GB717536A - Improvements in or relating to foam-producing compositions - Google Patents
Improvements in or relating to foam-producing compositionsInfo
- Publication number
- GB717536A GB717536A GB8540/52A GB854052A GB717536A GB 717536 A GB717536 A GB 717536A GB 8540/52 A GB8540/52 A GB 8540/52A GB 854052 A GB854052 A GB 854052A GB 717536 A GB717536 A GB 717536A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- sulphone
- carbon atoms
- hydrocarbon radical
- chain
- 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
- 239000000203 mixture Substances 0.000 title abstract 6
- 239000006260 foam Substances 0.000 title 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 25
- 229930195733 hydrocarbon Natural products 0.000 abstract 25
- 125000001174 sulfone group Chemical group 0.000 abstract 20
- 125000004432 carbon atom Chemical group C* 0.000 abstract 18
- -1 undecyl sulphonyl Chemical group 0.000 abstract 12
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract 7
- ILRSCQWREDREME-UHFFFAOYSA-N lauric acid amide propyl betaine Natural products CCCCCCCCCCCC(N)=O ILRSCQWREDREME-UHFFFAOYSA-N 0.000 abstract 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- 239000001257 hydrogen Substances 0.000 abstract 6
- 150000003839 salts Chemical class 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 5
- VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical group [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 229940116335 lauramide Drugs 0.000 abstract 5
- 229910052757 nitrogen Inorganic materials 0.000 abstract 5
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 4
- 239000011149 active material Substances 0.000 abstract 4
- 150000001412 amines Chemical class 0.000 abstract 4
- 150000001735 carboxylic acids Chemical class 0.000 abstract 4
- HSEMFIZWXHQJAE-UHFFFAOYSA-N hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(N)=O HSEMFIZWXHQJAE-UHFFFAOYSA-N 0.000 abstract 4
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- 239000000654 additive Substances 0.000 abstract 3
- 150000001298 alcohols Chemical class 0.000 abstract 3
- 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
- 230000001590 oxidative effect Effects 0.000 abstract 3
- LTQCVVCZYRPJPF-UHFFFAOYSA-N (1,1-dioxothiolan-3-yl) N-(hexadecylcarbamoyl)carbamate Chemical compound S1(=O)(=O)CC(CC1)OC(=O)NC(=O)NCCCCCCCCCCCCCCCC LTQCVVCZYRPJPF-UHFFFAOYSA-N 0.000 abstract 2
- ZGZUKKMFYTUYHA-HNNXBMFYSA-N (2s)-2-amino-3-(4-phenylmethoxyphenyl)propane-1-thiol Chemical compound C1=CC(C[C@@H](CS)N)=CC=C1OCC1=CC=CC=C1 ZGZUKKMFYTUYHA-HNNXBMFYSA-N 0.000 abstract 2
- SSZCNTDHGDWVNE-UHFFFAOYSA-N 4-decyl-1,1-dioxothiolane-2-carboxamide Chemical compound C(CCCCCCCCC)C1CS(=O)(=O)C(C1)C(=O)N SSZCNTDHGDWVNE-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 abstract 2
- RDEGVVOUSCSRHB-UHFFFAOYSA-N N-(methylcarbamoyl)-2-octadecylsulfonylacetamide Chemical compound C(CCCCCCCCCCCCCCCCC)S(=O)(=O)CC(=O)NC(=O)NC RDEGVVOUSCSRHB-UHFFFAOYSA-N 0.000 abstract 2
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 abstract 2
- RIYAJPJIBZUUBU-UHFFFAOYSA-N N-dodecyl-1,1-dioxothiolane-2-carboxamide Chemical compound C(CCCCCCCCCCC)NC(=O)C1S(=O)(=O)CCC1 RIYAJPJIBZUUBU-UHFFFAOYSA-N 0.000 abstract 2
- CKPHQPAJXNUTRL-UHFFFAOYSA-N N-hexadecyl-N-methyl-2-methylsulfonylacetamide Chemical compound C(CCCCCCCCCCCCCCC)N(C(CS(=O)(=O)C)=O)C CKPHQPAJXNUTRL-UHFFFAOYSA-N 0.000 abstract 2
- NNCGAVDUIMYFLM-UHFFFAOYSA-N N-methyl-N-undecylsulfonylacetamide Chemical compound C(C)(=O)N(S(=O)(=O)CCCCCCCCCCC)C NNCGAVDUIMYFLM-UHFFFAOYSA-N 0.000 abstract 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 239000001768 carboxy methyl cellulose Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000005187 foaming Methods 0.000 abstract 2
- 150000002430 hydrocarbons Chemical group 0.000 abstract 2
- 125000001165 hydrophobic group Chemical group 0.000 abstract 2
