US2257183A - Wetting agent useful for alkaline mercerizing solutions - Google Patents
Wetting agent useful for alkaline mercerizing solutions Download PDFInfo
- Publication number
- US2257183A US2257183A US280578A US28057839A US2257183A US 2257183 A US2257183 A US 2257183A US 280578 A US280578 A US 280578A US 28057839 A US28057839 A US 28057839A US 2257183 A US2257183 A US 2257183A
- Authority
- US
- United States
- Prior art keywords
- wetting agent
- agent useful
- solutions
- alkaline
- alkaline mercerizing
- 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 - Lifetime
Links
- 239000000080 wetting agent Substances 0.000 title description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- -1 formin fatty acids Chemical class 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 150000002888 oleic acid derivatives Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
Definitions
- Our present invention relates to wetting agents useful for alkaline mercerizing'solutions, more particularly to those of the general formula wherein R stands for the radicle of an aliphatic hydrocarbon containing 4 to 8 carbon atoms, and X1 and X2 for aliphatic hydrocarbon radicles, each containing more than one carbon atom and at least one and at the most two hydroxy groups.
- these amides may be easily soluble or they may be practically insoluble in mercerizing solutions. In the latter case they may be dissolved by the addition of one of the known dispersing agents.
- the aforesaid fatty acids of to 9 carbon atoms can be obtained by starting from natural products. They are formed as by-products in the process of oxidizing paraflin to soap formin fatty acids, and therefore, their application is of importance. Moreover, those acids with a branched chain may be used which are obtainable by oxidizing higher alcohols which are formed within the methanol synthesis.
- the preparation of the hydroxyalkylamides is performed in the known manner by starting from the acids or their functional derivatives.
- Example 1 The mixture of fatty acids containing '7 to 9 carbon atoms in their molecule, which is formed in the process of oxidizing, parafiin, is converted in the known manner into the diethanolamide of the formula CHzCHaQH RC O-N CHzCHaOH wherein It stands for an aliphatic radical containing six to eight carbon atoms which is a viscous liquor, clearly soluble in a caustic soda solution of 30 B. Mercer'izing solutions containing 5 to 10 grams thereof per liter are capable of wetting raw cotton nearly instantly.
- Example 2 When mixing the corresponding diethanolamide of a mixture of fatty acids containing 5 to 7 carbon atoms with the same amount of the monoethanolamide of the normal-Valerie acid of the formula grams thereof are easily soluble in 1 liter of a caustic soda solution of 30 B.
- Example 4 20 parts of a hydroxyalkylamide of the formula CHzCH.OH.CHa.OH
- Example 5 5 grams of a mixture of 50 parts of the monoethanolamide of valeric acid (cf. Example 2) and of 50 parts of a highly sulfonated derivative of oleic acid (cf. British specification 293,717) are dissolved in one liter of a caustic soda solution of 30 B. The solution obtained exhibits a very good wetting eflect.
- cerizing bath containing a compound of the formula wherein R stands for the radicle of an aliphatic hydrocarbon containing 6 to 8 carbon atoms, and X1 and X: for aliphatic hydrocarbon radicles, each containing more than one carbon atom and at least one and at the most two hydroxy groups. 1 3.
- R stands for the radicle of an aliphatic hydrocarbon containing 6 to 8 carbon atoms
- X1 and X for aliphatic hydrocarbon radicles, each containing more than one carbon atom and at least one and at the most two hydroxy groups.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Detergent Compositions (AREA)
Description
Patented Sept. 30, 1941 WETTING AGENT USEFUL FOB ALKALINE MERCERIZING SOLUTIONS Ferdinand Miinz, Frankfort-on-the-Main, and
Otto Trosken, Franktort-on-the-Main-Fechenhelm, assignors, eral Aniline 8;
by mesne assignments, to Gen- Film Corporation, New York,
N. Y., a corporation of Delaware No Drawing. Application June 22, 1939, Serial No. 280,578. In Germany June 24, 1938 3 Claims.
Our present invention relates to wetting agents useful for alkaline mercerizing'solutions, more particularly to those of the general formula wherein R stands for the radicle of an aliphatic hydrocarbon containing 4 to 8 carbon atoms, and X1 and X2 for aliphatic hydrocarbon radicles, each containing more than one carbon atom and at least one and at the most two hydroxy groups.
According to the length of the carbon chain of the fatty acid radicle and the number of the water-solubilizing hydroxy groups, these amides may be easily soluble or they may be practically insoluble in mercerizing solutions. In the latter case they may be dissolved by the addition of one of the known dispersing agents.
The aforesaid fatty acids of to 9 carbon atoms can be obtained by starting from natural products. They are formed as by-products in the process of oxidizing paraflin to soap formin fatty acids, and therefore, their application is of importance. Moreover, those acids with a branched chain may be used which are obtainable by oxidizing higher alcohols which are formed within the methanol synthesis.
The preparation of the hydroxyalkylamides is performed in the known manner by starting from the acids or their functional derivatives.
In order to further illustrate our invention the following examples are given, the parts being by weight. We wish it however to be understood, that our invention is not limited to the particular products or reaction conditions mentioned therein.
Example 1 The mixture of fatty acids containing '7 to 9 carbon atoms in their molecule, which is formed in the process of oxidizing, parafiin, is converted in the known manner into the diethanolamide of the formula CHzCHaQH RC O-N CHzCHaOH wherein It stands for an aliphatic radical containing six to eight carbon atoms which is a viscous liquor, clearly soluble in a caustic soda solution of 30 B. Mercer'izing solutions containing 5 to 10 grams thereof per liter are capable of wetting raw cotton nearly instantly.
Example 2 When mixing the corresponding diethanolamide of a mixture of fatty acids containing 5 to 7 carbon atoms with the same amount of the monoethanolamide of the normal-Valerie acid of the formula grams thereof are easily soluble in 1 liter of a caustic soda solution of 30 B.
Example 4 20 parts of a hydroxyalkylamide of the formula CHzCH.OH.CHa.OH
and parts of cresol are mixed. 5 grams of this mixture are clearly soluble in 1 liter of a caustic soda solution of 30 B. The solution obtained exhibits a good wetting effect.
Example 5 5 grams of a mixture of 50 parts of the monoethanolamide of valeric acid (cf. Example 2) and of 50 parts of a highly sulfonated derivative of oleic acid (cf. British specification 293,717) are dissolved in one liter of a caustic soda solution of 30 B. The solution obtained exhibits a very good wetting eflect.
cerizing bath containing a compound of the formula wherein R stands for the radicle of an aliphatic hydrocarbon containing 6 to 8 carbon atoms, and X1 and X: for aliphatic hydrocarbon radicles, each containing more than one carbon atom and at least one and at the most two hydroxy groups. 1 3. As a composition of matter an alkaline mercerizing bath containing a compound of the formula cmomon R-C o- CHQCHIOH wherein R stands for an aliphatic hydrocarbon radicalcontaining six to eight carbon atoms.
FERDINAND MttNz. o'rro TRfiSKEN.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2257183X | 1938-06-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2257183A true US2257183A (en) | 1941-09-30 |
Family
ID=7992661
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US280578A Expired - Lifetime US2257183A (en) | 1938-06-24 | 1939-06-22 | Wetting agent useful for alkaline mercerizing solutions |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US2257183A (en) |
| ES (1) | ES148410A1 (en) |
| FR (1) | FR856830A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1114508B (en) * | 1957-04-06 | 1961-10-05 | Chem Fab Dueren G M B H | Process for the preparation of ester amides |
| US3223545A (en) * | 1962-10-08 | 1965-12-14 | Phillips Petroleum Co | Dialkanol amide antistatic composition for polyolefins |
| US4296255A (en) * | 1972-04-18 | 1981-10-20 | Wilkinson Sword Limited | Acyclic carboxamides having a physiological cooling effect |
| US5464547A (en) * | 1993-08-10 | 1995-11-07 | Ciba-Geigy Corporation | Mercerization wetting composition |
-
1939
- 1939-06-16 ES ES0148410A patent/ES148410A1/en not_active Expired
- 1939-06-22 US US280578A patent/US2257183A/en not_active Expired - Lifetime
- 1939-06-23 FR FR856830D patent/FR856830A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1114508B (en) * | 1957-04-06 | 1961-10-05 | Chem Fab Dueren G M B H | Process for the preparation of ester amides |
| US3223545A (en) * | 1962-10-08 | 1965-12-14 | Phillips Petroleum Co | Dialkanol amide antistatic composition for polyolefins |
| US4296255A (en) * | 1972-04-18 | 1981-10-20 | Wilkinson Sword Limited | Acyclic carboxamides having a physiological cooling effect |
| US5464547A (en) * | 1993-08-10 | 1995-11-07 | Ciba-Geigy Corporation | Mercerization wetting composition |
| US5494486A (en) * | 1993-08-10 | 1996-02-27 | Ciba-Geigy Corporation | Mercerization wetting composition |
Also Published As
| Publication number | Publication date |
|---|---|
| ES148410A1 (en) | 1941-11-01 |
| FR856830A (en) | 1940-08-10 |
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