GB1258652A - - Google Patents
Info
- Publication number
- GB1258652A GB1258652A GB1258652DA GB1258652A GB 1258652 A GB1258652 A GB 1258652A GB 1258652D A GB1258652D A GB 1258652DA GB 1258652 A GB1258652 A GB 1258652A
- Authority
- GB
- United Kingdom
- Prior art keywords
- propionamide
- melamine
- alkyl
- hydroxymethyl
- cellulose
- 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
- 229920000877 Melamine resin Polymers 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 239000000463 material Substances 0.000 abstract 5
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 4
- 229920002678 cellulose Polymers 0.000 abstract 4
- 239000001913 cellulose Substances 0.000 abstract 4
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 abstract 3
- 229940080818 propionamide Drugs 0.000 abstract 3
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 abstract 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 abstract 2
- 239000003063 flame retardant Substances 0.000 abstract 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 abstract 2
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical group C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004251 Ammonium lactate Substances 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- JGDITNMASUZKPW-UHFFFAOYSA-K aluminium trichloride hexahydrate Chemical compound O.O.O.O.O.O.Cl[Al](Cl)Cl JGDITNMASUZKPW-UHFFFAOYSA-K 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 229940059265 ammonium lactate Drugs 0.000 abstract 1
- 235000019286 ammonium lactate Nutrition 0.000 abstract 1
- VBIXEXWLHSRNKB-UHFFFAOYSA-N ammonium oxalate Chemical compound [NH4+].[NH4+].[O-]C(=O)C([O-])=O VBIXEXWLHSRNKB-UHFFFAOYSA-N 0.000 abstract 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 abstract 1
- 239000001166 ammonium sulphate Substances 0.000 abstract 1
- 235000011130 ammonium sulphate Nutrition 0.000 abstract 1
- RZOBLYBZQXQGFY-HSHFZTNMSA-N azanium;(2r)-2-hydroxypropanoate Chemical compound [NH4+].C[C@@H](O)C([O-])=O RZOBLYBZQXQGFY-HSHFZTNMSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 229910052736 halogen Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910001629 magnesium chloride Inorganic materials 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
- -1 zinc tetrafluoroborate Chemical compound 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
- D06M13/244—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 sulfur or phosphorus
- D06M13/282—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 sulfur or phosphorus with compounds containing phosphorus
- D06M13/288—Phosphonic or phosphonous acids or derivatives thereof
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
1,258,652. Flame-retardant cellulose material. J. P. STEVENS & CO. Inc. 14 March, 1969 [15 March, 1968], No. 13460/69. Heading C3A. A flame-retardant cellulosic product is prepared by applying an N-(oxymethyl)-3-phosphonopropionamide to the cellulosic material and reacting the amide with the material in the presence of an acidic catalyst (such as HCl, H 2 SO 4 , formic acid, ammonium sulphate, zinc nitrate, zinc tetrafluoroborate, zinc chloride, magnesium chloride, aluminium chloride hexahydrate, ammonium oxalate or ammonium lactate) to form a water-insoluble product and thereafter applying a poly-(oxymethyl) melamine and treating the melamine with hydrogen peroxide to increase the nitrogen content of the material. Preferably, the propionamide has the formula wherein R is C 1-6 alkyl or halogen substituted C 1-6 alkyl; R<SP>1</SP> is H or C 1-6 alkyl; and R<SP>2</SP> is H, C 1-6 alkyl or C 1-6 alkenyl; and the melamine has the formula wherein C 3 N 3 represents a s-triazine ring; each of x, y and z is an integer from 0 to 3 provided the sum of x, y and z is 3 and the compound contains at least two oxymethyl groups; and R<SP>3</SP> is H or C 1-6 alkyl. The propionamide may be N - (hydroxymethyl) - 3 - (dimethylphosphono) propionamide, N - (hydroxymethyl)-3- (diethylphosphono) propionamide, or N - (hydroxymethyl) - 3 - [bis - (2 - chloroethyl) phosphono] propionamide and the melamine may be N<SP>2</SP>,N<SP>4</SP>,N<SP>6</SP> - tris - (hydroxymethyl) melamine. The propionamide may be employed in an amount sufficient to provide from 0À5 to 1À8 weight per cent P, based on cellulose, and the melamine may be employed in an amount sufficient to provide from 1À7 to 10% N based on cellulose, the nitrogen content being at least 9-4P, wherein P is the weight per cent phosphorus based upon cellulose. The material is preferably washed to remove the acid catalyst before treatment with the peroxide, e.g. hydrogen peroxide.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US71331768A | 1968-03-15 | 1968-03-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1258652A true GB1258652A (en) | 1971-12-30 |
Family
ID=24865661
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1258652D Expired GB1258652A (en) | 1968-03-15 | 1969-03-14 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3556840A (en) |
| DE (1) | DE1913137A1 (en) |
| FR (1) | FR2004039A1 (en) |
| GB (1) | GB1258652A (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3629052A (en) * | 1970-06-26 | 1971-12-21 | Us Agriculture | Process for imparting flame-retardancy to resin-treated cotton batting |
| US4162279A (en) * | 1977-09-28 | 1979-07-24 | Stauffer Chemical Company | Phosphonoxycarboxamides |
| US4444831A (en) * | 1981-08-31 | 1984-04-24 | Stauffer Chemical Company | Flame retardant-smolder resistant textile backcoating |
| US4404313A (en) * | 1981-08-31 | 1983-09-13 | Stauffer Chemical Company | Flame retardant-smolder resistant textile backcoating |
| CN109111571B (en) * | 2018-07-19 | 2021-03-23 | 顺德职业技术学院 | Triazine-phosphorus-containing Schiff base flame retardant and synthesis method thereof |
| IT202100027584A1 (en) * | 2021-10-27 | 2023-04-27 | Nanoprom Chemicals S R L | ANTIBACTERIAL AND ANTIVIRAL COMPOSITION |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1395178A (en) * | 1963-05-03 | 1965-04-09 | Ciba Geigy | New compounds containing phosphorus |
| CH430645A (en) * | 1965-02-04 | 1967-08-15 | Ciba Geigy | Process for making organic textile material flame-resistant |
-
1968
- 1968-03-15 US US713317A patent/US3556840A/en not_active Expired - Lifetime
-
1969
- 1969-03-14 GB GB1258652D patent/GB1258652A/en not_active Expired
- 1969-03-14 DE DE19691913137 patent/DE1913137A1/en active Pending
- 1969-03-17 FR FR6907505A patent/FR2004039A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| FR2004039A1 (en) | 1969-11-14 |
| DE1913137A1 (en) | 1969-10-02 |
| US3556840A (en) | 1971-01-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |