US2047066A - Softening agent - Google Patents
Softening agent Download PDFInfo
- Publication number
- US2047066A US2047066A US54246731A US2047066A US 2047066 A US2047066 A US 2047066A US 54246731 A US54246731 A US 54246731A US 2047066 A US2047066 A US 2047066A
- Authority
- US
- United States
- Prior art keywords
- sarcosine
- stearyl
- softening agent
- stands
- alkali metal
- 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
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60S—SERVICING, CLEANING, REPAIRING, SUPPORTING, LIFTING, OR MANOEUVRING OF VEHICLES, NOT OTHERWISE PROVIDED FOR
- B60S11/00—Vehicle modifications for receiving separate lifting, supporting, or manoeuvring devices
-
- 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
- D06M13/325—Amines
- D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/06—Protein or carboxylic compound containing
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated 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
- Y10T442/2352—Coating or impregnation functions to soften the feel of or improve the "hand" of the fabric
Definitions
- fatty acids of a high molecular weight I mean fatty acids containing at least 8 carbon .atoms in the molecule.
- the softening agents cor respond to the probable general formula:
- R stand for an aliphatic hydrocarbon radical which contains at least 7 carbon atoms and may be unsaturated
- R1 means an aliphatic hydrocarbon radical such as an alkyl or a cycloalkyl group, for instance, CH: or CzHs
- R2 represents a methylene group which may be substituted
- X stands for hydrogen, ammonium (NH4) or a metallic equivalent.
- condensation products are obtainable in the usual manner by causing a saturated or unsaturated higher fatty acid of the kind referred to above or a derivative thereof to react upon an aliphatic amino-monocarboxylic acid containing a primary or secondary aminogroup or a salt thereof...
- the process itself can also be carried out with the halides, anhydrides or esters of the above mentioned fatty acids in the ,most varied In Germany July 18, 1930 8 Claims. (01. 252 1) manners. If, in the condensation, a. mixture of different saturated or unsaturated fatty acids of a high molecular weight is employed, valuable mixtures of condensation products are obtained.
- the softening agents represent, in the form of 5 their alkali metal salts, colorless or weakly colored soap-like substances being soluble in water with a great frothing capacity. Contrary to the usual soaps of higher fatty acids the new courpounds show a better solubility in waterand a 10 greater stability to acid reagents. They are particularly distinguished by the fact that their alkali metal salts show a good softening effect on ⁇ artificial silk. j
- Example 1 Viscose is dyed in a bath heated to 80 C. with 1% of Benzoblue 2B (Colour Index,
- Ezample 2.Vis cose is dyed in a bath heated to 80-85" C. with 1% of Benzo fast red GL (Schultz 1923, 2nd volume, page 18)'.- 20% of sodium sulfate and 2% of the condensation product from so stearyl chloride and the sodium salt of butylfamine-acetic acid of the formula:
- Example 3.A'qu ite similar effect is produced 40 by replacing the stearyl-sarcosine of Example .1
- R stands for an aliphatic hydrocarbon radicalwhich contains at least ,7 carbon atoms and may be unsaturated
- R1 means an alkyl or cycloalkyl radical
- R2 represents a methylene radical which may be substituted
- X stands for hydrogen, ammoniumor a metallic equivalent.
- R stands for an aliphatic hydrocarbon radical containing at least 7 carbon atoms/R1 means a cycloalkyl group
- X stands for an alkali metal
- R stands for an aliphatic hydrocarbon radical containing at least? carbon atoms
- X represents an alkali metal
- A- viscose artificial silk material impregnated with a stearyl sarcosine alkali metal salt 8.
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Vehicle Cleaning, Maintenance, Repair, Refitting, And Outriggers (AREA)
- Workshop Equipment, Work Benches, Supports, Or Storage Means (AREA)
- Coloring (AREA)
Description
Patented July 7, 1936 UNITED STATES PATENT OFFICE 2,047,066 SOFTENING AGENT Eugen Glietenberg, Leverkusen, near Cologne-onthe-Rhine,
Germany, assignor, by mesne as-,.
signments, to General Aniline Works, Inc., New
York, N. Y.
No Drawing. Application June 5, 1931, Serial N0.
The present invention relates to softening of cellulosic fibers, that is artificial silk and cotton, with the aid of water-soluble salts of aliphatic primary or secondary aminomonocarboxylic acids containing higher saturated or unsaturated fatty acid radicals as substituents attached to the nitrogen atom.
By fatty acids of a high molecular weight I mean fatty acids containing at least 8 carbon .atoms in the molecule. The softening agents cor respond to the probable general formula:
IE1 RCO-N-Rz-COOX wherein R stand for an aliphatic hydrocarbon radical which contains at least 7 carbon atoms and may be unsaturated, R1 means an aliphatic hydrocarbon radical such as an alkyl or a cycloalkyl group, for instance, CH: or CzHs, R2 represents a methylene group which may be substituted, and X stands for hydrogen, ammonium (NH4) or a metallic equivalent.
' Such products are, for instance, stearyl-sar-.
cosine of the formula:
and oleyl-sarcosine of the which, in the form of its sodium salt, is a soap-- like colorless substance soluble in water.
These condensation products are obtainable in the usual manner by causing a saturated or unsaturated higher fatty acid of the kind referred to above or a derivative thereof to react upon an aliphatic amino-monocarboxylic acid containing a primary or secondary aminogroup or a salt thereof... The process itself can also be carried out with the halides, anhydrides or esters of the above mentioned fatty acids in the ,most varied In Germany July 18, 1930 8 Claims. (01. 252 1) manners. If, in the condensation, a. mixture of different saturated or unsaturated fatty acids of a high molecular weight is employed, valuable mixtures of condensation products are obtained. \1 The softening agents represent, in the form of 5 their alkali metal salts, colorless or weakly colored soap-like substances being soluble in water with a great frothing capacity. Contrary to the usual soaps of higher fatty acids the new courpounds show a better solubility in waterand a 10 greater stability to acid reagents. They are particularly distinguished by the fact that their alkali metal salts show a good softening effect on {artificial silk. j
The following examples will illustrate the present invention but without limiting it thereto; the
parts are by weight.
Example 1.Viscose is dyed in a bath heated to 80 C. with 1% of Benzoblue 2B (Colour Index,
first edition Jan. 1924; page 104, No. 406) 10% of sodium'sulfate and 0.25 grams per liter of stearyl sarcosine (sodium salt). The addition of stearyl-sarcosine gives a soft touch to the silk. Likewise, the softening agent can be' added to the last rinsing.bath instead of being added to the dyeing bath. p
Ezample 2.Vis cose is dyed in a bath heated to 80-85" C. with 1% of Benzo fast red GL (Schultz 1923, 2nd volume, page 18)'.- 20% of sodium sulfate and 2% of the condensation product from so stearyl chloride and the sodium salt of butylfamine-acetic acid of the formula:
CHz-OHi-QHrOHi The addition of this stearic acid derivative imparts a soft touch to the-viscose.
Example 3.A'qu ite similar effect is produced 40 by replacing the stearyl-sarcosine of Example .1
by palmityl-sarcosine.
I claim:
' 1. The process which comprises acting on eellulosic fibers with condensation products of the probable general formula;
.R-C o rt-nr-o o ox' wherein R stands for an aliphatic hydrocarbon radicalwhich contains at least ,7 carbon atoms and may be unsaturated, R1 means an alkyl or cycloalkyl radical, R2 represents a methylene radical which may be substituted, and X stands for hydrogen, ammoniumor a metallic equivalent.
2. The process which comprises acting on cellulosic fibers with condensation products of the probable general formula:
wherein R stands for an aliphatic hydrocarbon radical containing at least 7 carbon atoms/R1 means a cycloalkyl group, and X stands for an alkali metal.
3. The process which comprises acting on artificial 'silk' and cotton fibers with condensation products of the probable general formula:
wherein R stands for an aliphatic hydrocarbon radical containing at least? carbon atoms, and X represents an alkali metal. I
4. The process which comprises acting on artificial silk and cotton fibersiwith the sodium salt of stearyl-sarcosine 5. A cellulosic textile material impregnated with a stearyl sarcosine alkali metal salt.
