DE3620158A1 - Verfahren zur herstellung von festen alkalimetallsalzen von (alpha)-sulfofettsaeurealkylestern - Google Patents
Verfahren zur herstellung von festen alkalimetallsalzen von (alpha)-sulfofettsaeurealkylesternInfo
- Publication number
- DE3620158A1 DE3620158A1 DE19863620158 DE3620158A DE3620158A1 DE 3620158 A1 DE3620158 A1 DE 3620158A1 DE 19863620158 DE19863620158 DE 19863620158 DE 3620158 A DE3620158 A DE 3620158A DE 3620158 A1 DE3620158 A1 DE 3620158A1
- Authority
- DE
- Germany
- Prior art keywords
- alkali metal
- ester
- acid alkyl
- alkyl esters
- sulfofatty acid
- 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.)
- Withdrawn
Links
- 150000002148 esters Chemical class 0.000 title claims abstract description 29
- 239000007787 solid Substances 0.000 title claims abstract description 26
- 238000004519 manufacturing process Methods 0.000 title abstract description 6
- 229910052751 metal Inorganic materials 0.000 title description 2
- 239000002184 metal Substances 0.000 title description 2
- HGNKCISLLREHKH-UHFFFAOYSA-N 2,6,8-trioxo-7,9-dihydro-3h-purine-1-sulfonic acid Chemical compound O=C1N(S(=O)(=O)O)C(=O)NC2=C1NC(=O)N2 HGNKCISLLREHKH-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 claims abstract description 60
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 48
- 125000005907 alkyl ester group Chemical group 0.000 claims abstract description 35
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims abstract description 21
- 150000008041 alkali metal carbonates Chemical class 0.000 claims abstract description 21
- -1 alkali metal salts Chemical class 0.000 claims abstract description 15
- 239000007864 aqueous solution Substances 0.000 claims abstract description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 15
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 13
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 10
- 239000006260 foam Substances 0.000 claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims abstract description 6
- 125000005313 fatty acid group Chemical group 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims description 47
- 230000008569 process Effects 0.000 claims description 28
- 238000004061 bleaching Methods 0.000 claims description 19
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- 238000006386 neutralization reaction Methods 0.000 claims description 18
- 238000007872 degassing Methods 0.000 claims description 17
- 150000004702 methyl esters Chemical class 0.000 claims description 10
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 5
- 238000004898 kneading Methods 0.000 claims description 3
- 238000009896 oxidative bleaching Methods 0.000 claims description 3
- 235000011837 pasties Nutrition 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims 1
- 239000000047 product Substances 0.000 description 29
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 16
- 239000000243 solution Substances 0.000 description 16
- 238000006277 sulfonation reaction Methods 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000003599 detergent Substances 0.000 description 12
- 235000014113 dietary fatty acids Nutrition 0.000 description 11
- 239000000194 fatty acid Substances 0.000 description 11
- 229930195729 fatty acid Natural products 0.000 description 11
- 150000004665 fatty acids Chemical class 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 229910002092 carbon dioxide Inorganic materials 0.000 description 8
- 239000012459 cleaning agent Substances 0.000 description 7
- 230000003472 neutralizing effect Effects 0.000 description 7
- 239000001569 carbon dioxide Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007844 bleaching agent Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000003240 coconut oil Substances 0.000 description 3
- 235000019864 coconut oil Nutrition 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000003346 palm kernel oil Substances 0.000 description 3
- 235000019865 palm kernel oil Nutrition 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- RZXLPPRPEOUENN-UHFFFAOYSA-N Chlorfenson Chemical compound C1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=C(Cl)C=C1 RZXLPPRPEOUENN-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 230000000750 progressive effect Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- YSVZGWAJIHWNQK-UHFFFAOYSA-N [3-(hydroxymethyl)-2-bicyclo[2.2.1]heptanyl]methanol Chemical compound C1CC2C(CO)C(CO)C1C2 YSVZGWAJIHWNQK-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- YAQXGBBDJYBXKL-UHFFFAOYSA-N iron(2+);1,10-phenanthroline;dicyanide Chemical compound [Fe+2].N#[C-].N#[C-].C1=CN=C2C3=NC=CC=C3C=CC2=C1.C1=CN=C2C3=NC=CC=C3C=CC2=C1 YAQXGBBDJYBXKL-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000010327 methods by industry Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-N methyl sulfate Chemical compound COS(O)(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000003918 potentiometric titration Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 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
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19863620158 DE3620158A1 (de) | 1986-06-14 | 1986-06-14 | Verfahren zur herstellung von festen alkalimetallsalzen von (alpha)-sulfofettsaeurealkylestern |
| IN101/MAS/87A IN168696B (enExample) | 1986-06-14 | 1987-02-16 | |
| ES87108260T ES2018206B3 (es) | 1986-06-14 | 1987-06-06 | Procedimiento para la obtencion de sales alcalino metalicas solidas de esteres alquilo de acido alfa |
| EP87108260A EP0249846B1 (de) | 1986-06-14 | 1987-06-06 | Verfahren zur Herstellung von festen Alkalimetallsalzen von alpha-Sulfofettsäurealkylestern |
| DE8787108260T DE3765701D1 (de) | 1986-06-14 | 1987-06-06 | Verfahren zur herstellung von festen alkalimetallsalzen von alpha-sulfofettsaeurealkylestern. |
| AT87108260T ATE57685T1 (de) | 1986-06-14 | 1987-06-06 | Verfahren zur herstellung von festen alkalimetallsalzen von alphasulfofetts|urealkylestern. |
| MYPI87000789A MY102677A (en) | 1986-06-14 | 1987-06-09 | A process for the production of solid alkali metal salts of alpha-sulfofatty acid alkyl esters. |
| CA000539527A CA1289149C (en) | 1986-06-14 | 1987-06-12 | PROCESS FOR SOLID ALKALI METAL SALTS OF .alpha. SULFOFATTY ACID ALKYL ESTERS |
| BR8702980A BR8702980A (pt) | 1986-06-14 | 1987-06-12 | Processo para a preparacao de sais de metais alcalinos solidos de esteres alquilicos de acido alfa-sulfograxo |
| US07/062,736 US4874552A (en) | 1986-06-14 | 1987-06-15 | Process for simultaneous bleaching and neutralization of alpha-sulfofatty acid esters |
| JP62148899A JPS62298570A (ja) | 1986-06-14 | 1987-06-15 | α−スルホ脂肪酸アルキルエステルの固体アルカリ金属塩の製法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19863620158 DE3620158A1 (de) | 1986-06-14 | 1986-06-14 | Verfahren zur herstellung von festen alkalimetallsalzen von (alpha)-sulfofettsaeurealkylestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3620158A1 true DE3620158A1 (de) | 1987-12-17 |
Family
ID=6303071
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19863620158 Withdrawn DE3620158A1 (de) | 1986-06-14 | 1986-06-14 | Verfahren zur herstellung von festen alkalimetallsalzen von (alpha)-sulfofettsaeurealkylestern |
| DE8787108260T Expired - Fee Related DE3765701D1 (de) | 1986-06-14 | 1987-06-06 | Verfahren zur herstellung von festen alkalimetallsalzen von alpha-sulfofettsaeurealkylestern. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8787108260T Expired - Fee Related DE3765701D1 (de) | 1986-06-14 | 1987-06-06 | Verfahren zur herstellung von festen alkalimetallsalzen von alpha-sulfofettsaeurealkylestern. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4874552A (enExample) |
| EP (1) | EP0249846B1 (enExample) |
| JP (1) | JPS62298570A (enExample) |
| AT (1) | ATE57685T1 (enExample) |
| BR (1) | BR8702980A (enExample) |
| CA (1) | CA1289149C (enExample) |
| DE (2) | DE3620158A1 (enExample) |
| ES (1) | ES2018206B3 (enExample) |
| IN (1) | IN168696B (enExample) |
| MY (1) | MY102677A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3913385A1 (de) * | 1989-04-24 | 1990-10-31 | Henkel Kgaa | Schmelz- und formbare tensidgemische in trockenform auf basis von alpha-sulfofettsaeuremethylestersalzen, verfahren zu ihrer herstellung und ihre verwendung |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5397494A (en) * | 1990-10-30 | 1995-03-14 | The Procter & Gamble Company | Improving the color of surfactant agglomerates by admixing a solid bleaching agent |
| EP0483413B1 (en) * | 1990-10-30 | 1996-01-31 | The Procter & Gamble Company | Improving the colour of surfactant agglomerates by admixing a solid bleaching agent |
| DE4235425A1 (de) * | 1992-10-21 | 1994-04-28 | Henkel Kgaa | Verfahren zur Herstellung eines granularen Wasch- unnd Reinigungsmittels |
| JP4187995B2 (ja) * | 2002-04-19 | 2008-11-26 | 花王株式会社 | アニオン界面活性剤粉粒体の製造法 |
| AU2003271151A1 (en) * | 2002-10-16 | 2004-05-04 | Lion Corporation | PARTICLE CONTAINING Alpha-SULFOFATTY ACID ALKYL ESTER SALT, PROCESS FOR PRODUCING THE SAME, AND DETERGENT |
| US8501972B2 (en) | 2007-10-22 | 2013-08-06 | Lion Corporation | Solid fatty alkyl ester sulfonate metal salt and method for producing powder thereof with sharp particle size distribution |
| US9708252B2 (en) | 2009-04-22 | 2017-07-18 | Lion Corporation | Fatty acid alkyl ester sulfonate metal salt powder mixture and method for producing the same |
| JP6006076B2 (ja) * | 2012-10-10 | 2016-10-12 | 株式会社ナリス化粧品 | 半固形皮膚洗浄料組成物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT173690B (de) * | 1950-02-13 | 1953-01-10 | Ruhrchemie Ag | Verfahren zur Neutralisation von Sulfosäuren und Schwefelsäureestern |
| US2846457A (en) * | 1953-09-28 | 1958-08-05 | Rayette Inc | Decolorized detergents and method of manufacture |
| FR1254678A (fr) * | 1959-04-22 | 1961-02-24 | Unilever Nv | Préparation de détergents |
| US3151136A (en) * | 1959-07-29 | 1964-09-29 | Koczorowski Eduard | Process of preparing fatty acid esters of hydroxyalkane sulfonic acids |
| US3354187A (en) * | 1962-03-09 | 1967-11-21 | Henkel & Cie Gmbh | Bleaching dark-colored sulfonation products |
| GB1050534A (enExample) * | 1963-03-16 | |||
| DE3319591A1 (de) * | 1983-05-30 | 1984-12-06 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur gewinnung farbstabiler hellfarbiger waessriger salzpasten von waschaktiven (alpha)-sulfofettsaeureestern |
-
1986
- 1986-06-14 DE DE19863620158 patent/DE3620158A1/de not_active Withdrawn
-
1987
- 1987-02-16 IN IN101/MAS/87A patent/IN168696B/en unknown
- 1987-06-06 EP EP87108260A patent/EP0249846B1/de not_active Expired - Lifetime
- 1987-06-06 DE DE8787108260T patent/DE3765701D1/de not_active Expired - Fee Related
- 1987-06-06 ES ES87108260T patent/ES2018206B3/es not_active Expired - Lifetime
- 1987-06-06 AT AT87108260T patent/ATE57685T1/de not_active IP Right Cessation
- 1987-06-09 MY MYPI87000789A patent/MY102677A/en unknown
- 1987-06-12 BR BR8702980A patent/BR8702980A/pt unknown
- 1987-06-12 CA CA000539527A patent/CA1289149C/en not_active Expired - Fee Related
- 1987-06-15 JP JP62148899A patent/JPS62298570A/ja active Pending
- 1987-06-15 US US07/062,736 patent/US4874552A/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3913385A1 (de) * | 1989-04-24 | 1990-10-31 | Henkel Kgaa | Schmelz- und formbare tensidgemische in trockenform auf basis von alpha-sulfofettsaeuremethylestersalzen, verfahren zu ihrer herstellung und ihre verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0249846A1 (de) | 1987-12-23 |
| ES2018206B3 (es) | 1991-04-01 |
| CA1289149C (en) | 1991-09-17 |
| DE3765701D1 (de) | 1990-11-29 |
| BR8702980A (pt) | 1988-03-08 |
| MY102677A (en) | 1992-09-30 |
| ATE57685T1 (de) | 1990-11-15 |
| JPS62298570A (ja) | 1987-12-25 |
| US4874552A (en) | 1989-10-17 |
| EP0249846B1 (de) | 1990-10-24 |
| IN168696B (enExample) | 1991-05-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8141 | Disposal/no request for examination |