GB1389882A - Process for the manufacture of phosphorus-containing condensation products the products and their use as flameproofing agents - Google Patents
Process for the manufacture of phosphorus-containing condensation products the products and their use as flameproofing agentsInfo
- Publication number
- GB1389882A GB1389882A GB4110372A GB4110372A GB1389882A GB 1389882 A GB1389882 A GB 1389882A GB 4110372 A GB4110372 A GB 4110372A GB 4110372 A GB4110372 A GB 4110372A GB 1389882 A GB1389882 A GB 1389882A
- Authority
- GB
- United Kingdom
- Prior art keywords
- products
- condensation
- tetrakis
- hydroxymethyl
- optionally
- 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
- 239000000047 product Substances 0.000 title abstract 7
- 239000007859 condensation product Substances 0.000 title abstract 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 title abstract 2
- 239000011574 phosphorus Substances 0.000 title abstract 2
- 239000003795 chemical substances by application Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 239000004744 fabric Substances 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 238000006068 polycondensation reaction Methods 0.000 abstract 3
- 238000009833 condensation Methods 0.000 abstract 2
- 230000005494 condensation Effects 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical class OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- OTJFQRMIRKXXRS-UHFFFAOYSA-N (hydroxymethylamino)methanol Chemical compound OCNCO OTJFQRMIRKXXRS-UHFFFAOYSA-N 0.000 abstract 1
- GVPODVKBTHCGFU-UHFFFAOYSA-N 2,4,6-tribromoaniline Chemical compound NC1=C(Br)C=C(Br)C=C1Br GVPODVKBTHCGFU-UHFFFAOYSA-N 0.000 abstract 1
- YTVQIZRDLKWECQ-UHFFFAOYSA-N 2-benzoylcyclohexan-1-one Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1=O YTVQIZRDLKWECQ-UHFFFAOYSA-N 0.000 abstract 1
- LSCSYJWMZUCJDW-UHFFFAOYSA-N 3-dimethoxyphosphorylpropanamide Chemical compound COP(=O)(OC)CCC(N)=O LSCSYJWMZUCJDW-UHFFFAOYSA-N 0.000 abstract 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 abstract 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 abstract 1
- 229920000877 Melamine resin Polymers 0.000 abstract 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 abstract 1
- 229920000297 Rayon Polymers 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 abstract 1
- 229940077445 dimethyl ether Drugs 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 239000000835 fiber Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 1
- 229910017464 nitrogen compound Inorganic materials 0.000 abstract 1
- 150000002830 nitrogen compounds Chemical class 0.000 abstract 1
- 239000000123 paper Substances 0.000 abstract 1
- -1 phosphonium compound Chemical class 0.000 abstract 1
- 239000004033 plastic Substances 0.000 abstract 1
- 229920003023 plastic Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000009987 spinning Methods 0.000 abstract 1
- IOIHFHNPXJFODN-UHFFFAOYSA-M tetrakis(hydroxymethyl)phosphanium;hydroxide Chemical compound [OH-].OC[P+](CO)(CO)CO IOIHFHNPXJFODN-UHFFFAOYSA-M 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 239000002023 wood Substances 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
- 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
- D06M15/667—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing phosphorus in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K2240/00—Purpose of the treatment
- B27K2240/30—Fireproofing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/02—Processes; Apparatus
- B27K3/15—Impregnating involving polymerisation including use of polymer-containing impregnating agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/32—Modified amine-aldehyde condensates
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Abstract
1389882 Phosphorus-containing condensation products CIBA GEIGY AG 5 Sept 1972 [10 Sept 1971] 41103/72 Addition to 1324628 Headings C3R and C3F [Also in Division D1] Polycondensation products are obtained by condensing at 10 C. to 100 C. (a) a self-condensation product of a tetrakis-(hydroxymethyl)-phosphonium salt or hydroxide having units of formula with (b) an amide and/or amine. The selfcondensation product (a) is obtained by condensing an anhydrous tetrakis-(hydroxymethyl)- phosphonium salt or tetrakis-(hydroxymethyl)- phosphonium hydroxide with itself in an anhydrous medium, optionally with an acid catalyst and optionally in an organic solvent, at 100 C. to 150 C., with the condensation being continued until 0À5 to 1À5 mols. of water have been separated off per 1 mol. of phosphonium compound, optionally etherifying free hydroxyl groups with an alkanol and optionally converting the salts of the self-condensation products into the corresponding hydroxides. The condensation of (a) with (b) may be carried out in a water-soluble organic solvent or in water with 1 to 15 parts by weight of (a) per 1 part by weight of (b). Textiles, wood, paper, furs or hides may be flameproofed by applying to them aqueous compositions containing the polycondensation products together with polyfunctional epoxides or nitrogen compounds, and then drying and heating the materials. The polycondensation products may be incorporated into plastics materials and into fibre spinning compositions to render them flameproof. In examples selfcondensation products of tetrakis-(hydroxymethyl)-phosphonium chloride are condensed with urea, melamine, guanidine carbonate, 3- (dimethylphosphono)-propionic acid amide, acrylamide, cyanamide, 2,4,6-tribromoaniline and stearylamine; some of the products so obtained are incorporated in viscose compositions from which fibres are spun and made into fabrics, and some are made into aqueous compositions with dimethylolamine and applied to cottonpolyester and to woollen fabrics, and with pentamethylolmelamine-dimethyl-ether and applied to a cotton fabric, the fabrics being dried and heated to cure the polymers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1331071A CH547902B (en) | 1971-09-10 | 1971-09-10 | USE OF PHOSPHORUS CONTAINING SELF-CONDENSATION PRODUCTS TOGETHER WITH POLYFUNCTIONAL COMPOUNDS FOR FLAME RETAINING TEXTILE MATERIALS. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1389882A true GB1389882A (en) | 1975-04-09 |
Family
ID=4391306
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4110372A Expired GB1389882A (en) | 1971-09-10 | 1972-09-05 | Process for the manufacture of phosphorus-containing condensation products the products and their use as flameproofing agents |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS505500A (en) |
| BE (1) | BE788591R (en) |
| CH (2) | CH1331071A4 (en) |
| DE (1) | DE2242681A1 (en) |
| FR (1) | FR2152700B2 (en) |
| GB (1) | GB1389882A (en) |
| ZA (1) | ZA725950B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9988743B2 (en) * | 2010-12-20 | 2018-06-05 | Lenzing Ag | Process of making flame retardant cellulosic man-made fibers |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN118374206B (en) * | 2024-06-25 | 2024-09-10 | 全椒亮克威泽工业涂料有限公司 | Preparation method of modified epoxy antibacterial coating |
-
0
- BE BE788591D patent/BE788591R/en active
-
1971
- 1971-09-10 CH CH1331071D patent/CH1331071A4/xx unknown
- 1971-09-10 CH CH1331071A patent/CH547902B/en not_active IP Right Cessation
-
1972
- 1972-08-30 ZA ZA725950A patent/ZA725950B/en unknown
- 1972-08-30 DE DE2242681A patent/DE2242681A1/en active Pending
- 1972-09-05 GB GB4110372A patent/GB1389882A/en not_active Expired
- 1972-09-07 FR FR7231663A patent/FR2152700B2/fr not_active Expired
- 1972-09-09 JP JP47090048A patent/JPS505500A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9988743B2 (en) * | 2010-12-20 | 2018-06-05 | Lenzing Ag | Process of making flame retardant cellulosic man-made fibers |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA725950B (en) | 1973-06-27 |
| FR2152700B2 (en) | 1977-08-05 |
| BE788591R (en) | 1973-03-08 |
| CH1331071A4 (en) | 1973-07-31 |
| FR2152700A2 (en) | 1973-04-27 |
| DE2242681A1 (en) | 1973-03-15 |
| CH547902B (en) | 1974-04-11 |
| JPS505500A (en) | 1975-01-21 |
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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 |