CA1214778A - Amphotensides with increased storage stability - Google Patents
Amphotensides with increased storage stabilityInfo
- Publication number
- CA1214778A CA1214778A CA000377290A CA377290A CA1214778A CA 1214778 A CA1214778 A CA 1214778A CA 000377290 A CA000377290 A CA 000377290A CA 377290 A CA377290 A CA 377290A CA 1214778 A CA1214778 A CA 1214778A
- Authority
- CA
- Canada
- Prior art keywords
- diamide
- mol
- condensation product
- carbon atoms
- formula
- 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
- 238000003860 storage Methods 0.000 title claims description 10
- 238000000034 method Methods 0.000 claims abstract description 37
- 239000007859 condensation product Substances 0.000 claims abstract description 32
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 21
- 239000000194 fatty acid Substances 0.000 claims abstract description 21
- 229930195729 fatty acid Natural products 0.000 claims abstract description 21
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 21
- 238000005904 alkaline hydrolysis reaction Methods 0.000 claims abstract description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 238000007670 refining Methods 0.000 claims abstract description 9
- 239000000047 product Substances 0.000 claims description 26
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 22
- 239000003513 alkali Substances 0.000 claims description 13
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 230000029936 alkylation Effects 0.000 claims description 8
- 238000005804 alkylation reaction Methods 0.000 claims description 8
- 238000005956 quaternization reaction Methods 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 239000000243 solution Substances 0.000 description 17
- 239000002253 acid Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 150000001412 amines Chemical class 0.000 description 8
- 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 description 6
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical class NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- -1 for example Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 238000004821 distillation Methods 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 229940100198 alkylating agent Drugs 0.000 description 2
- 239000002168 alkylating agent Substances 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 2
- 229940089960 chloroacetate Drugs 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 150000002462 imidazolines Chemical class 0.000 description 2
- 238000010517 secondary reaction Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 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 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- FKOZPUORKCHONH-UHFFFAOYSA-N 2-methylpropane-1-sulfonic acid Chemical compound CC(C)CS(O)(=O)=O FKOZPUORKCHONH-UHFFFAOYSA-N 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 101100238304 Mus musculus Morc1 gene Proteins 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000005263 alkylenediamine group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 101150055736 comQ gene Proteins 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- PYRZPBDTPRQYKG-UHFFFAOYSA-N cyclopentene-1-carboxylic acid Chemical compound OC(=O)C1=CCCC1 PYRZPBDTPRQYKG-UHFFFAOYSA-N 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 150000003511 tertiary amides Chemical class 0.000 description 1
- HODRFAVLXIFVTR-RKDXNWHRSA-N tevenel Chemical compound NS(=O)(=O)C1=CC=C([C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl)C=C1 HODRFAVLXIFVTR-RKDXNWHRSA-N 0.000 description 1
- GINSRDSEEGBTJO-UHFFFAOYSA-N thietane 1-oxide Chemical compound O=S1CCC1 GINSRDSEEGBTJO-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3018201.5 | 1980-05-13 | ||
| 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 |
|---|---|
| CA1214778A true CA1214778A (en) | 1986-12-02 |
Family
ID=6102253
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000377290A Expired CA1214778A (en) | 1980-05-13 | 1981-05-11 | Amphotensides with increased storage stability |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0040346B1 (enrdf_load_stackoverflow) |
| JP (1) | JPS5716846A (enrdf_load_stackoverflow) |
| AT (1) | ATE5815T1 (enrdf_load_stackoverflow) |
| AU (1) | AU541532B2 (enrdf_load_stackoverflow) |
| BR (1) | BR8102948A (enrdf_load_stackoverflow) |
| CA (1) | CA1214778A (enrdf_load_stackoverflow) |
| DE (2) | DE3018201A1 (enrdf_load_stackoverflow) |
| ES (1) | ES502137A0 (enrdf_load_stackoverflow) |
| MX (1) | MX156685A (enrdf_load_stackoverflow) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3444864A1 (de) * | 1984-12-08 | 1986-06-12 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur fettung von leder und pelzen |
| 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 |
| NO150275C (no) * | 1977-08-18 | 1984-09-19 | Albright & Wilson | Organiske nitrogenholdige forbindelser og fremgangsmaate til deres fremsilling, samt anvendelse av forbindelsene i sjampo |
-
1980
- 1980-05-13 DE DE19803018201 patent/DE3018201A1/de not_active Withdrawn
-
1981
- 1981-05-02 AT AT81103328T patent/ATE5815T1/de not_active IP Right Cessation
- 1981-05-02 EP EP81103328A patent/EP0040346B1/de not_active Expired
- 1981-05-02 DE DE8181103328T patent/DE3161875D1/de not_active Expired
- 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 JP JP7284281A patent/JPS5716846A/ja active Granted
- 1981-05-13 MX MX187279A patent/MX156685A/es unknown
- 1981-05-13 AU AU70511/81A patent/AU541532B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| ATE5815T1 (de) | 1984-01-15 |
| ES8203830A1 (es) | 1982-04-01 |
| BR8102948A (pt) | 1982-02-02 |
| AU7051181A (en) | 1981-11-19 |
| EP0040346A1 (de) | 1981-11-25 |
| EP0040346B1 (de) | 1984-01-11 |
| DE3018201A1 (de) | 1981-11-19 |
| ES502137A0 (es) | 1982-04-01 |
| DE3161875D1 (en) | 1984-02-16 |
| MX156685A (es) | 1988-09-26 |
| JPH0249299B2 (enrdf_load_stackoverflow) | 1990-10-29 |
| AU541532B2 (en) | 1985-01-10 |
| JPS5716846A (en) | 1982-01-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |