DE3018201A1 - Verfahren zur raffination des rohen kondensationsproduktes aus aminoalkylalkanolaminen und fettsaeuren sowie gewuenschtenfalls zur anschliessenden gewinnung von amphotensiden mit erhoehter lagerstabilitaet - Google Patents
Verfahren zur raffination des rohen kondensationsproduktes aus aminoalkylalkanolaminen und fettsaeuren sowie gewuenschtenfalls zur anschliessenden gewinnung von amphotensiden mit erhoehter lagerstabilitaetInfo
- Publication number
- DE3018201A1 DE3018201A1 DE19803018201 DE3018201A DE3018201A1 DE 3018201 A1 DE3018201 A1 DE 3018201A1 DE 19803018201 DE19803018201 DE 19803018201 DE 3018201 A DE3018201 A DE 3018201A DE 3018201 A1 DE3018201 A1 DE 3018201A1
- Authority
- DE
- Germany
- Prior art keywords
- condensation product
- fatty acids
- aminoalkylalkanolamines
- mol
- product
- 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- Withdrawn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
- 239000007859 condensation product Substances 0.000 title claims abstract description 26
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 22
- 239000000194 fatty acid Substances 0.000 title claims abstract description 22
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 22
- 150000004665 fatty acids Chemical class 0.000 title claims abstract description 22
- 238000000034 method Methods 0.000 title claims abstract description 20
- 238000003860 storage Methods 0.000 title claims abstract description 12
- 238000007670 refining Methods 0.000 title claims description 4
- 239000002280 amphoteric surfactant Substances 0.000 claims abstract description 14
- 238000005904 alkaline hydrolysis reaction Methods 0.000 claims abstract description 9
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 18
- 230000029936 alkylation Effects 0.000 claims description 9
- 238000005804 alkylation reaction Methods 0.000 claims description 9
- 239000003513 alkali Substances 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- 238000005956 quaternization reaction Methods 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 2
- 230000002152 alkylating effect Effects 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 43
- 239000000047 product Substances 0.000 description 26
- 238000006243 chemical reaction Methods 0.000 description 16
- 235000011121 sodium hydroxide Nutrition 0.000 description 15
- 239000000243 solution Substances 0.000 description 13
- 238000002474 experimental method Methods 0.000 description 12
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 150000001412 amines Chemical class 0.000 description 7
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 7
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- BZQIOJCTHFYLNC-UHFFFAOYSA-N 1-chloro-1-hydroxypropane-1-sulfonic acid Chemical compound CCC(O)(Cl)S(O)(=O)=O BZQIOJCTHFYLNC-UHFFFAOYSA-N 0.000 description 4
- 229940100198 alkylating agent Drugs 0.000 description 4
- 239000002168 alkylating agent Substances 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- -1 des imidazolines Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000002203 pretreatment Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- FSSPGSAQUIYDCN-UHFFFAOYSA-N 1,3-Propane sultone Chemical compound O=S1(=O)CCCO1 FSSPGSAQUIYDCN-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- NAXUFNXWXFZVSI-UHFFFAOYSA-N 4-aminobutan-2-ol Chemical compound CC(O)CCN NAXUFNXWXFZVSI-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000005263 alkylenediamine group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000007630 basic procedure Methods 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 229960002195 perazine Drugs 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
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)
- Photovoltaic Devices (AREA)
- Fats And Perfumes (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803018201 DE3018201A1 (de) | 1980-05-13 | 1980-05-13 | Verfahren zur raffination des rohen kondensationsproduktes aus aminoalkylalkanolaminen und fettsaeuren sowie gewuenschtenfalls zur anschliessenden gewinnung von amphotensiden mit erhoehter lagerstabilitaet |
| EP81103328A EP0040346B1 (de) | 1980-05-13 | 1981-05-02 | Verfahren zur Raffination des rohen Kondensationsproduktes aus Aminoalkylalkanolaminen und Fettsäuren sowie gewünschtenfalls zur anschliessenden Gewinnung von Amphotensiden mit erhöhter Lagerstabilität |
| AT81103328T ATE5815T1 (de) | 1980-05-13 | 1981-05-02 | Verfahren zur raffination des rohen kondensationsproduktes aus aminoalkylalkanolaminen und fettsaeuren sowie gewuenschtenfalls zur anschliessenden gewinnung von amphotensiden mit erhoehter lagerstabilitaet. |
| DE8181103328T DE3161875D1 (en) | 1980-05-13 | 1981-05-02 | Process for refining a raw condensation product from aminoalkylalkanol amines and fatty acids, and as soon as required for the subsequent recovery of amphotensides with higher stability |
| CA000377290A CA1214778A (en) | 1980-05-13 | 1981-05-11 | Amphotensides with increased storage stability |
| BR8102948A BR8102948A (pt) | 1980-05-13 | 1981-05-12 | Processo para a refinacao do produto de condensacao bruto partir de aminoalquilalcano laminas e acidos graxos assim como, caso de deseje, para a subsequente obtencao de subsancias tenso-ativas anfotericas, com aumentada estabilidade ao armezenamento |
| ES502137A ES502137A0 (es) | 1980-05-13 | 1981-05-12 | Procedimiento para refinar el producto de condensacion en bruto de aminoalquilalcanolaminas |
| JP7284281A JPS5716846A (en) | 1980-05-13 | 1981-05-13 | Purification of crude condensate of aminoalkylalkanolamine and fatty acid and manufacture of storage-stable amphoteric surfactant |
| MX187279A MX156685A (es) | 1980-05-13 | 1981-05-13 | Procedimiento para refinar el producto de condensacion crudo,de aminoalquilalcanolaminas y acidos grasos |
| AU70511/81A AU541532B2 (en) | 1980-05-13 | 1981-05-13 | Purify starting materials in making amphotensides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803018201 DE3018201A1 (de) | 1980-05-13 | 1980-05-13 | Verfahren zur raffination des rohen kondensationsproduktes aus aminoalkylalkanolaminen und fettsaeuren sowie gewuenschtenfalls zur anschliessenden gewinnung von amphotensiden mit erhoehter lagerstabilitaet |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3018201A1 true DE3018201A1 (de) | 1981-11-19 |
Family
ID=6102253
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803018201 Withdrawn DE3018201A1 (de) | 1980-05-13 | 1980-05-13 | Verfahren zur raffination des rohen kondensationsproduktes aus aminoalkylalkanolaminen und fettsaeuren sowie gewuenschtenfalls zur anschliessenden gewinnung von amphotensiden mit erhoehter lagerstabilitaet |
| DE8181103328T Expired DE3161875D1 (en) | 1980-05-13 | 1981-05-02 | Process for refining a raw condensation product from aminoalkylalkanol amines and fatty acids, and as soon as required for the subsequent recovery of amphotensides with higher stability |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8181103328T Expired DE3161875D1 (en) | 1980-05-13 | 1981-05-02 | Process for refining a raw condensation product from aminoalkylalkanol amines and fatty acids, and as soon as required for the subsequent recovery of amphotensides with higher stability |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0040346B1 (forum.php) |
| JP (1) | JPS5716846A (forum.php) |
| AT (1) | ATE5815T1 (forum.php) |
| AU (1) | AU541532B2 (forum.php) |
| BR (1) | BR8102948A (forum.php) |
| CA (1) | CA1214778A (forum.php) |
| DE (2) | DE3018201A1 (forum.php) |
| ES (1) | ES502137A0 (forum.php) |
| MX (1) | MX156685A (forum.php) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4729767A (en) * | 1984-12-08 | 1988-03-08 | Henkel Kommanditgesellschaft Auf Aktien | Amphoteric fatliquoring composition |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3641871A1 (de) * | 1986-12-08 | 1988-06-09 | Henkel Kgaa | Verfahren zur herstellung duennfluessiger amphotenside |
| DE4038983A1 (de) * | 1990-12-06 | 1992-06-11 | Henkel Kgaa | Verfahren zur herstellung duennfluessiger imidazoliniumtenside durch quaternierung von 1-hydroxyethyl-2-alkylimidazolinen |
| DE4240154A1 (de) * | 1992-11-30 | 1994-06-01 | Henkel Kgaa | Verfahren zur Herstellung dünnflüssiger, lagerstabiler Amphotenside |
| CA2132289A1 (en) * | 1993-10-12 | 1995-04-13 | Bharat Desai | Higher purity imidazoline based amphoacetate surfactants and processes for the preparation thereof |
| DE19715383A1 (de) * | 1997-04-14 | 1998-10-15 | Clariant Gmbh | Amphoglycinate als Korrosionsschutzmittel für Eisen- und Nichteisenmetalle |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5938221B2 (ja) * | 1976-01-20 | 1984-09-14 | ライオン株式会社 | 第四級アンモニウム塩の製造方法 |
| JPS5951532B2 (ja) * | 1976-09-03 | 1984-12-14 | 川研フアインケミカル株式会社 | 新規なアミンアミド化合物，その製造方法および前記アミンアミド化合物を含有する界面活性剤 |
| JPS5368721A (en) * | 1976-12-01 | 1978-06-19 | Lion Corp | Disubstd. aliphatic carboxylic acid amide amines, and detergents and cosmeticcompositions containing the same |
| CA1117137A (en) * | 1977-08-18 | 1982-01-26 | Brinley M. Phillips | Organic nitrogen-containing compounds |
-
1980
- 1980-05-13 DE DE19803018201 patent/DE3018201A1/de not_active Withdrawn
-
1981
- 1981-05-02 EP EP81103328A patent/EP0040346B1/de not_active Expired
- 1981-05-02 DE DE8181103328T patent/DE3161875D1/de not_active Expired
- 1981-05-02 AT AT81103328T patent/ATE5815T1/de not_active IP Right Cessation
- 1981-05-11 CA CA000377290A patent/CA1214778A/en not_active Expired
- 1981-05-12 BR BR8102948A patent/BR8102948A/pt not_active IP Right Cessation
- 1981-05-12 ES ES502137A patent/ES502137A0/es active Granted
- 1981-05-13 AU AU70511/81A patent/AU541532B2/en not_active Ceased
- 1981-05-13 MX MX187279A patent/MX156685A/es unknown
- 1981-05-13 JP JP7284281A patent/JPS5716846A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4729767A (en) * | 1984-12-08 | 1988-03-08 | Henkel Kommanditgesellschaft Auf Aktien | Amphoteric fatliquoring composition |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1214778A (en) | 1986-12-02 |
| ES8203830A1 (es) | 1982-04-01 |
| ES502137A0 (es) | 1982-04-01 |
| EP0040346A1 (de) | 1981-11-25 |
| JPS5716846A (en) | 1982-01-28 |
| JPH0249299B2 (forum.php) | 1990-10-29 |
| DE3161875D1 (en) | 1984-02-16 |
| AU7051181A (en) | 1981-11-19 |
| BR8102948A (pt) | 1982-02-02 |
| EP0040346B1 (de) | 1984-01-11 |
| MX156685A (es) | 1988-09-26 |
| ATE5815T1 (de) | 1984-01-15 |
| AU541532B2 (en) | 1985-01-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8141 | Disposal/no request for examination |