GB888661A - Acid esters of amino polyethylene glycols - Google Patents
Acid esters of amino polyethylene glycolsInfo
- Publication number
- GB888661A GB888661A GB2798/59A GB279859A GB888661A GB 888661 A GB888661 A GB 888661A GB 2798/59 A GB2798/59 A GB 2798/59A GB 279859 A GB279859 A GB 279859A GB 888661 A GB888661 A GB 888661A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polybasic
- amines
- acid
- sulpho
- succinic
- 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
- 239000002253 acid Substances 0.000 title abstract 6
- 150000002148 esters Chemical class 0.000 title abstract 4
- 229920001223 polyethylene glycol Polymers 0.000 title 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 title 1
- 150000001412 amines Chemical class 0.000 abstract 7
- 150000007519 polyprotic acids Polymers 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 4
- -1 polyoxyethylene chain Polymers 0.000 abstract 4
- 150000001450 anions Chemical class 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 238000004043 dyeing Methods 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- SYWDPPFYAMFYQQ-KTKRTIGZSA-N (z)-docos-13-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCN SYWDPPFYAMFYQQ-KTKRTIGZSA-N 0.000 abstract 2
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 abstract 2
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical group CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 abstract 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- DZHMRSPXDUUJER-UHFFFAOYSA-N [amino(hydroxy)methylidene]azanium;dihydrogen phosphate Chemical compound NC(N)=O.OP(O)(O)=O DZHMRSPXDUUJER-UHFFFAOYSA-N 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000032050 esterification Effects 0.000 abstract 2
- 238000005886 esterification reaction Methods 0.000 abstract 2
- 239000003925 fat Substances 0.000 abstract 2
- DNXDYHALMANNEJ-UHFFFAOYSA-N furan-2,3-dicarboxylic acid Chemical compound OC(=O)C=1C=COC=1C(O)=O DNXDYHALMANNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 150000004820 halides Chemical class 0.000 abstract 2
- BUHXFUSLEBPCEB-UHFFFAOYSA-N icosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCN BUHXFUSLEBPCEB-UHFFFAOYSA-N 0.000 abstract 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 2
- DZLRGXSUDHQIOZ-UHFFFAOYSA-N octacosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCN DZLRGXSUDHQIOZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 125000006353 oxyethylene group Chemical group 0.000 abstract 2
- 239000004952 Polyamide Substances 0.000 abstract 1
- VPNOHCYAOXWMAR-UHFFFAOYSA-N docosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCN VPNOHCYAOXWMAR-UHFFFAOYSA-N 0.000 abstract 1
- ADNDXTGBMSEBSU-UHFFFAOYSA-N docosan-1-amine tetracosan-1-amine Chemical compound C(CCCCCCCCCCCCCCCCCCCCCCC)N.C(CCCCCCCCCCCCCCCCCCCCC)N ADNDXTGBMSEBSU-UHFFFAOYSA-N 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- QHKIWQPIFXRUOW-UHFFFAOYSA-N tetracosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCN QHKIWQPIFXRUOW-UHFFFAOYSA-N 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
- D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/13—Fugitive dyeing or stripping dyes
- D06P5/138—Fugitive dyeing or stripping dyes fugitive dyeing
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Coloring (AREA)
- Paper (AREA)
Abstract
The invention comprises acid esters of the formula <FORM:0888661/IV (a)/1> and water-soluble salts thereof, where R is an aliphatic hydrocarbon radical of 20 to 24 carbon atoms, X is the anion of a polybasic acid, k and m are integers whose sum is 10 to 100, and p is 1 or 2. They are prepared by reacting an amine RNH2 with ethylene oxide or with compounds containing a polyoxyethylene chain, e.g. polyoxyethylene halides, until the product contains 10 to 100 oxyethylene groups, and esterifying with a polybasic acid or reactive derivative thereof. Alkaline catalysts may be used in the first reaction, in which mixtures of amines may also be used. Such mixtures may be derived from natural fats or oils. Specified amines are arachidylamine, behenylamine lignocerylamine, montanylamine, erucylamine and brassidylamine. Others such as stearyl- and palmityl-amine may be present. Examples of polybasic acids and their derivatives are oxalic, succinic, furanedicarboxylic, saccharic, maleic, sulpho-acetic, sulpho-succinic, orthophosphoric, sulphuric, chloro-sulphonic and amido-sulphonic acids, maleic anhydride and urea phosphate. Urea may be present to assist the esterification in some cases. Uses: levelling