8. A- viscose artificial silk material impregnated with a stearyl sarcosine alkali metal salt.
EUGEN GLIE'I'ENBERG.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1930I0011130 DE550905C (en) | 1930-07-19 | 1930-07-19 | Softener for rayon |
GB2344630A GB360892A (en) | 1930-07-19 | 1930-08-05 | Improvements in or relating to means for connecting lifting jacks to vehicles |
Publications (1)
Publication Number | Publication Date |
---|---|
US2047066A true US2047066A (en) | 1936-07-07 |
Family
ID=34465889
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US54246731 Expired - Lifetime US2047066A (en) | 1930-07-19 | 1931-06-05 | Softening agent |
Country Status (6)
Country | Link |
---|---|
US (1) | US2047066A (en) |
BE (1) | BE381313A (en) |
DE (1) | DE550905C (en) |
FR (1) | FR720278A (en) |
GB (1) | GB360892A (en) |
NL (1) | NL30115C (en) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE741891C (en) * | 1938-09-10 | 1943-11-18 | Zschimmer & Schwarz Chem Fab D | Process for the preparation of water-soluble nitrogen-containing condensation products |
US2471039A (en) * | 1940-02-21 | 1949-05-24 | Orthner Ludwig | Manufacture of improved fibrous materials and the materials thus obtained |
DE752675C (en) * | 1940-02-03 | 1952-08-28 | Ig Farbenindustrie Ag | Softeners for textiles |
US2746897A (en) * | 1953-01-19 | 1956-05-22 | American Enka Corp | Method for the manufacture of cellulose-reinforced rubber articles |
US2767200A (en) * | 1953-09-14 | 1956-10-16 | Gustav W Rapp | Reaction product of copper gluconate and alkali metal salt of n-lauroyl sarcosin |
US2778773A (en) * | 1953-06-01 | 1957-01-22 | Colgate Palmolive Co | Guanidine salts of nu-higher aliphatic amino carboxylic acids and compositions thereof |
US2877178A (en) * | 1955-12-20 | 1959-03-10 | Gen Aniline & Film Corp | Ampholytic compositions in wet treatments |
US2919197A (en) * | 1954-02-26 | 1959-12-29 | Lever Brothers Ltd | Method of preparing oil-in-water emulsions |
US2964425A (en) * | 1958-04-29 | 1960-12-13 | Socony Mobil Oil Co Inc | Waterproofing of leathers |
US3074980A (en) * | 1958-12-18 | 1963-01-22 | Procter & Gamble | Process for making acyl amides of amino acid salts |
US3170877A (en) * | 1961-12-21 | 1965-02-23 | Gen Aniline & Film Corp | Antistatic treating solution for polyacrylonitrile fibers and method |
US3244624A (en) * | 1961-09-04 | 1966-04-05 | Bayer Ag | Treatment of synthetic filaments and composition therefor |
USH1514H (en) * | 1994-06-01 | 1996-01-02 | The Procter & Gamble Company | Detergent compositions with oleoyl sarcosinate and polymeric dispersing agent |
USH1513H (en) * | 1994-06-01 | 1996-01-02 | The Procter & Gamble Company | Oleoyl sarcosinate with polyhydroxy fatty acid amides in cleaning products |
-
1930
- 1930-07-19 DE DE1930I0011130 patent/DE550905C/en not_active Expired
- 1930-08-05 GB GB2344630A patent/GB360892A/en not_active Expired
-
1931
- 1931-06-05 US US54246731 patent/US2047066A/en not_active Expired - Lifetime
- 1931-07-06 NL NL57558A patent/NL30115C/xx active
- 1931-07-12 BE BE381313D patent/BE381313A/xx unknown
- 1931-07-17 FR FR720278D patent/FR720278A/en not_active Expired
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE741891C (en) * | 1938-09-10 | 1943-11-18 | Zschimmer & Schwarz Chem Fab D | Process for the preparation of water-soluble nitrogen-containing condensation products |
DE752675C (en) * | 1940-02-03 | 1952-08-28 | Ig Farbenindustrie Ag | Softeners for textiles |
US2471039A (en) * | 1940-02-21 | 1949-05-24 | Orthner Ludwig | Manufacture of improved fibrous materials and the materials thus obtained |
US2746897A (en) * | 1953-01-19 | 1956-05-22 | American Enka Corp | Method for the manufacture of cellulose-reinforced rubber articles |
US2778773A (en) * | 1953-06-01 | 1957-01-22 | Colgate Palmolive Co | Guanidine salts of nu-higher aliphatic amino carboxylic acids and compositions thereof |
US2767200A (en) * | 1953-09-14 | 1956-10-16 | Gustav W Rapp | Reaction product of copper gluconate and alkali metal salt of n-lauroyl sarcosin |
US2919197A (en) * | 1954-02-26 | 1959-12-29 | Lever Brothers Ltd | Method of preparing oil-in-water emulsions |
US2877178A (en) * | 1955-12-20 | 1959-03-10 | Gen Aniline & Film Corp | Ampholytic compositions in wet treatments |
US2964425A (en) * | 1958-04-29 | 1960-12-13 | Socony Mobil Oil Co Inc | Waterproofing of leathers |
US3074980A (en) * | 1958-12-18 | 1963-01-22 | Procter & Gamble | Process for making acyl amides of amino acid salts |
US3244624A (en) * | 1961-09-04 | 1966-04-05 | Bayer Ag | Treatment of synthetic filaments and composition therefor |
US3170877A (en) * | 1961-12-21 | 1965-02-23 | Gen Aniline & Film Corp | Antistatic treating solution for polyacrylonitrile fibers and method |
USH1514H (en) * | 1994-06-01 | 1996-01-02 | The Procter & Gamble Company | Detergent compositions with oleoyl sarcosinate and polymeric dispersing agent |
USH1513H (en) * | 1994-06-01 | 1996-01-02 | The Procter & Gamble Company | Oleoyl sarcosinate with polyhydroxy fatty acid amides in cleaning products |
Also Published As
Publication number | Publication date |
---|---|
GB360892A (en) | 1931-11-05 |
NL30115C (en) | 1933-06-15 |
DE550905C (en) | 1932-05-24 |
BE381313A (en) | 1931-08-31 |
FR720278A (en) | 1932-02-20 |
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