- 230000003165 hydrotropic effect Effects 0.000 abstract 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- 229910017604 nitric acid Inorganic materials 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 abstract 2
- 239000000344 soap Substances 0.000 abstract 2
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 abstract 2
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 abstract 2
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 2
- 235000011152 sodium sulphate Nutrition 0.000 abstract 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 2
- 235000019818 tetrasodium diphosphate Nutrition 0.000 abstract 2
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 abstract 1
- WNRNXKWTIJWZFQ-UHFFFAOYSA-N 2-(2-tetradecoxyethoxy)ethanol Chemical compound CCCCCCCCCCCCCCOCCOCCO WNRNXKWTIJWZFQ-UHFFFAOYSA-N 0.000 abstract 1
- WBBPRCNXBQTYLF-UHFFFAOYSA-N 2-methylthioethanol Chemical compound CSCCO WBBPRCNXBQTYLF-UHFFFAOYSA-N 0.000 abstract 1
- DUNDJBMIAXUJJM-UHFFFAOYSA-N 3-dodecylsulfonyl-N-methylpropanamide Chemical compound CNC(CCS(=O)(=O)CCCCCCCCCCCC)=O DUNDJBMIAXUJJM-UHFFFAOYSA-N 0.000 abstract 1
- LGISNIADMRUGJE-UHFFFAOYSA-N 3-methylsulfonyl-N-tetradecylpropanamide Chemical compound C(CCCCCCCCCCCCC)NC(CCS(=O)(=O)C)=O LGISNIADMRUGJE-UHFFFAOYSA-N 0.000 abstract 1
- ODUCCTTZGHSNKX-UHFFFAOYSA-N 3-methylsulfonylpropanoic acid Chemical compound CS(=O)(=O)CCC(O)=O ODUCCTTZGHSNKX-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
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- XUSFIBQIHTWFEJ-UHFFFAOYSA-N N-(2-dodecylsulfonylethyl)acetamide Chemical compound C(C)(=O)NCCS(=O)(=O)CCCCCCCCCCCC XUSFIBQIHTWFEJ-UHFFFAOYSA-N 0.000 abstract 1
- PKJYATJQXCGSGE-UHFFFAOYSA-N N-dodecyl-2-methylsulfonylacetamide Chemical compound CS(=O)(=O)CC(=O)NCCCCCCCCCCCC PKJYATJQXCGSGE-UHFFFAOYSA-N 0.000 abstract 1
- KKQYILFDSNBTBY-UHFFFAOYSA-N N-dodecyl-3-methylsulfonylpropanamide Chemical compound C(CCCCCCCCCCC)NC(CCS(=O)(=O)C)=O KKQYILFDSNBTBY-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- GSZYTOWENLFSHD-UHFFFAOYSA-L S(=O)(=O)([O-])[O-].[Na+].C(CCCCCCCCCCCCCCCCC)(=O)OCCO.[Na+] Chemical compound S(=O)(=O)([O-])[O-].[Na+].C(CCCCCCCCCCCCCCCCC)(=O)OCCO.[Na+] GSZYTOWENLFSHD-UHFFFAOYSA-L 0.000 abstract 1
- 239000004115 Sodium Silicate Substances 0.000 abstract 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical class 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract 1
- 239000007844 bleaching agent Substances 0.000 abstract 1
- DGAODIKUWGRDBO-UHFFFAOYSA-N butanethioic s-acid Chemical compound CCCC(O)=S DGAODIKUWGRDBO-UHFFFAOYSA-N 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000003240 coconut oil Substances 0.000 abstract 1
- 235000019864 coconut oil Nutrition 0.000 abstract 1
- TUTWLYPCGCUWQI-UHFFFAOYSA-N decanamide Chemical compound CCCCCCCCCC(N)=O TUTWLYPCGCUWQI-UHFFFAOYSA-N 0.000 abstract 1
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical compound OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 abstract 1
- COHIUILBPQNABR-UHFFFAOYSA-N dodecyl phenylmethanesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)CC1=CC=CC=C1 COHIUILBPQNABR-UHFFFAOYSA-N 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 239000010685 fatty oil Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 230000002209 hydrophobic effect Effects 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 229940045996 isethionic acid Drugs 0.000 abstract 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 abstract 1
- 235000019341 magnesium sulphate Nutrition 0.000 abstract 1
- OQXSVLMHUIVNRJ-UHFFFAOYSA-L magnesium;2-dodecylbenzenesulfonate Chemical compound [Mg+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OQXSVLMHUIVNRJ-UHFFFAOYSA-L 0.000 abstract 1
- QEALYLRSRQDCRA-UHFFFAOYSA-N myristamide Chemical compound CCCCCCCCCCCCCC(N)=O QEALYLRSRQDCRA-UHFFFAOYSA-N 0.000 abstract 1
