US2243980A - Softening textiles - Google Patents

Softening textiles Download PDF

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Publication number
US2243980A
US2243980A US170884A US17088437A US2243980A US 2243980 A US2243980 A US 2243980A US 170884 A US170884 A US 170884A US 17088437 A US17088437 A US 17088437A US 2243980 A US2243980 A US 2243980A
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Prior art keywords
softening
parts
water
acetate
textiles
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Expired - Lifetime
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US170884A
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Rheiner Alfred
Link Jakob
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Sandoz AG
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Sandoz AG
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/402Amides imides, sulfamic acids
    • D06M13/405Acylated polyalkylene polyamines
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/29Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913Rod, strand, filament or fiber
    • Y10T428/2933Coated or with bond, impregnation or core
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/8305Miscellaneous [e.g., treated surfaces, etc.]
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2352Coating or impregnation functions to soften the feel of or improve the "hand" of the fabric

Definitions

  • R1 and R2 being hydrogen or low molecular alkyl radical or a Patented June 3, 1941 azia sso sor'ramo 'rsxmns Alfred 'Bheiner and Jakob Link,
  • n and m meaning whole numbers
  • Y representing hydrogen, a low molecular alkyl radical or any desired acyl radical and when m is greater than 1, Y may represent different substituents, whereby when Yrepresents acyl radicals, at least one Y must be hydrogen or an alkyl radical,- f X representing hydrogen or a low molecular with a least 9 'C-atoms.
  • polyamlenepolyamines which are suitable as starting materials for the production of softening agents, the following may be mentioned: diethylenetriamine, triethylenetetramine, dipropylenetriamine, dibutylenetriamine and their derivatives partially 'alkylated at the N-atom.
  • the particularly effective polyacylpolyamines can advantageously be prepared by allowing at least 2 molecular proportions of a fatty acid or one of its functional derivatives to act on 1 molecular proportion of a polyaikylencpolyamine.
  • the polyacylpolyamines thus obtained are thereupon converted into water-soluble saltsas for example the for-mate, acetate or lactate, and can be directly used inthis form.
  • the treatment of textiles with the said agents is ingeneral carried out in aqueous solution at -1Q0 0., care being taken that the treating bath is always of neutral or weakly acid reaction.
  • These softening agents are fully resistant to the hardness fbrmers in normal water if about com. of 10 per cent acetic acid or the equivalent quantity of formic acid or lactic acid etc., is added per 100 temporary hardness, to the hard .water before Cotton or artificial silk of all kinds thus treated in the slein or piece high molecular acyl radical litres of bath and per degree of has a particularly smooth.
  • the described softening agents used as an addition to yarn dressings, in particular dressings for artificial silk, the described softening agents improve the winding and spool ing qualities of the yarns and increase their elasticity and softness. mit easy and rapid working on the loom.
  • Theproducts also render valuable services, in conjunction with the fillers usualin finishing, such as starch, dextrine, vegetable glue and the like, and they afford the finished material increased smoothness and softness.
  • aqueous solution of 0.3 g. per 7 obtained by the followliter of a softening agent ing method: 300 parts ot a hardened train-oil are heated for 23 hours while stirring to 190 C. with 57 parts of diethylene triamine (water content about 5%), the water in the amine being distilled off.
  • the yellowish coloured wax-like base thus obtained is then transformed as i'cllowsinto the acetate: 1 part of the molten base at about 90 C, is mixed with 4 parts of equally hot acetic acid of 5% strength, the softening agent then being obtained as a paste easily soluble in hot water.
  • the yarn treated therewith has a very soft, agreeable feel.
  • Example 2 If instead of the product used in Example 1, the acetate of. the base obtained according to Enample 4 of the U.. S. Patent No. 1,947,951 is usedas softening agent, the goods treated therewith are again given a soft feel.
  • a Skeins of artificial silk are treated at 30-40?
  • mm of artificial silk treated therewith- 33: verysoftfeel.
  • a softening a ent which can also be used as an addition to dressings is obtained [by heating 213 parts of coco-nut oil with 57 parts of diethylenetriamine at 185-195 C. and subsequent conversion of the acylated base into the formate.
  • Example A cotton fabric is treated at 70 C. in thepadding machine (foulard) with a mixture 01' 80 g ewhat dissolved. 80 8. of dextrine, 60 g. of glucose and 2 g. of softening agent per liter of bath.
  • the softening agent used is prepared in the following manner. A mixture of 310 parts of castor oil and 54 parts of triethylenetetramine are maintained for about 3- hours while stirring at about 190 C. The base obtained, which has a consistency similar to wool grease, is converted with warm dilute acetic acid which can be the softening agent.
  • the corresponding oleic acid derivative can also be used .as an addition to finishing dressesdn a similar manner to the ricinoive..
  • a good cotton leic acid derivat directly used as 11.00 COR R being a high molecular alkyl radical having at least 8 C-atoms
  • R1, R2 and R3 being one of the group consisting of hydrogen and low molecular alkyl radicals with at most 4 G-atoms
  • n and m meaning whole numbersi 2.
  • a process of 0 treating same with softening textiles comprising water-soluble organic salts of diethylenetriamine diacylated with the acids of hardened train-oil.
  • a process of softening textiles comprising treating same with' water-soluble organic salts of triethylenetetramine diacylated with the acids of castor oil.
  • a textile treati ng process wherein the textile is subjected to the softening action of a watersoluble acetate of diethylene-triamine which has been diacylated with technical stearic acid.
  • a textile treating process wherein the textile is subjected to the softening action of a watersoluble acetate of diethylene-triamine which has been diacylated with the acids of hardened train oil.
  • A. textile treating process wherein the textile is subjected to the softening action of a water-soluble acetate of diethylene-triamine 4 whichhasbeen diacylated with the acids of castor oil.

Description

least's C-atoms.
R1 and R2 being hydrogen or low molecular alkyl radical or a Patented June 3, 1941 azia sso sor'ramo 'rsxmns Alfred 'Bheiner and Jakob Link,
land, assignors to Sandor Ltd.,
land
Basel, Switzer- Basel, Switzer- No Drawing; Application October 25, 1937, Serial No. 170,884. In Switzerland October 30, 1936 1 Claims. (01.91-68) It has been found that polyalkylenepolyamines acylated with high-molecular aliphatic carboxylic acids or the N-alkyl derivatives thereof in the form of their water-soluble salts are excellent softening agents for textiles of all kinds.
As acylated polyalkylenepolyamines products having the following general formula are used:
--(C Ha-NY) a-C .Har-N R, R, Rbeing a high molecular alkyl radical having at alkyl radicals with at most 4 C-atoms,
n and m meaning whole numbers,
Y representing hydrogen, a low molecular alkyl radical or any desired acyl radical and when m is greater than 1, Y may represent different substituents, whereby when Yrepresents acyl radicals, at least one Y must be hydrogen or an alkyl radical,- f X representing hydrogen or a low molecular with a least 9 'C-atoms.
' Among polyamlenepolyamines which aresuitable as starting materials for the production of softening agents, the following may be mentioned: diethylenetriamine, triethylenetetramine, dipropylenetriamine, dibutylenetriamine and their derivatives partially 'alkylated at the N-atom.
The particularly effective polyacylpolyamines can advantageously be prepared by allowing at least 2 molecular proportions of a fatty acid or one of its functional derivatives to act on 1 molecular proportion of a polyaikylencpolyamine. The polyacylpolyamines thus obtained are thereupon converted into water-soluble saltsas for example the for-mate, acetate or lactate, and can be directly used inthis form.
The treatment of textiles with the said agents is ingeneral carried out in aqueous solution at -1Q0 0., care being taken that the treating bath is always of neutral or weakly acid reaction. These softening agents are fully resistant to the hardness fbrmers in normal water if about com. of 10 per cent acetic acid or the equivalent quantity of formic acid or lactic acid etc., is added per 100 temporary hardness, to the hard .water before Cotton or artificial silk of all kinds thus treated in the slein or piece high molecular acyl radical litres of bath and per degree of has a particularly smooth.
soft feel. Yarns become easily workable by such treatment.
Used as an addition to yarn dressings, in particular dressings for artificial silk, the described softening agents improve the winding and spool ing qualities of the yarns and increase their elasticity and softness. mit easy and rapid working on the loom. A
Theproducts also render valuable services, in conjunction with the fillers usualin finishing, such as starch, dextrine, vegetable glue and the like, and they afford the finished material increased smoothness and softness.
The following examples illustrate the invention, the parts being by weight:
Example 1 Mercerized cotton yam istreated at -40" C.'
for hour with an aqueous solution of 0.3 g. per 7 obtained by the followliter of a softening agent ing method: 300 parts ot a hardened train-oil are heated for 23 hours while stirring to 190 C. with 57 parts of diethylene triamine (water content about 5%), the water in the amine being distilled off. The yellowish coloured wax-like base thus obtained is then transformed as i'cllowsinto the acetate: 1 part of the molten base at about 90 C, is mixed with 4 parts of equally hot acetic acid of 5% strength, the softening agent then being obtained as a paste easily soluble in hot water.
The yarn treated therewith has a very soft, agreeable feel.
Example 2 If instead of the product used in Example 1, the acetate of. the base obtained according to Enample 4 of the U.. S. Patent No. 1,947,951 is usedas softening agent, the goods treated therewith are again given a soft feel.
Example .3
A Skeins of artificial silk are treated at 30-40? C. with-an aqueous emulsion of 445 g. per liter of a softening agent obtained in the following way:
314 parts of a hardened spermaceti-oil are heated with 43 parts-of diethylenetrlamine (water'content about 8%) for 2% hours, while stirring, to
l-195 C. During this heating 4 parts ohm.
mm: of artificial silk treated therewith- 33: verysoftfeel.
In warp dressings they "permaterial treated if 100 g. of potato star stirring. With gra of potato starch som into the acetate Example 4 yarn dressing which gives the at 70 C. a soft feel, is obtained ch somewhat dissolved, 1 g. of glycerine and 3 g. of a softening agent ob tained as described below, are used per liter of dressing.
284 parts of molten technical stearic acid at about 110 C. are mixed with 54 parts of diethylenetriamine and heated to150 C. while dual temperature increase, at l50-190 C., 23 parts of an aqueous solution distill on, the last of which are best removed under reduced pressure. The base thus obtained, when converted into the acetate in a similar manner to that described in Example 1, yields the softening agent in paste form easily soluble in hot water.
A softening a ent .which can also be used as an addition to dressings is obtained [by heating 213 parts of coco-nut oil with 57 parts of diethylenetriamine at 185-195 C. and subsequent conversion of the acylated base into the formate.
Example A cotton fabric is treated at 70 C. in thepadding machine (foulard) with a mixture 01' 80 g ewhat dissolved. 80 8. of dextrine, 60 g. of glucose and 2 g. of softening agent per liter of bath.
e so finished fabric in additionto good filling has a satisfactory softness. The softening agent used is prepared in the following manner. A mixture of 310 parts of castor oil and 54 parts of triethylenetetramine are maintained for about 3- hours while stirring at about 190 C. The base obtained, which has a consistency similar to wool grease, is converted with warm dilute acetic acid which can be the softening agent.
' In this example the corresponding oleic acid derivative can also be used .as an addition to finishing dressesdn a similar manner to the ricinoive..
A good cotton leic acid derivat directly used as 11.00 COR R being a high molecular alkyl radical having at least 8 C-atoms, R1, R2 and R3 being one of the group consisting of hydrogen and low molecular alkyl radicals with at most 4 G-atoms, and n and m meaning whole numbersi 2. A process of softening textiles, comprising treating same with water-soluble organic salts of diethylenetriamine diacylated with technical stearic acid.
3. A process of 0 treating same with softening textiles, comprising water-soluble organic salts of diethylenetriamine diacylated with the acids of hardened train-oil.
ii. A process of softening textiles, comprising treating same with' water-soluble organic salts of triethylenetetramine diacylated with the acids of castor oil.
5. A textile treati ng process wherein the textile is subjected to the softening action of a watersoluble acetate of diethylene-triamine which has been diacylated with technical stearic acid.
6. A textile treating process wherein the textile is subjected to the softening action of a watersoluble acetate of diethylene-triamine which has been diacylated with the acids of hardened train oil.
7. A. textile treating process wherein the textile is subjected to the softening action of a water-soluble acetate of diethylene-triamine 4 whichhasbeen diacylated with the acids of castor oil.
' ALFRED JAKOB LINK-
US170884A 1936-10-30 1937-10-25 Softening textiles Expired - Lifetime US2243980A (en)

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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2425393A (en) * 1939-05-20 1947-08-12 Nopco Chem Co Hydroxylated polyamide textile lubricants
US2425392A (en) * 1939-05-20 1947-08-12 Nopco Chem Co Diamide textile lubricants
US2496776A (en) * 1946-06-21 1950-02-07 Eastman Kodak Co Textile yarns impregnated with lubricating compositions
US2511163A (en) * 1946-05-31 1950-06-13 Nat Aluminate Corp Nu-ricinoleyl amines and method for the production thereof
US2525770A (en) * 1946-05-17 1950-10-17 Arkansas Company Inc Baths for stripping vat-dyed textile materials and agents useful therein
US2600361A (en) * 1948-06-09 1952-06-10 Dearborn Chemicals Co Prevention of foaming in steam generation
US2727836A (en) * 1949-08-01 1955-12-20 American Viscose Corp Anti-sticking cellulose pellicles and method of making
US3060182A (en) * 1957-04-23 1962-10-23 Atlas Chem Ind Cationic surfactants and their preparation
US3122504A (en) * 1956-04-18 1964-02-25 Bohme Fellchemie G M B H Condensation products of polyalkylenepolyamines and esters of high molecular carboxylic acids
US3451844A (en) * 1965-01-20 1969-06-24 Bayer Ag Cationic active agent and a method for softening a washable textile fabric therewith
US3956350A (en) * 1973-04-14 1976-05-11 Ciba-Geigy Corporation Process for the production of textile softeners
US4136054A (en) * 1975-06-09 1979-01-23 Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) Cationic textile agent compositions having an improved cold water solubility
US5318727A (en) * 1990-08-23 1994-06-07 Kao Corporation Mild cationic surfactants having good foaming conditioning properties and cleaning compositions
US5734069A (en) * 1992-08-05 1998-03-31 Sherex Chemical Co., Inc. Biodegradable amidoaminoesters

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2425393A (en) * 1939-05-20 1947-08-12 Nopco Chem Co Hydroxylated polyamide textile lubricants
US2425392A (en) * 1939-05-20 1947-08-12 Nopco Chem Co Diamide textile lubricants
US2525770A (en) * 1946-05-17 1950-10-17 Arkansas Company Inc Baths for stripping vat-dyed textile materials and agents useful therein
US2511163A (en) * 1946-05-31 1950-06-13 Nat Aluminate Corp Nu-ricinoleyl amines and method for the production thereof
US2496776A (en) * 1946-06-21 1950-02-07 Eastman Kodak Co Textile yarns impregnated with lubricating compositions
US2600361A (en) * 1948-06-09 1952-06-10 Dearborn Chemicals Co Prevention of foaming in steam generation
US2727836A (en) * 1949-08-01 1955-12-20 American Viscose Corp Anti-sticking cellulose pellicles and method of making
US3122504A (en) * 1956-04-18 1964-02-25 Bohme Fellchemie G M B H Condensation products of polyalkylenepolyamines and esters of high molecular carboxylic acids
US3060182A (en) * 1957-04-23 1962-10-23 Atlas Chem Ind Cationic surfactants and their preparation
US3451844A (en) * 1965-01-20 1969-06-24 Bayer Ag Cationic active agent and a method for softening a washable textile fabric therewith
US3956350A (en) * 1973-04-14 1976-05-11 Ciba-Geigy Corporation Process for the production of textile softeners
US4136054A (en) * 1975-06-09 1979-01-23 Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) Cationic textile agent compositions having an improved cold water solubility
US5318727A (en) * 1990-08-23 1994-06-07 Kao Corporation Mild cationic surfactants having good foaming conditioning properties and cleaning compositions
US5734069A (en) * 1992-08-05 1998-03-31 Sherex Chemical Co., Inc. Biodegradable amidoaminoesters

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