GB911485A - Textile treatment - Google Patents
Textile treatmentInfo
- Publication number
- GB911485A GB911485A GB382060A GB382060A GB911485A GB 911485 A GB911485 A GB 911485A GB 382060 A GB382060 A GB 382060A GB 382060 A GB382060 A GB 382060A GB 911485 A GB911485 A GB 911485A
- Authority
- GB
- United Kingdom
- Prior art keywords
- groups
- oxide
- glycol
- sulphonates
- condensation
- 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
- 239000004753 textile Substances 0.000 title abstract 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 12
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 6
- 229920000768 polyamine Polymers 0.000 abstract 6
- 150000001412 amines Chemical class 0.000 abstract 5
- 239000000463 material Substances 0.000 abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 4
- 125000002947 alkylene group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000007859 condensation product Substances 0.000 abstract 4
- 150000002894 organic compounds Chemical class 0.000 abstract 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 230000005494 condensation Effects 0.000 abstract 3
- 238000009833 condensation Methods 0.000 abstract 3
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 abstract 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical class CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 239000002168 alkylating agent Substances 0.000 abstract 2
- 229940100198 alkylating agent Drugs 0.000 abstract 2
- 230000002152 alkylating effect Effects 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 abstract 2
- 150000001649 bromium compounds Chemical class 0.000 abstract 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 2
- 150000001805 chlorine compounds Chemical class 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 abstract 2
- 150000004694 iodide salts Chemical class 0.000 abstract 2
- 229920000233 poly(alkylene oxides) Polymers 0.000 abstract 2
- 229920001223 polyethylene glycol Polymers 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 239000000600 sorbitol Substances 0.000 abstract 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 2
- ZXNMIUJDTOMBPV-UHFFFAOYSA-N 2-chloroethyl 4-methylbenzenesulfonate Chemical compound CC1=CC=C(S(=O)(=O)OCCCl)C=C1 ZXNMIUJDTOMBPV-UHFFFAOYSA-N 0.000 abstract 1
- MFESCIUQSIBMSM-UHFFFAOYSA-N I-BCP Chemical compound ClCCCBr MFESCIUQSIBMSM-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229920002301 cellulose acetate Polymers 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000003993 interaction Effects 0.000 abstract 1
- 150000003956 methylamines Chemical class 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229920002239 polyacrylonitrile Polymers 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- -1 polyethylene terephthalate Polymers 0.000 abstract 1
- 229920000139 polyethylene terephthalate Polymers 0.000 abstract 1
- 239000005020 polyethylene terephthalate Substances 0.000 abstract 1
- 230000009257 reactivity Effects 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
- D06M13/372—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 containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Polyethers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Condensation products suitable for the antistatic treatment of textiles are produced by reacting a water-soluble polyamine, prepared from an alkylene oxide condensate of molecular weight within the range 200-1,000 and containing at least two primary amino groups and at least one polyalkylene oxide chain, with an organic compound containing two or more nitrogen alkylating groups attached to an organic radical which may be substituted by other groups and the main chain of which may be interrupted by not more than three ether oxygen atoms. The polyamines may be prepared by reacting alkylene oxide condensates having molecular weights of 200-1,000, e.g. polyethylene glycols, ethylene oxide condensates of polyhydroxy compounds such as glycerol, sorbitol or pentaerythritol, amines such as methylamines, ethylamine or cetylamine or amides or mixed ethylene oxide/propylene oxide or mixed ethylene oxide/butylene oxide condensates, with thionyl chloride and replacing the chlorine atoms by reaction with ammonia or with acrylonitrile and converting the products to amines by catalytic hydrogenation. The organic compounds containing two or more nitrogen-alkylating groups may be chlorides, bromides, iodides, sulphates, methane sulphonates, benzene sulphonates or p-toluene sulphonates of aliphatic polyhydroxy compounds, e.g. ethylene glycol, diethylene glycol, propylene glycol, hexamethylene glycol, glycerol or pentaerythritol.ALSO:Textiles, e.g. cellulose acetate, polyamides, polyethylene terephthalate and polyacrylonitrile fibres are rendered antistatic by treating them with a condensation product obtained from a water-soluble polyamine, prepared from an alkylene oxide condensate of molecular weight within the range 200-1000 and containing at least two primary amino groups and at least one polyalkylene oxide chain, by interaction of the polyamine with an organic compound containing two or more nitrogen-alkylating groups attached to an organic radical, which may be substituted by other groups and the main chain of which may be interrupted by not more than three ether oxygen atoms and then heating the textiles to a temperature of from 130 DEG to 210 DEG C. The polyamines may be prepared by reacting alkylene oxide condensates having molecular weights of 200-1000, e.g. polyethylene glycols, ethylene oxide condensates of polyhydroxy compounds such as glycerol, sorbitol or pentaerythritol, amines such as methylamine, ethylamine or cetylamine or amides or mixed ethylene oxide/propylene oxide or mixed ethylene oxide/butylene oxide condensates, with thionyl chloride and replacing the chlorine atoms by reaction with ammonia or with acrylonitrile and converting the products to amines by catalytic hydrogenation. The organic compounds containing two or more nitrogenalkylating groups may be chlorides, bromides, iodides, sulphates, methane sulphonates, benzene sulphonates or p-toluene sulphonates of aliphatic polyhydroxy compounds, e.g. ethylene glycol, diethylene glycol, propylene glycol, hexamethylene glycol, glycerol or pentaerythritol. The reaction between the polyamine and the alkylating agent may be effected in two stages, in the first stage partial condensation being achieved by reacting at a low temperature, by partially neutralising the amine before condensation with a volatile weak acid, e.g. acetic acid, or by using an alkylating agent in which the two alkylating groups are of different reactivities, e.g. 1-bromo-3-chloropropane or 2-chloroethyl-p-toluene sulphonate. The partially condensed material may then be applied to the textile material from aqueous or aqueousalcoholic solution or dispersion and the final stage of condensation carried out on the textile material itself. After application of the condensation product the textile material is dried and then heated to 130 DEG -210 DEG C. From 0.1 to 5% by weight of the condensation product is preferably applied to the textile material.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL260799D NL260799A (en) | 1960-02-03 | ||
GB382060A GB911485A (en) | 1960-02-03 | 1960-02-03 | Textile treatment |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB382060A GB911485A (en) | 1960-02-03 | 1960-02-03 | Textile treatment |
Publications (1)
Publication Number | Publication Date |
---|---|
GB911485A true GB911485A (en) | 1962-11-28 |
Family
ID=9765539
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB382060A Expired GB911485A (en) | 1960-02-03 | 1960-02-03 | Textile treatment |
Country Status (2)
Country | Link |
---|---|
GB (1) | GB911485A (en) |
NL (1) | NL260799A (en) |
-
0
- NL NL260799D patent/NL260799A/xx unknown
-
1960
- 1960-02-03 GB GB382060A patent/GB911485A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL260799A (en) |
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