US2149709A - Textile assistants - Google Patents
Textile assistants Download PDFInfo
- Publication number
- US2149709A US2149709A US7819536A US2149709A US 2149709 A US2149709 A US 2149709A US 7819536 A US7819536 A US 7819536A US 2149709 A US2149709 A US 2149709A
- Authority
- US
- United States
- Prior art keywords
- textile
- dicyandiamide
- assistants
- grams
- hydrochloride
- 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
- 239000004753 textile Substances 0.000 title description 17
- 239000000463 material Substances 0.000 description 12
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- -1 isopropyldodecylbiguanide Chemical compound 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KOUTYMWBZYMGBR-UHFFFAOYSA-N 1-(diaminomethylidene)-2-dodecylguanidine Chemical compound CCCCCCCCCCCCN=C(N)N=C(N)N KOUTYMWBZYMGBR-UHFFFAOYSA-N 0.000 description 2
- MNWJUMZPXYLPGT-UHFFFAOYSA-N 1-(diaminomethylidene)-2-octadecylguanidine Chemical compound CCCCCCCCCCCCCCCCCCN=C(N)N=C(N)N MNWJUMZPXYLPGT-UHFFFAOYSA-N 0.000 description 2
- USGCMNLQYSXCDU-UHFFFAOYSA-N 2-cyclohexyl-1-(diaminomethylidene)guanidine Chemical compound NC(N)=NC(N)=NC1CCCCC1 USGCMNLQYSXCDU-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- IZBZQUREHISXFJ-UHFFFAOYSA-N 2-[4-chloro-5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetic acid Chemical compound CC1=C(Cl)C(C(F)(F)F)=NN1CC(O)=O IZBZQUREHISXFJ-UHFFFAOYSA-N 0.000 description 1
- IBWXAMPUVRBFIS-UHFFFAOYSA-N 2-benzyl-1-(diaminomethylidene)guanidine Chemical compound NC(N)=NC(N)=NCC1=CC=CC=C1 IBWXAMPUVRBFIS-UHFFFAOYSA-N 0.000 description 1
- 229940123208 Biguanide Drugs 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000012550 audit Methods 0.000 description 1
- XKXHCNPAFAXVRZ-UHFFFAOYSA-N benzylazanium;chloride Chemical compound [Cl-].[NH3+]CC1=CC=CC=C1 XKXHCNPAFAXVRZ-UHFFFAOYSA-N 0.000 description 1
- 150000004283 biguanides Chemical class 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- ZJUGSKJHHWASAF-UHFFFAOYSA-N cyclohexylazanium;chloride Chemical compound [Cl-].[NH3+]C1CCCCC1 ZJUGSKJHHWASAF-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- SVBAPZTYWZGPKN-UHFFFAOYSA-N n-methyldodecan-1-amine;hydrochloride Chemical compound Cl.CCCCCCCCCCCCNC SVBAPZTYWZGPKN-UHFFFAOYSA-N 0.000 description 1
- DHZVJRHNESBLAA-UHFFFAOYSA-N n-propan-2-yldodecan-1-amine Chemical compound CCCCCCCCCCCCNC(C)C DHZVJRHNESBLAA-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000009736 wetting Methods 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
- D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/20—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
- C07C279/24—Y being a hetero atom
- C07C279/26—X and Y being nitrogen atoms, i.e. biguanides
-
- 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
- Y10S516/07—Organic amine, amide, or n-base 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
- This invention relates to a new kind of assistants for the textile industry.
- a further object is a new process of softening textile fibers of animal and vegetable origin.
- R1 and B may be, for instance, decylamine, octadecylamine, benzylamine, oleylamine, isopropyldodecylamine, dodecylamine stearylor cyclohexylamine.
- the compounds are made, for instance, by the action of dicyandiamide on the salt of a primary or secondary aliphatic, aromatic or hydroaromatic amine at a raised temperature.
- the start--v ing materials may be boiled in an aqueous alcoholic solution or they may be melted together at a temperature say between 120 and 160 C. In many cases it is not necessary to isolate the compounds, since the products of reaction may be used directly in a crude condition.
- Example 1 Artiflcial silk in 'skeins is brightened by means of a warm solution containing 5 grams of octodecylbiguanlde per liter. The grip of the silk is softened and becomes more fluid and the working up of the silk is improved.
