GB924513A - Acid esters of polyglycol amine compounds - Google Patents
Acid esters of polyglycol amine compoundsInfo
- Publication number
- GB924513A GB924513A GB2278360A GB2278360A GB924513A GB 924513 A GB924513 A GB 924513A GB 2278360 A GB2278360 A GB 2278360A GB 2278360 A GB2278360 A GB 2278360A GB 924513 A GB924513 A GB 924513A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- acid ester
- polyglycol
- dye
- sulphuric
- 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
- 150000002148 esters Chemical class 0.000 title abstract 10
- 239000002253 acid Substances 0.000 title abstract 8
- 229920000151 polyglycol Polymers 0.000 title abstract 8
- 239000010695 polyglycol Substances 0.000 title abstract 8
- -1 amine compounds Chemical class 0.000 title abstract 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 6
- 239000000975 dye Substances 0.000 abstract 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 4
- 150000003855 acyl compounds Chemical class 0.000 abstract 4
- 239000001117 sulphuric acid Substances 0.000 abstract 4
- 235000011149 sulphuric acid Nutrition 0.000 abstract 4
- 235000011007 phosphoric acid Nutrition 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 210000002268 wool Anatomy 0.000 abstract 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 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
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 150000003863 ammonium salts Chemical class 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 2
- 239000006185 dispersion Substances 0.000 abstract 2
- 230000032050 esterification Effects 0.000 abstract 2
- 238000005886 esterification reaction Methods 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 230000007717 exclusion Effects 0.000 abstract 2
- 239000000194 fatty acid Substances 0.000 abstract 2
- 229930195729 fatty acid Natural products 0.000 abstract 2
- 150000004665 fatty acids Chemical class 0.000 abstract 2
- 239000000835 fiber Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 229920000728 polyester Polymers 0.000 abstract 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 2
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 abstract 2
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 229910052804 chromium Inorganic materials 0.000 abstract 1
- 239000011651 chromium Substances 0.000 abstract 1
- 150000001869 cobalt compounds Chemical class 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- D06P1/6073—Nitrogen-containing polyethers or their quaternary derivatives containing CON=, OCON=, SO2N=, OSO2N= groups
-
- 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
- C07F9/09—Esters of phosphoric acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A polyglycol <FORM:0924513/IV(a)/1> in which R1 and R2 are aliphatic hydrocarbon residues, R1 containing at least 12, R2 at least 11 C. atoms; m and n are whole numbers their sum being 9 to 101, is esterified with sulphuric or orthophosphoric acid or their reactive derivatives (defined) to form an acid ester, which, if desired, is converted into a water-soluble salt. The polyglycols are prepared by acylating a propylene diamine with a fatty acid and reacting the product, in the presence of a catalyst but exclusion of oxygen, with ethylene oxide in a molecular proportion of 8 to 100 moles of oxide to 1 mole of acyl compound. Alternatively, polyglycol ether halides can be reacted with the acyl compounds. For esterification it is preferred to use sulphonic acid or urea phosphate, urea being present in either case, the ammonium salt of the acid ester being obtained. Chlorsulphonic acid when used gives the acid ester. Examples of suitable propylene diamines and acylating agents are given.ALSO:A polyglycol <FORM:0924513/IV(a)/1> in which R1 and R2 are aliphatic hydrocarbon residues, R1 containing at least 12 and R2 at least 11 C. atoms; m and n are whole numbers, their sum being 9 to 101, is esterified with sulphuric or orthophosphoric acid or their reactive derivatives (defined) to form an acid ester, which, if desired, is converted into a water-soluble salt. The polyglycols are prepared by acylating a propylene diamine with a fatty acid and reacting the product, in the presence of a catalyst but exclusion of oxygen, with ethylene oxide in a molecular proportion of 8 to 100 moles of oxide to 1 mole of acyl compound. Alternatively, polyglycol ether halide can be reacted with the acyl compounds. For esterification it is preferred to use sulphuric acid or urea phosphate, urea being present in either case, the ammonium salt of the acid ester being obtained. Chlorsulphonic acid when used gives the acid ester. Examples of suitable propylene diamines and acylating agents are given.ALSO:Mixtures of fibres of polyester and wool dyed in the two-bath method are first treated with a dispersion dyestuff to dye the polyester, then treated with an aqueous solution containing an acid ester or its salt obtained by reacting sulphuric acid, orthophosphoric acid or their reactive derivatives (defined) with a polyglycol <FORM:0924513/IV(a)/1> (see Group IV(a)) which cleans the wool dirtied with the dispersion dye. Wool, silk and synthetic polyamides alone may also be dyed in the presence of such esters using complex chromium or cobalt compounds of monazo dyes. The esters have a levelling action and, can also reverse the dyeing process (when used in major amounts) causing the dye to migrate from the dyed fibre, so that the equilibrium between the dye fixed on the fibre and that dissolved in the dyebath is considerably shifted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH7632459A CH378342A (en) | 1959-07-29 | 1959-07-29 | Process for the production of acidic esters from polybasic acids and N-polyethylene glycol amines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB924513A true GB924513A (en) | 1963-04-24 |
Family
ID=4534827
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2278360A Expired GB924513A (en) | 1959-07-29 | 1960-06-29 | Acid esters of polyglycol amine compounds |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH378342A (en) |
| DE (1) | DE1445277A1 (en) |
| ES (1) | ES259963A1 (en) |
| GB (1) | GB924513A (en) |
-
1959
- 1959-07-29 CH CH7632459A patent/CH378342A/en unknown
-
1960
- 1960-06-29 GB GB2278360A patent/GB924513A/en not_active Expired
- 1960-07-28 DE DE19601445277 patent/DE1445277A1/en active Pending
- 1960-07-28 ES ES0259963A patent/ES259963A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES259963A1 (en) | 1961-12-16 |
| CH378342A (en) | 1964-06-15 |
| DE1445277A1 (en) | 1968-12-19 |
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