GB1109946A - Improvements in or relating to the treatment of wool or wool-containing textile materials - Google Patents
Improvements in or relating to the treatment of wool or wool-containing textile materialsInfo
- Publication number
- GB1109946A GB1109946A GB36564/66A GB3656466A GB1109946A GB 1109946 A GB1109946 A GB 1109946A GB 36564/66 A GB36564/66 A GB 36564/66A GB 3656466 A GB3656466 A GB 3656466A GB 1109946 A GB1109946 A GB 1109946A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- aug
- wool
- derived
- polyfunctional aziridine
- 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
Links
- 210000002268 wool Anatomy 0.000 title abstract 3
- 239000000463 material Substances 0.000 title 1
- 239000004753 textile Substances 0.000 title 1
- -1 aziridine compound Chemical class 0.000 abstract 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 229920001228 polyisocyanate Polymers 0.000 abstract 2
- 239000005056 polyisocyanate Substances 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 abstract 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 abstract 1
- FGLZHYIVVZTBQJ-UHFFFAOYSA-N 2-(dimethylamino)-2-(hydroxymethyl)propane-1,3-diol Chemical compound CN(C)C(CO)(CO)CO FGLZHYIVVZTBQJ-UHFFFAOYSA-N 0.000 abstract 1
- OOJRTGIXWIUBGG-UHFFFAOYSA-N 2-methylpropane-1,2,3-triol Chemical compound OCC(O)(C)CO OOJRTGIXWIUBGG-UHFFFAOYSA-N 0.000 abstract 1
- 101150065749 Churc1 gene Proteins 0.000 abstract 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229920002873 Polyethylenimine Polymers 0.000 abstract 1
- 102100038239 Protein Churchill Human genes 0.000 abstract 1
- 229920002125 Sokalan® Polymers 0.000 abstract 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 1
- GTTSNKDQDACYLV-UHFFFAOYSA-N Trihydroxybutane Chemical class CCCC(O)(O)O GTTSNKDQDACYLV-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001541 aziridines Chemical class 0.000 abstract 1
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 abstract 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Substances OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical class CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 abstract 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 239000004584 polyacrylic acid Substances 0.000 abstract 1
- 229920000768 polyamine Polymers 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 abstract 1
- 150000007519 polyprotic acids Polymers 0.000 abstract 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 abstract 1
- 239000011975 tartaric acid Substances 0.000 abstract 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 abstract 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
- D06M13/487—Aziridinylphosphines; Aziridinylphosphine-oxides or sulfides; Carbonylaziridinyl or carbonylbisaziridinyl compounds; Sulfonylaziridinyl or sulfonylbisaziridinyl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/16—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with acylated ring nitrogen atoms
- C07D203/20—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with acylated ring nitrogen atoms by carbonic acid, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- 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
- D06M15/61—Polyamines polyimines
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)
Abstract
1,109,946. Polyfunctional aziridine compounds. J. P. STEVENS & CO. Inc. 16 Aug., 1966 [19 Aug., 1965; 1 Aug., 1966], No. 36564/66. Headings C3P and C3R. [Also in Division D1] A composition suitable for use in the treatment of wool comprises a polyfunctional aziridine compound having the formula in which R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> are hydrogen or alkyl groups containing 1-4 carbon atoms, Q is an aromatic or alkyl substituted aromatic hydrocarbon group containing 6-18 carbon atoms, m is 2 or 3 and Z is the residue having a valency m remaining upon removing m hydrogen atoms from the hydroxyl radicals of an aliphatic or alicyclic polyol, and a coreactant which is a polybasic acid, e.g. succinic, adipic, sebacic, citric, tartaric or polyacrylic acid, or a polyamine, e.g. diethylene triamine, tetraethylene