- NTEURBORARLYJB-UHFFFAOYSA-N n-methylsulfonylpropanamide Chemical compound CCC(=O)NS(C)(=O)=O NTEURBORARLYJB-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000012188 paraffin wax Substances 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 abstract 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- 150000003017 phosphorus Chemical class 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 abstract 1
- 229940080818 propionamide Drugs 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 235000017550 sodium carbonate Nutrition 0.000 abstract 1
- OTIDMUGMJJAGEX-UHFFFAOYSA-M sodium dodecanoic acid hydrogen sulfate propane-1,2,3-triol Chemical compound S(=O)(=O)([O-])O.[Na+].C(CCCCCCCCCCC)(=O)O.OCC(O)CO OTIDMUGMJJAGEX-UHFFFAOYSA-M 0.000 abstract 1
- 239000001488 sodium phosphate Substances 0.000 abstract 1
- 229940048086 sodium pyrophosphate Drugs 0.000 abstract 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052911 sodium silicate Inorganic materials 0.000 abstract 1
- 235000019794 sodium silicate Nutrition 0.000 abstract 1
- 235000019832 sodium triphosphate Nutrition 0.000 abstract 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 abstract 1
- LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical compound [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 abstract 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 abstract 1
- AGGIJOLULBJGTQ-UHFFFAOYSA-N sulfoacetic acid Chemical class OC(=O)CS(O)(=O)=O AGGIJOLULBJGTQ-UHFFFAOYSA-N 0.000 abstract 1
- DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical class OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 abstract 1
- 150000003568 thioethers Chemical group 0.000 abstract 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 abstract 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 abstract 1
- 235000019801 trisodium phosphate Nutrition 0.000 abstract 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0094—High foaming compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/32—Amides; Substituted amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/34—Organic compounds containing sulfur
- C11D3/349—Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/22—Organic compounds, e.g. vitamins
- C11D9/30—Organic compounds, e.g. vitamins containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/22—Organic compounds, e.g. vitamins
- C11D9/32—Organic compounds, e.g. vitamins containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/34—Organic compounds containing sulfur
- C11D3/3454—Organic compounds containing sulfur containing sulfone groups, e.g. vinyl sulfones
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Abstract
Sulphone-compounds having the general formula R1.SO2.R2.CONRR3 wherein R and R3 are hydrogen or a hydrocarbon radical, R1 is a hydrocarbon radical and R2 is a hydrocarbon radical linking the sulphone group to the carbonyl carbon atom by a chain of not more than 4 carbon atoms, R1 and/or R3 containing a chain of 8 to 18 carbon atoms, may be prepared by oxidizing, for example with nitric acid, the corresponding thioether substituted carboxylic acids and reacting the resulting sulphone-carboxylic acid with an amine. Thus betamethyl thio propionic acid is oxidized to betamethylsulphonyl propionic acid which is then condensed with myristylamine yielding N-myristyl beta (methyl sulphonyl) propionamide. N - lauryl - 2(methyl sulphonyl) - acetamide, N - methyl N - palmityl - 2(methyl sulphonyl)-acetamide and N - methyl - 3(lauryl sulphonyl)-propionamide are given as further examples. Sulphones having the general formula R1.CO. N(R)(R2.SO2.R3) wherein R1 and R3 represent hydrocarbon radicals, at least one of which contains a chain of 8 to 18 carbon atoms, R is hydrogen or a hydrocarbon radical and R2 is a hydrocarbon radical