1
- 235000005822 corn Nutrition 0.000 abstract 1
- 239000002285 corn oil Substances 0.000 abstract 1
- 239000002385 cottonseed oil Substances 0.000 abstract 1
- 235000012343 cottonseed oil Nutrition 0.000 abstract 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- 229940087559 grape seed Drugs 0.000 abstract 1
- 239000008169 grapeseed oil Substances 0.000 abstract 1
- 239000010460 hemp oil Substances 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 235000020778 linoleic acid Nutrition 0.000 abstract 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N linoleic acid group Chemical group C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 abstract 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 abstract 1
- GBAMLQSZDPLOIH-UHFFFAOYSA-N n'-(2-aminoethyl)-n'-butylethane-1,2-diamine Chemical compound CCCCN(CCN)CCN GBAMLQSZDPLOIH-UHFFFAOYSA-N 0.000 abstract 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 abstract 1
- VEVWFXMIICMFHH-UHFFFAOYSA-N n'-(4-aminobutyl)-n'-ethylbutane-1,4-diamine Chemical compound NCCCCN(CC)CCCCN VEVWFXMIICMFHH-UHFFFAOYSA-N 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 239000004006 olive oil Substances 0.000 abstract 1
- 239000000312 peanut oil Substances 0.000 abstract 1
- 229920000151 polyglycol Polymers 0.000 abstract 1
- 239000010695 polyglycol Substances 0.000 abstract 1
- 229920002451 polyvinyl alcohol Polymers 0.000 abstract 1
- 239000003813 safflower oil Substances 0.000 abstract 1
- 235000005713 safflower oil Nutrition 0.000 abstract 1
- 239000008159 sesame oil Substances 0.000 abstract 1
- 235000011803 sesame oil Nutrition 0.000 abstract 1
- 239000003549 soybean oil Substances 0.000 abstract 1
- 239000002600 sunflower oil Substances 0.000 abstract 1
- 239000003784 tall oil Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/405—Acylated polyalkylene polyamines
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention comprises compounds of the formula: [(R11NHCnH2n)2NRR1]+ X-, where R is C1-4 alkyl, R1 is alkyl or aralkyl having up to 8 carbon atoms, R11 is the acyl radical of a normally liquid fatty acid having 13-23 carbon atoms, n is 2-4, and X- is an anion; and their production by reacting the fatty acid R11OH (or a natural source thereof) with a polyamine RN(CnH2nNH2)2, and quaternizing the resulting diamide with R 1X. Specified acids are oleic, ricinoleic and linoleic acids; specified natural sources of such acids are soybean, tall, olive, castor, corn, cottonseed, grapeseed, hempseed, peanut, safflower, sesame and sunflower oil; specified polyamines are N,N-bis(aminopropyl) methylamine, N,N-bis(aminoethyl) butylamine and N,N-bis(aminobutyl) ethylamine; specified quaternating agents are dimethyl sulphate, diethyl sulphate, methyl chloride, ethyl bromide, benzyl chloride and methyl p-toluenesulphonate. If the final products are darker than desired they may be bleached with hydrogen peroxide at 100 DEG C. The compounds of the invention are textile softening agents (see Division D1).ALSO:Textile softening concentrates comprise a compound of the formula [(R11NHCnH2n)2NRR1]+X-, where R is C1-4 alkyl, R1 is alkyl or aralkyl having up to 8 carbon atoms, R11 is the acyl radical of a normally liquid fatty acid having 13-23 carbon atoms, n is 2-4 and X- is an anion (see Division C2), together with from 5 to 55% by weight of said compound of a water-soluble glycol or polyglycol of molecular weight not greater than 300, an alkanol of up to 4 carbon atoms or a mixture of such an alkanol with water, the alkanol amounting to at least 50% by weight of the water-alkanol mixture. If a non-aqueous solvent is used the concentrates may be added to the aqueous bath in a water-soluble packet, e.g. one made of polyvinyl alcohol or carboxymethyl cellulose.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10163561A | 1961-04-10 | 1961-04-10 | |
| US16883162A | 1962-01-25 | 1962-01-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB953496A true GB953496A (en) | 1964-03-25 |
Family
ID=26798467
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1372562A Expired GB953496A (en) | 1961-04-10 | 1962-04-10 | Novel quaternary ammonium compounds and liquid cationic textile softener compositions containing them |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB953496A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2021561A1 (en) * | 1969-05-02 | 1970-11-05 | Unilveer N V | Additions to textile dryers |
| EP1280882B2 (en) † | 2000-05-11 | 2014-03-12 | The Procter & Gamble Company | Highly concentrated fabric softener compositions and articles containing such compositions |
-
1962
- 1962-04-10 GB GB1372562A patent/GB953496A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2021561A1 (en) * | 1969-05-02 | 1970-11-05 | Unilveer N V | Additions to textile dryers |
| EP1280882B2 (en) † | 2000-05-11 | 2014-03-12 | The Procter & Gamble Company | Highly concentrated fabric softener compositions and articles containing such compositions |
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