pentamine, hydroxyethyl ethylene diamine, a polyethylene imine, 1,3-diaminopropane or 1,6- diamino-hexane. The polyfunctional aziridine compound may be prepared by reacting an organic polyisocyanate with an organic compound containing at least two hydroxyl groups to produce an intermediate having at least two isocyanate groups which is then reacted with a 1,2-alkylene imine, the group Q derived from the polyisocyanate preferably being phenylene, tolylene, xylylene or biphenylene. Z may be the divalent radical -O(-CH 2 CH = CHCH 2 H) u O- in which u=6-100, in which n = 2-6 and v = 3-80, in which p = 2-6, q = 4 and r = 2-35 or in which a dihydric starting compound HO-L-OH, L being a divalent organic radical, e.g. derived from a glycol, 2,2<SP>1</SP>-thiodiethanol or diethanolamine, has been condensed with x + y mole parts of one or more kinds of alkylene oxide C a H 2a O, a being 1-4, the average molecular weight of Z being 500-5500. Alternatively, Z may be a trivalent radical derived from a compound having the formula after removal of 3 terminal hydrogen atoms a being 1-4 and x, y and z each being equal to 1-100 denoting mole parts of one or more kinds of alkylene oxide C a H 2a O condensed with a trihydric starting compound (HO) 3 M, e.g. glycerol, 2-methyl- 1,2,3-propane triol, butane triols, hexane triols, 2-alkyl-2-(hydroxymethyl)- 1,3-propane diols, triethanolamine and 2-(dimethylamino) - 2 - (hydroxymethyl) - 1,3 -propane diol.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48109465A | 1965-08-19 | 1965-08-19 | |
| US56901666A | 1966-08-01 | 1966-08-01 | |
| US77450868A | 1968-11-08 | 1968-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1109946A true GB1109946A (en) | 1968-04-18 |
Family
ID=27413553
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB36564/66A Expired GB1109946A (en) | 1965-08-19 | 1966-08-16 | Improvements in or relating to the treatment of wool or wool-containing textile materials |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3523750A (en) |
| CH (1) | CH1199066D (en) |
| DE (1) | DE1619169C2 (en) |
| GB (1) | GB1109946A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3639097A (en) * | 1969-05-13 | 1972-02-01 | Us Agriculture | Imine-terminated polymers improve cotton durable press products |
| DE3435619A1 (en) * | 1984-09-28 | 1986-04-03 | Chemische Fabrik Pfersee Gmbh, 8900 Augsburg | METHOD FOR SHRINKING AND FELT-FASTENING TEXTILE MATERIAL CONTAINING KERATINE FIBERS |
| MX2021000699A (en) * | 2018-07-23 | 2021-03-25 | Covestro Netherlands Bv | Multi-aziridine compound. |
| WO2021148563A1 (en) | 2020-01-22 | 2021-07-29 | Covestro (Netherlands) B.V. | Waterborne crosslinker composition |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE872037C (en) * | 1944-08-01 | 1953-03-30 | Hoechst Ag | Process for refining keratin fibers |
| DE1000007C2 (en) * | 1955-05-25 | 1957-06-19 | Hoechst Ag | Process for finishing textile goods |
| US3115474A (en) * | 1959-08-07 | 1963-12-24 | Minnesota Mining & Mfg | Aromatic polyalkylenamides and polymers thereof |
| US3223681A (en) * | 1960-10-24 | 1965-12-14 | Minnesota Mining & Mfg | Polymer compositions from an alkylenimine derivative, a dicarboxylic acid anhydride and water |
| US3165375A (en) * | 1961-04-25 | 1965-01-12 | Stevens & Co Inc J P | Process of chemically modifying proteinaceous materials with aziridine compounds and products thereof |
| US3225013A (en) * | 1964-10-12 | 1965-12-21 | Minnesota Mining & Mfg | Curable compositions of an organic acid anhydride and an alkylenimine derivative |
| US3340022A (en) * | 1966-04-21 | 1967-09-05 | Mallory & Co Inc P R | Tungsten powder bodies infiltrated with copper-zirconium alloy |
-
0
- CH CH1199066D patent/CH1199066D/xx unknown
-
1966
- 1966-08-16 GB GB36564/66A patent/GB1109946A/en not_active Expired
- 1966-08-18 DE DE1619169A patent/DE1619169C2/en not_active Expired
-
1968
- 1968-11-08 US US774508A patent/US3523750A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE1619169B1 (en) | 1971-06-09 |
| DE1619169C2 (en) | 1974-03-28 |
| US3523750A (en) | 1970-08-11 |
| CH1199066D (en) |
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