linking the sulphone group to the nitrogen atom by a chain of not more than 4 carbon atoms may be prepared by reacting an olefinic amine with a mercaptan, oxidizing the resulting thio amine to the sulphoneamine and acylating with an appropriate carboxy acid or by reacting a hydroxy sulphide such as 2-methyl mercapto ethanol with ammonia, acylating the resulting thio amine and then oxidizing with nitric acid or hydrogen peroxide to form the sulphone-amide. Specified compounds so obtainable are N(2-methyl sulphonyl)-ethyl lauramide, N(3-methyl sulphonyl)-propyl myristamide, N(undecyl sulphonyl)-methyl acetamide and N-2(methyl sulphonyl)-ethyl N-methyl capramide. The compounds are used as additives in surface-active compositions (see Group IV (c)).ALSO:Surface-active compositions yielding aqueous solutions having improved foaming properties comprise a water-soluble surface-active salt of an organic acid having a hydrotropic group comprising a hydrocarbon chain of at least 8 carbon atoms and a sulphone free from sulphonic acid groups and containing at least one hydrotropic radical of from 8 to 18 carbon atoms, at least one imidocarbonyl group - NR.CO-, wherein R represents a hydrogen atom or a hydrocarbon radical, and at least one sulphone-containing group CSO2C the sulphur atom of which is linked through not more than four intervening carbon atoms either to the nitrogen atom or to the carbonyl carbon atom of the imido-carbonyl group. Suitable sulphone compounds include those having the general formula R1.SO2.R2.CO N RR3 wherein R and R3 represent hydrogen or a hydrocarbon radical, R1 is a hydrocarbon radical and R2 is a hydrocarbon radical linking the sulphone group to the carbonyl carbon atom by a chain of not more than 4 carbon atoms, at least one of the radicals R1 and R3 being a hydrocarbon radical containing a chain of 8 to 18 carbon atoms; in addition R1 and R2, R1 and R or R and R2 may be hydrocarbon radicals linked together to form a ring. Examples given of these sulphones include N-myristyl beta-(methyl sulphonyl) propionamide, N-methyl-N-palmityl-2 (methyl sulphonyl) acetamide, 3-decyl-5-sulpholanyl-carboxamide, N-lauryl-2-sulpholanyl-carboxamide, 2-(1-methyl hexadecyl)-5-ketothiamorpholine-1-dioxide, 1-(octadecyl sulphonyl-acetyl)-3-methyl urea and 1-(3-sulpholanyl carboxyl)-3-hexadecyl urea. Another suitable class of sulphones has the general formula R1.CO.N(R) (R2.SO2.R3) wherein R1 and R3 are hydrocarbon radicals, at least one of which contains a chain of 8-18 carbon atoms, R is hydrogen or a hydrocarbon radical and R2 is a hydrocarbon radical linking the sulphone group to the nitrogen atom of the imido-carbonyl group by a chain of not more than 4 carbon atoms; in addition R may be linked to R2 or R3 or R1 to R2 or R3. Examples given of these include N-(2-methylsulphonyl) ethyl lauramide, N-(undecyl sulphonyl) methyl acetamide, 4-(methyl sulphonyl)-1-lauroyl-piperidide, 4-hendecanoyl) thiamorpholine-1-dioxide, delta-(lauryl sulphonyl) valerolactam, N - (3-sulpholanyl) lauramide, N-(4-thianyl-1-dioxide) palmitamide and others described in U.S.A. Specification 2,435,071. Amides of sulphone-substituted amines and sulphone-substituted carboxylic acids may also be used such as N-octadecyl sulphonylmethyl methyl sulphonyl acetamide and N-(3-sulpholanyl) hexadecyl sulphonyl acetamide. The sulphones are normally used in amounts of between 1 and 50 per cent of the weight of surface-active material. The surface-active materials specified include the alkali-metal, ammonium and amine salts of carboxylic acids, sulphonic acids, organic phosphorus-containing acids and sulphuric acid esters, each having a hydrophobic group as stated above. Reference is made to the salts of alkyl aryl sulphonic acids such as those obtained by alkylating a benzene hydrocarbon with a long