US2197464A - Treating artificial fabrics - Google Patents
Treating artificial fabrics Download PDFInfo
- Publication number
- US2197464A US2197464A US193924A US19392438A US2197464A US 2197464 A US2197464 A US 2197464A US 193924 A US193924 A US 193924A US 19392438 A US19392438 A US 19392438A US 2197464 A US2197464 A US 2197464A
- Authority
- US
- United States
- Prior art keywords
- stearyl
- parts
- radicle
- ester
- ethers
- 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
- 239000004744 fabric Substances 0.000 title description 14
- -1 for instance Chemical class 0.000 description 19
- 150000002148 esters Chemical class 0.000 description 17
- 239000004753 textile Substances 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 11
- 239000002270 dispersing agent Substances 0.000 description 11
- 150000002170 ethers Chemical class 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 9
- 239000002585 base Substances 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 235000021355 Stearic acid Nutrition 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 7
- 239000008117 stearic acid Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 229920001522 polyglycol ester Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229940123208 Biguanide Drugs 0.000 description 3
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 3
- 229920000297 Rayon Polymers 0.000 description 3
- 239000004902 Softening Agent Substances 0.000 description 3
- 235000011941 Tilia x europaea Nutrition 0.000 description 3
- 239000004571 lime Substances 0.000 description 3
- 229920000151 polyglycol Polymers 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- 229920002994 synthetic fiber Polymers 0.000 description 3
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920002955 Art silk Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005263 alkylenediamine group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical class N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000013311 vegetables Nutrition 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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/53—Polyethers
-
- 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
-
- 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
-
- 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
Definitions
- Patented Apr. 16, 1940 PATENT OFFICE mmmc ARTIFICIAL memes Karl Brodersen, Matthias Quaedvlieg, and Max Zabel, Dessau in Anhalt, and Albert Schneider, lfl l, Germany, assimors to I. G. Fan-benindustrie Aktiengesellschaft, Frankfort-on-the- Main, Germany No Drawing. Application March 4, 1938, Serial No. 193,924. In Germany March 9, 1937 y 12 Claims.
- the present invention relates to an improvement in the treatment of textiles of various kinds, especially artificial fibers of all kinds.
- high molecular bases such as, for instance, stearyl amine, oleyl amine or dodecyl amine as well as the guanides derived from these bases and furthermore acylated alkylene diamines containing the radicle of a higher fatty acid such as, for instance, stearoylaminomethylene dimethylamine, imidazole derivatives of the said amines and similar compounds.
- the use of these compounds embraces the disadvantage that they form insoluble precipitates with sulfate and phosphate ions present as well in the usual water supplies as in the softened waters. In this connection similar disadvantages occur as in the use of the usual soaps in lime containing 50 waters.
- I 40 primary the water-soluble polyglycolor polyglycerine ether and ester of the higher fatty alcohols or highly alkylated phenols (dodecyl phenol) or of the higher fatty acids respectively, may be used.
- These ethers and esters of polyglycols and polyglycerines shall contain an aliphatic radicle of at least 10 carbon .atoms.
- Especially valuable softening agents are obtained by mixing higher alkyl biguanides and their salts with esters of soap-forming fatty acids containing hydroxy groups.
- Compounds of this constitution are known to have a softening effeet on textiles. They may be saturated or unsaturated compounds and may contain straightlined or branched carbon chains and, the case given, may be substituted.
- glycol and polyglycol ester effect on textile materials for instance, 0.1 gram of stearyl biguanide hydrochloride per liter of the treating bath and of stearic acid polyglycol ester even 2 grams per liter are necessitated, the same softening effect is obtained when using 0.10 gram per liter of a mixture consisting of equal parts of both these components.
- the kind of improvement of the different textiles consisting of animal or vegetable fibers, artificial fibers such as viscose silk, copper silk and the various acetate silks, and mixed fabrics of these fibers may be modified with respect to smoothness and feel.
- Example 1 -50 parts of stearyl biguanide hydrochloride and 25 parts of dispersing agent consisting of oleyl alcohol polyglycol ether as obtainable according to Example 4 of German Patent No. 605,973 are stirred together with 25 parts of water.
- the paste thus obtained is a very effective softening agent for artificial silk.-
- the feel of fabrics treated in a bath containing 0.2 gram per liter of this mixture is thereby rendered soft and full.
- This preparation may be used as well in condensed water as in water containing sulfate ions.
- esters mentioned above likewise may be partly substituted by mono esters of higher fatty.
- stearyl biguanide hydrochloride likewise, may be used together with mixtures of the said compounds and in this manner it becomes possible to modify the feel of the fabric.
- a very effective mixture consists of 33 parts of stearyl biguanide hydrochloride, 33 parts of stearic acid polyglyceride and 33 parts of the polyglycol ethers of the stearic acid triethanolamine ester.
- the process for improving textile fabrics which comprises treating them in a bath containing a high molecular base and a dispersing agent of the groups consisting of ethers and esters free from acid groups and containing an aliphatic radicle of at least 10 carbon atoms.
- the process for improving textile fabrics which comprises treating them in a bath containing a high molecular base and a dispersing agent of the group consisting of ethers and esters free from acid groups, and containing an aliphatic radicle of at least 10 carbon atoms in the presence of an ester of a soap-forming fatty acid containing hydroxy groups.
- the process for improving textile fabrics which comprises treating them in a bath containing a biguanide of a high molecular base and a dispersing agent of the group consisting of ethers and esters free from acid groups, and containing an aliphatic radicle of at least 10 carbon atoms.
- the process for improving textile fabrics which comprises treating them in a bath containing a high molecular base and a dispersing agent of the group consisting of ethers and esters free from acid groups containing a hydroxypolyether radicle and an aliphatic radicle of at least 10 carbon atoms.
- the process for improving textile fabrics which. comprises treating them in a bath containing a salt of stearyl biguanidine and a dispersing agent of the group consisting of ethers and esters free from acid groups containing a hydroxypolyether radicle and an aliphatic radicle of at least 10 carbon atoms.
- the process for improving textile fabrics which comprises treating them in a bath containing a high molecular base and a dispersing agent of the group consisting of ethers and esters free from acid groups containing a hydroxypolyether radicle and an aliphatic radicleof at least 10 carbon atoms in the presence of an ester of a soap-forming fatty acid containing hydroxy groups.
- the process for improving textile fabrics which comprises treating them in a bath containing a salt of stearyl biguanidine and a dispersing agent of the group consisting of ethers and esters free from acid groups containing a hydroxypolyether radicle and an aliphatic radicle of at least 10 carbon atoms in the presence of an ester of a soap-forming fatty acid containing hydroxy KARL BRODERSEN.
- a dispersing agent of the group consisting of ethers and esters free from acid groups containing a hydroxypolyether radicle and an aliphatic radicle of at least 10 carbon atoms in the presence of an ester of a soap-forming fatty acid containing hydroxy KARL BRODERSEN.
- MA'I'I'HIAS QUAEDVLIEG.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1937I0057358 DE699028C (de) | 1937-03-10 | 1937-03-10 | Weichmachen von Textilgut |
DEI59794D DE714146C (de) | 1937-03-10 | 1937-12-04 | Textilweichmachungsmittel |
GB5752/38A GB511545A (en) | 1937-03-10 | 1938-02-23 | Process for softening and improving the feel of textiles |
Publications (1)
Publication Number | Publication Date |
---|---|
US2197464A true US2197464A (en) | 1940-04-16 |
Family
ID=32073741
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US193924A Expired - Lifetime US2197464A (en) | 1937-03-10 | 1938-03-04 | Treating artificial fabrics |
Country Status (6)
Country | Link |
---|---|
US (1) | US2197464A (en(2012)) |
BE (1) | BE426845A (en(2012)) |
DE (2) | DE699028C (en(2012)) |
FR (1) | FR834763A (en(2012)) |
GB (1) | GB511545A (en(2012)) |
NL (2) | NL49425C (en(2012)) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2730498A (en) * | 1952-01-09 | 1956-01-10 | Celanese Corp | Textile lubricants |
US2925639A (en) * | 1953-11-30 | 1960-02-23 | Deering Milliken Res Corp | Method of fulling and scouring wool |
US4322302A (en) * | 1979-07-04 | 1982-03-30 | Hoechst Aktiengesellschaft | Agent for the liquid paraffin waxing of yarns |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5368561B2 (ja) | 2008-08-15 | 2013-12-18 | ザ プロクター アンド ギャンブル カンパニー | ポリグリセロールエステルを含む有益組成物 |
-
1937
- 1937-03-10 DE DE1937I0057358 patent/DE699028C/de not_active Expired
- 1937-12-04 DE DEI59794D patent/DE714146C/de not_active Expired
-
1938
- 1938-02-18 NL NL86510A patent/NL49425C/xx active
- 1938-02-23 GB GB5752/38A patent/GB511545A/en not_active Expired
- 1938-02-28 NL NL86650A patent/NL49991C/xx active
- 1938-03-04 FR FR834763D patent/FR834763A/fr not_active Expired
- 1938-03-04 US US193924A patent/US2197464A/en not_active Expired - Lifetime
- 1938-03-09 BE BE426845D patent/BE426845A/xx unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2730498A (en) * | 1952-01-09 | 1956-01-10 | Celanese Corp | Textile lubricants |
US2925639A (en) * | 1953-11-30 | 1960-02-23 | Deering Milliken Res Corp | Method of fulling and scouring wool |
US4322302A (en) * | 1979-07-04 | 1982-03-30 | Hoechst Aktiengesellschaft | Agent for the liquid paraffin waxing of yarns |
Also Published As
Publication number | Publication date |
---|---|
NL49425C (en(2012)) | 1940-10-15 |
DE714146C (de) | 1941-11-22 |
NL49991C (en(2012)) | 1941-03-15 |
BE426845A (en(2012)) | 1938-04-30 |
FR834763A (fr) | 1938-12-01 |
DE699028C (de) | 1940-11-21 |
GB511545A (en) | 1939-08-21 |
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