- Example 2 -2 parts ofcastor oil and 1 part of laurylbiguanide are stirred in a stirring or heating apparatus to produce a homogeneous mixture. 0n diluting with water there is obtained a stable highly dispersed emulsion which may be used for lubricating, softening and the like purposes.
- Example 3.-Raw still sized cotton shirtings which cannot be wetted with hot water are immediately thoroughly wetted in a bath to which 2 55 grams of isopropyldodecylbiguanide have been added, whereby the successive operations, such as de-sizing and the like, can be carried out with an essentially better result and with enhanced certainty.
- Example 4.-1.1 molecular proportions of dicyandiamide are melted with one molecular proportion of stearylarnine hydrochloride in an oil bath at to C. for 6 to 8 hours while stirring. There is produced a brownish thickly liquid mass which, when introduced into water, yields a strongly foaming solution and can be used as such in hot condition.
- Example 5 1-1.1 molecular proportions of dicyandiamide are melted with 1 molecular proportion of dodecylmethylamine hydrochloride as described in the preceding example, whereby dodecylmethyl-biguanide is produced.
- Example 6 grams of dicyandiamide are boiled with 290 grams of dodecylamine hydrochloride in methanolic solution for 12 hours under reflux. After distillation of the alcohol there is obtained a mass which has the appearance of soft soap, consists mainly of dodecyl-biguanide and shows a strong biuret reaction.
- Example 7 grams of diethylenediamine hydrochloride are boiled with grams of dicyandiamide in methanolic solution for 12 hours under reflux and worked up as described in the preceding example. This compound is particularly useful as a wetting agent.
- Example 8.1 molecular proportion of benzylamine hydrochloride is boiled with 1 molecular proportion of dicyandiamide in methanolic solution for 12 hours, whereby benzyl-biguanide is produced.
- Example 9.-1 molecular proportion of hexahydroaniline hydrochloride and 1 molecular proportion of dicyandiamide are boiled in methanolic solution as described above, whereby cyclohexylbiguanide is produced.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Patented Mar. 7, 1939 PATENT OFFICE TEXTILE ASSISTANTS Herbert Rein, Lcipsig,
Germany, auignor to I. G.
Farbeninduatrie Aktiengesellschaft, Frankforton-the-Main, Germany No Drawing.
Application Maya, 1930, Serial No.
In Germany May '1 Claims. (01. 28-1) This invention relates to a new kind of assistants for the textile industry.
It is an object of the invention to provide a new class of textile assistants, such as wetting-. softeningand emulsifying agents. having improved properties.
A further object is a new process of softening textile fibers of animal and vegetable origin.
Further objects will become apparent as the following description proceeds.
According to this invention it has been found that compounds of the general formula:
which are called biguanides, particularly such as p contain in at least one of the radicals R1 and Rs a straight, branched or cyclic chain of more than I 6 carbon atoms, have a wide application as wetting and emulsifying agents, as protective colloids or the like, as textile assistants and as auxiliaries in other branches of industry. R1 and B: may be, for instance, decylamine, octadecylamine, benzylamine, oleylamine, isopropyldodecylamine, dodecylamine stearylor cyclohexylamine.
The compounds are made, for instance, by the action of dicyandiamide on the salt of a primary or secondary aliphatic, aromatic or hydroaromatic amine at a raised temperature. The start--v ing materials may be boiled in an aqueous alcoholic solution or they may be melted together at a temperature say between 120 and 160 C. In many cases it is not necessary to isolate the compounds, since the products of reaction may be used directly in a crude condition.
The following examples illustrate the invention:
Example 1.Artiflcial silk in 'skeins is brightened by means of a warm solution containing 5 grams of octodecylbiguanlde per liter. The grip of the silk is softened and becomes more fluid and the working up of the silk is improved.
Example 2.-2 parts ofcastor oil and 1 part of laurylbiguanide are stirred in a stirring or heating apparatus to produce a homogeneous mixture. 0n diluting with water there is obtained a stable highly dispersed emulsion which may be used for lubricating, softening and the like purposes.
Example 3.-Raw, still sized cotton shirtings which cannot be wetted with hot water are immediately thoroughly wetted in a bath to which 2 55 grams of isopropyldodecylbiguanide have been added, whereby the successive operations, such as de-sizing and the like, can be carried out with an essentially better result and with enhanced certainty.
Example 4.-1.1 molecular proportions of dicyandiamide are melted with one molecular proportion of stearylarnine hydrochloride in an oil bath at to C. for 6 to 8 hours while stirring. There is produced a brownish thickly liquid mass which, when introduced into water, yields a strongly foaming solution and can be used as such in hot condition.
Example 5.-1.1 molecular proportions of dicyandiamide are melted with 1 molecular proportion of dodecylmethylamine hydrochloride as described in the preceding example, whereby dodecylmethyl-biguanide is produced.
Example 6.-85 grams of dicyandiamide are boiled with 290 grams of dodecylamine hydrochloride in methanolic solution for 12 hours under reflux. After distillation of the alcohol there is obtained a mass which has the appearance of soft soap, consists mainly of dodecyl-biguanide and shows a strong biuret reaction.
Example 7.-132 grams of diethylenediamine hydrochloride are boiled with grams of dicyandiamide in methanolic solution for 12 hours under reflux and worked up as described in the preceding example. This compound is particularly useful as a wetting agent.
Example 8.1 molecular proportion of benzylamine hydrochloride is boiled with 1 molecular proportion of dicyandiamide in methanolic solution for 12 hours, whereby benzyl-biguanide is produced. I
Example 9.-1 molecular proportion of hexahydroaniline hydrochloride and 1 molecular proportion of dicyandiamide are boiled in methanolic solution as described above, whereby cyclohexylbiguanide is produced.
What I claim is:
l. A textile material impregnated with octadecyl-biguanide.
2. A textile material impregnated with dodecylmethyl-biguanide.
3; A textile material impregnated with a compound corresponding with the general formula wherein R1 is a member of the group consisting oi? hydrogen, aliphatic, araliphatic, aromatic, hydroaromatlc radicals; audit: is a member of the group consisting of aliphatlc, a.raliphatic and hydroaromatic radicals containing more than 6 carbon atoms.
4. In a process of softening textile materials the improvement which comprises impregnating said textile materials with a compound of the following general formula whereinm isa memberotthe groupcoulisting oi hydrogen, aliphatic. araliphatic. aromaflc, h!- droaromatic radicals; and R: is a membdr'ot the group consisting of aliphatic, araliphatic and bydroaromatic radicals containing more than H carbon atoms. a
5. In a process of softening textile materials the improvement which comprises impregnating said textile materials with stearylbiguanide.
6. In a process of softening textile materials the improvement which comprises impregnating said textile materials with dodecylmethylbiguanide.
'7. In a process 0! soitening textile materials the improvement which comprises impregnating said textile materials with cyclohexylbiguanide HERBERT REIN-
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1935I0052281 DE694130C (en) | 1935-05-09 | 1935-05-09 | Wetting, emulsifying and plasticizing agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2149709A true US2149709A (en) | 1939-03-07 |
Family
ID=89834536
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US7819536 Expired - Lifetime US2149709A (en) | 1935-05-09 | 1936-05-06 | Textile assistants |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2149709A (en) |
| DE (1) | DE694130C (en) |
| FR (1) | FR805768A (en) |
| GB (1) | GB475039A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2455896A (en) * | 1945-10-12 | 1948-12-07 | American Cyanamid Co | 1-aryl, 5-alkyl, biguanides |
| US2455897A (en) * | 1945-10-12 | 1948-12-07 | American Cyanamid Co | 1, 5-diarylbiguanides from aromatic amines and dicyanimide |
| US2467371A (en) * | 1944-05-10 | 1949-04-19 | Ici Ltd | Biguanide derivatives |
| US2482710A (en) * | 1945-03-24 | 1949-09-20 | American Cyanamid Co | Process of reacting dicyandiamide and aniline |
| US2577593A (en) * | 1946-12-21 | 1951-12-04 | Du Pont | Stabilizing cellulose yarns |
| US2622075A (en) * | 1946-12-03 | 1952-12-16 | Sandoz Ltd | Polyamine-cyanamide resins |