chain alkylating agent e.g. an olefinic, olefine polymer or an alkyl halide and sulphonating the alkylate; salts of sulphuric acid esters as obtained by reacting sulphuric acid with olefines such as cracked paraffin wax olefines and alcohols such as those obtained by hydrogenation of fatty oils; salts of such sulphonates and sulphates as also contain halogen, ether-oxygen, carbonyl or carboxyl substituents, for example, sulphuric acid esters of hydroxy ethers of higher molecular alcohols such as mono- or di-ethylene glycol mono-myristyl ether, carboxylic acid esters of hydroxy-alkyl acid sulphates such as glycerine mono-laurate mono-sodium sulphate and ethylene glycol mono-stearate sodium sulphate, sulphated carboxylic acid alkylolamides such as coconut oil fatty acid ethanolamide sodium sulphate, ethers of long chain alcohols with lower molecular hydroxysulphonic acids such as the dodecyl ether of isethionic acid sodium salt, sulphocarboxylic acid esters such as salts of sulphoacetic acid esters of C8 to C20 alcohols, and the reaction products of higher fatty acids with hydroxy sulphonic acids and amino sulphonic acids such as isethionic acid and N-methyl taurine. The sulphones may also be used with the corresponding esters of phosphorus acids including phosphates and phosphites and with fatty acid soaps. The improved compositions may also comprise such additives as bleaching agents, perfumes, dyes, trisodium phosphate, tetrasodium pyrophosphate, sodium carbonate, sodium silicate and carboxymethyl cellulose. Examples describe compositions comprising soap, sodium dodecyl benzene sulphonate derived from propylene tetramer, "Teepol" (Registered Trade Mark), sodium 2-n-tetradecane, sulphonate, magnesium dodecyl benzene sulphonate or sodium dodecyl toluene sulphonate, N-(3-sulpholanyl) lauramide or myristamide, N-(2-methyl sulphonylethyl) capramide, N-(2-dodecylsulphonylethyl) acetamide or 3-methylsulphonyl propionic laurylamide and additives selected from sodium tripolyphosphate, sodium sulphate, magnesium sulphate, sodium pyro phosphate and carboxymethyl cellulose.ALSO:Washing and cleansing compositions yielding aqueous solutions having improved foaming properties comprise (1) a water-soluble surfaceactive salt of an organic acid having a hydrophobic group comprising a hydrocarbon chain of at least 8 carbon atoms, and (2) a sulphone free from sulphonic acid groups and containing at least one hydrophobic radical of from 8 to 18 carbon atoms, at least one imido carbonyl group -NR.CO-, wherein R represents a hydrogen atom or a hydrocarbon radical, and at least one sulphone-containing group -C.SO2C-, the sulphur atom of which is linked through not more than four intervening carbon atoms either to the nitrogen atom or to the carbonyl carbon atom of the imido-carbonyl group. Suitable sulphones include those having the general formula R1. SO2. R2 CO NRR3 wherein R and R3 represent hydrogen or a hydrocarbon radical, R1 is a hydrocarbon radical and R2 represents a hydrocarbon radical linking the sulphone group to the carbonyl carbon atom by a chain of not more than 4 carbon atoms, at least one of the radicals R1 and R3 being a hydrocarbon radical containing a chain of 8 to 18 carbon atoms; in addition R1 and R2, R1 and R or R and R3\h may be hydrocarbon radicals linked together to form a ring. Examples given of these sulphones include N-myristyl-beta-(methyl sulphonyl)propionamide, N-methyl-N-palmityl -2(methylsulphonyl)acetamide, 3 - decyl - 5 - sulpholanyl-carboxamide, N-lauryl-2-sulpholanyl-carboxamide, 2-(1-methylhexadecyl)-5-ketothiamorpholine-1-dioxide, 1-(octadecylsulphonyl-acetyl)-3-methyl urea and 1-(3-sulpholanylcarboxyl)-3-hexadecyl urea. Another suitable class of sulphones has the general formula R1. CO.N (R) (R2. SO2. R3), wherein R1 and R3 represent hydrocarbon