and stripping agents in dyeing (see Group IV(c)). Specification 380,851 is referred to.ALSO:The invention comprises acid esters of the formula <FORM:0888661/IV (b)/1> and water-soluble salts thereof, where R is an aliphatic hydrocarbon radical of 20 to 24 carbon atoms, X is the anion of a polybasic acid, k and m are integers whose sum is 10 to 100, and p is 1 or 2. They are prepared by reacting an amine RNH2 with ethylene oxide or with compounds containing a polyoxyethylene chain, e.g. polyoxyethylene halides, until the product contains 10 to 100 oxyethylene groups, and esterifying with a polybasic acid or reactive derivative thereof. Alkaline catalysts may be used in the first reaction in which mixtures of amines may also be used. Such mixtures may be derived from natural fats and oils. Specified amines are arachidylamine, behenylamine, lignocerylamine, montanylamine, erucylamine and brassidylamine. Others such as stearylamine and palmitylamine may be present. Examples of polybasic acids and their derivatives are oxalic, succinic, furanedicarboxylic, saccharic, maleic, sulpho-acetic, sulpho-succinic, ortho-phosphoric, sulphuric, chlorosulphonic and amidosulphonic acids, maleic anhydride and urea phosphate. Urea may be present to assist the esterification in some cases. The products are used as levelling and stripping agents in dyeing (see Group IV(c)).ALSO:Acid esters of polyethenoxy amines, of the formula <FORM:0888661/IV (c)/1> and water-soluble salts thereof, where R is an aliphatic hydrocarbon radical of 20 to 24 carbon atoms, X is the anion of a polybasic organic or inorganic acid, k and m are integers whose sum is 10 to 100 and p is 1 or 2, are used as levelling and stripping agents for acid- or neutral-dyeing dyestuffs on nitrogenous fibres such as wool, silk and synthetic polyamides.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH888661X | 1958-01-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB888661A true GB888661A (en) | 1962-01-31 |
Family
ID=4545500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2798/59A Expired GB888661A (en) | 1958-01-24 | 1959-01-26 | Acid esters of amino polyethylene glycols |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1221893A (en) |
| GB (1) | GB888661A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3919283A (en) * | 1965-03-18 | 1975-11-11 | Ciba Geigy Ag | Sulfate derivatives of polyglycol compounds |
| US3958931A (en) * | 1965-03-18 | 1976-05-25 | Ciba-Geigy Ag | Wool dyeing with epihalohydrin or chloroacetamide quarternized polyglycolamine assisted dye solution |
| GB2168364A (en) * | 1984-12-14 | 1986-06-18 | Sandoz Ltd | Sulphates of oxyalkylated amines and their use as dyeing assistants |
| EP0197005A1 (en) * | 1985-03-26 | 1986-10-08 | Ciba-Geigy Ag | Maleic acid or phthalic acid half esters of alkoxylated fatty amines |
| EP0235088A1 (en) * | 1986-02-25 | 1987-09-02 | Ciba-Geigy Ag | Halfesters of maleic acid or phthalic acid and alkoxylated fatty amines |
-
1959
- 1959-01-22 FR FR784712A patent/FR1221893A/en not_active Expired
- 1959-01-26 GB GB2798/59A patent/GB888661A/en not_active Expired
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3919283A (en) * | 1965-03-18 | 1975-11-11 | Ciba Geigy Ag | Sulfate derivatives of polyglycol compounds |
| US3958931A (en) * | 1965-03-18 | 1976-05-25 | Ciba-Geigy Ag | Wool dyeing with epihalohydrin or chloroacetamide quarternized polyglycolamine assisted dye solution |
| GB2168364A (en) * | 1984-12-14 | 1986-06-18 | Sandoz Ltd | Sulphates of oxyalkylated amines and their use as dyeing assistants |
| EP0197005A1 (en) * | 1985-03-26 | 1986-10-08 | Ciba-Geigy Ag | Maleic acid or phthalic acid half esters of alkoxylated fatty amines |
| US4713482A (en) * | 1985-03-26 | 1987-12-15 | Ciba-Geigy Corporation | Maleic or phthalic acid half esters of alkoxylated fatty amines |
| AU581975B2 (en) * | 1985-03-26 | 1989-03-09 | Ciba-Geigy Ag | Maleic or phthalic acid half esters of alkoxylated fatty amines |
| EP0235088A1 (en) * | 1986-02-25 | 1987-09-02 | Ciba-Geigy Ag | Halfesters of maleic acid or phthalic acid and alkoxylated fatty amines |
| US4778919A (en) * | 1986-02-25 | 1988-10-18 | Ciba-Geigy Corporation | Maleic or phthalic acid half esters of alkoxylated fatty amines |
| AU597623B2 (en) * | 1986-02-25 | 1990-06-07 | Ciba-Geigy Ag | Maleic or phthalic half esters of alkoxylated fatty amines |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1221893A (en) | 1960-06-07 |
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