| US2961377A (en) * | 1957-08-05 | 1960-11-22 | Us Vitamin Pharm Corp | Oral anti-diabetic compositions and methods |
| US3059029A (en) * | 1959-10-29 | 1962-10-16 | U S Vitamin And Pharmaceutical | Process for alkyl and aralkyl biguanides |
| US3080423A (en) * | 1958-08-20 | 1963-03-05 | Proske Gerhard | Process for the manufacture of the acid-addition salts of n-butylbiguanide |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE740539C (en) * | 1938-05-13 | 1943-10-29 | Ig Farbenindustrie Ag | Treatment of fibers |
| DE741891C (en) * | 1938-09-10 | 1943-11-18 | Zschimmer & Schwarz Chem Fab D | Process for the preparation of water-soluble nitrogen-containing condensation products |
| DE872788C (en) * | 1939-12-21 | 1953-04-09 | Geigy Ag J R | Process for the preparation of water-soluble, higher molecular acyl biguanides |
| DE914490C (en) * | 1950-01-13 | 1954-07-05 | Bayer Ag | Process to increase the utility value of textiles |
-
1935
- 1935-05-09 DE DE1935I0052281 patent/DE694130C/en not_active Expired
-
1936
- 1936-05-01 FR FR805768D patent/FR805768A/en not_active Expired
- 1936-05-06 US US7819536 patent/US2149709A/en not_active Expired - Lifetime
- 1936-05-08 GB GB13052/36A patent/GB475039A/en not_active Expired
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2467371A (en) * | 1944-05-10 | 1949-04-19 | Ici Ltd | Biguanide derivatives |
| US2482710A (en) * | 1945-03-24 | 1949-09-20 | American Cyanamid Co | Process of reacting dicyandiamide and aniline |
| US2455896A (en) * | 1945-10-12 | 1948-12-07 | American Cyanamid Co | 1-aryl, 5-alkyl, biguanides |
| US2455897A (en) * | 1945-10-12 | 1948-12-07 | American Cyanamid Co | 1, 5-diarylbiguanides from aromatic amines and dicyanimide |
| US2622075A (en) * | 1946-12-03 | 1952-12-16 | Sandoz Ltd | Polyamine-cyanamide resins |
| US2577593A (en) * | 1946-12-21 | 1951-12-04 | Du Pont | Stabilizing cellulose yarns |
| US2961377A (en) * | 1957-08-05 | 1960-11-22 | Us Vitamin Pharm Corp | Oral anti-diabetic compositions and methods |
| US3080423A (en) * | 1958-08-20 | 1963-03-05 | Proske Gerhard | Process for the manufacture of the acid-addition salts of n-butylbiguanide |
| US3059029A (en) * | 1959-10-29 | 1962-10-16 | U S Vitamin And Pharmaceutical | Process for alkyl and aralkyl biguanides |
Also Published As
| Publication number | Publication date |
|---|---|
| FR805768A (en) | 1936-11-28 |
| DE694130C (en) | 1940-07-26 |
| GB475039A (en) | 1937-11-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2149709A (en) | Textile assistants | |
| US3154489A (en) | Surface active compositions | |
| US2277788A (en) | Treatment of textiles and composition useful therefor | |
| US2201041A (en) | Fatty derivatives of alkylated amines | |
| US2268395A (en) | Quaternary ammonium compounds | |
| US3979307A (en) | Fabric softener composition | |
| US2958665A (en) | Non-ionic surface-active gel compositions and preparation thereof | |
| US2003928A (en) | Stripping and discharging dyed textiles | |
| US2877178A (en) | Ampholytic compositions in wet treatments | |
| US2751358A (en) | Non-foaming detergents | |
| US4014800A (en) | Fiber-lubricating compositions | |
| US2491478A (en) | Polyalcohol-fatty acid-aliphatic amine combinations useful as textile assistants andprocess of producing the same | |
| US2200603A (en) | Method for the improving of goods | |
| EP0225282B1 (en) | Process for the post-treatment of dyed cellulosic fibrous material | |
| US2425393A (en) | Hydroxylated polyamide textile lubricants | |
| US2088674A (en) | Cleansing of textile products | |
| US2593413A (en) | Fatty ackd-alkoxypolyglycol ali | |
| US2362768A (en) | Moth repelling product | |
| US3776844A (en) | Composition and method for treating fibrous material | |
| AT200556B (en) | Process for the manufacture of polyamide fibers and fiber products immunized against attack by peroxides | |
| US3567635A (en) | Lubricant and antistatic composition | |
| US2402526A (en) | Thiocyanate quaternary compounds and method of preparing the same | |
| JPH0314944B2 (en) | ||
| US3008795A (en) | Process for levelling the action of chlorine on wool | |
| DE566471C (en) | Process for the preparation of polyazo dyes |