radicals, at least one of which contains a chain of 8 to 18 carbon atoms, R is hydrogen or a hydrocarbon radical and R2 represents a hydrocarbon radical linking the sulphone group to the nitrogen atom of the imido-carbonyl group by a chain of not more than 4 carbon atoms; in addition R may be linked to R2 or R3 or R1 to R2 or R3. Examples given of these include N-(2-lethyl sulphonyl, ethyl lauramide, N-(undecylsulphonyl) methyl acetamide, 4-(methylsulphonyl)-1-lauroyl-piperidide, 4-hen-decanoylthiamorpholine-1-dioxide, delta-(laurylsulphonyl)valerolactam. N-(3-sulpholanyllauramide, N-(4-thianyl-1-dioxide) palmitamide and others described in U.S.A. Specification 2,435,071. Amides of sulphone-substituted amines and sulphone-substituted carboxylic acids may also be used, such as N- octadecyl sulphonylmethyl methylsulphonyl acetamide and N-(3-sulpholanyl) hexadecyl sulphonyl acetamide. The sulphones are normally used in amounts of between 1 and 50 per cent. of the weight of surface-active material. The surface-active materials include the alkali metal, ammonium and amine salts of carboxy
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US219504A US2743236A (en) | 1951-04-05 | 1951-04-05 | Foaming compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB717536A true GB717536A (en) | 1954-10-27 |
Family
ID=22819537
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8540/52A Expired GB717536A (en) | 1951-04-05 | 1952-04-03 | Improvements in or relating to foam-producing compositions |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US2743236A (en) |
| BE (1) | BE510389A (en) |
| CH (1) | CH306349A (en) |
| DE (1) | DE939347C (en) |
| FR (1) | FR1057144A (en) |
| GB (1) | GB717536A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4260497A (en) * | 1979-11-26 | 1981-04-07 | Colgate-Palmolive Company | Methanesulfonamides as antistatic agents for laundered fabrics |
| US4317779A (en) * | 1980-08-21 | 1982-03-02 | The Procter & Gamble Company | Alpha-sulfoxide and alpha-sulfone carboxyl compounds |
| US4395363A (en) * | 1980-08-21 | 1983-07-26 | The Procter & Gamble Company | Alpha-sulfoxide and alpha-sulfone carboxyl compounds |
| US10227551B2 (en) * | 2015-11-12 | 2019-03-12 | Novus International, Inc. | Sulfur-containing compounds as solvents |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1932180A (en) * | 1929-04-12 | 1933-10-24 | Ig Farbenindustrie Ag | Sulphuric acid derivatives of amides |
| FR873351A (en) * | 1940-07-24 | 1942-07-07 | Deutsche Hydrierwerke Ag | Soap substitutes |
| US2432850A (en) * | 1941-05-02 | 1947-12-16 | Chem Ind Basel | Water-soluble condensation products and process of making same |
| US2383737A (en) * | 1942-02-18 | 1945-08-28 | Procter & Gamble | Detergent composition |
| US2383525A (en) * | 1942-02-19 | 1945-08-28 | Procter & Gamble | Detergent composition |
| US2383738A (en) * | 1942-02-20 | 1945-08-28 | Procter & Gamble | Detergent composition |
| US2383739A (en) * | 1942-07-02 | 1945-08-28 | Procter & Gamble | Detergent composition |
| US2383740A (en) * | 1943-12-06 | 1945-08-28 | Procter & Gamble | Detergent composition |
| US2527076A (en) * | 1947-02-24 | 1950-10-24 | Procter & Gamble | Detergent composition |
-
0
- BE BE510389D patent/BE510389A/xx unknown
-
1951
- 1951-04-05 US US219504A patent/US2743236A/en not_active Expired - Lifetime
-
1952
- 1952-04-03 FR FR1057144D patent/FR1057144A/en not_active Expired
- 1952-04-03 CH CH306349D patent/CH306349A/en unknown
- 1952-04-03 GB GB8540/52A patent/GB717536A/en not_active Expired
- 1952-04-04 DE DEN5322A patent/DE939347C/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH306349A (en) | 1955-04-15 |
| US2743236A (en) | 1956-04-24 |
| BE510389A (en) | |
| FR1057144A (en) | 1954-03-05 |
| DE939347C (en) | 1956-02-23 |
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