GB938989A - Insolubilisation of further-polymerisable methylol-phosphorus polymeric materials - Google Patents
Insolubilisation of further-polymerisable methylol-phosphorus polymeric materialsInfo
- Publication number
- GB938989A GB938989A GB35902/60A GB3590260A GB938989A GB 938989 A GB938989 A GB 938989A GB 35902/60 A GB35902/60 A GB 35902/60A GB 3590260 A GB3590260 A GB 3590260A GB 938989 A GB938989 A GB 938989A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ammonia
- dried
- solution
- aqueous ammonia
- aqueous
- 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
- 239000000463 material Substances 0.000 title abstract 15
- QZHCWVOOQUPXGE-UHFFFAOYSA-N OC[P] Chemical compound OC[P] QZHCWVOOQUPXGE-UHFFFAOYSA-N 0.000 title abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 20
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- 229910021529 ammonia Inorganic materials 0.000 abstract 5
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 3
- 239000004744 fabric Substances 0.000 abstract 3
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 abstract 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 2
- 229920000742 Cotton Polymers 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000001099 ammonium carbonate Substances 0.000 abstract 2
- 235000012501 ammonium carbonate Nutrition 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- -1 methylol group Chemical group 0.000 abstract 2
- 125000004437 phosphorous atom Chemical group 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 238000010025 steaming Methods 0.000 abstract 2
- 238000005406 washing Methods 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- USJRLGNYCQWLPF-UHFFFAOYSA-N chlorophosphane Chemical compound ClP USJRLGNYCQWLPF-UHFFFAOYSA-N 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- AIRPJJGSWHWBKS-UHFFFAOYSA-N hydroxymethylphosphanium;chloride Chemical compound [Cl-].OC[PH3+] AIRPJJGSWHWBKS-UHFFFAOYSA-N 0.000 abstract 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 239000000080 wetting agent 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
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/02—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing phosphorus
-
- 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
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/02—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing phosphorus
- C08G79/06—Phosphorus linked to carbon only
-
- 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
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
- D06M15/43—Amino-aldehyde resins modified by phosphorus compounds
- D06M15/431—Amino-aldehyde resins modified by phosphorus compounds by phosphines or phosphine oxides; by oxides or salts of the phosphonium radical
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
A process for increasing the extent of polymerization and insolubility of a further polymerizable methylolphosphorus polymeric material containing at least one free methylol group attached to a phosphorus atom comprises reacting in solution the polymeric material and an alkali metal hydroxide and treating the resulting product with ammonia. In the treatment of cellulosic materials (the most important application) the process comprises impregnating a cellulosic material with a further polymerizable methylolphosphorus material containing an alkali metal hydroxide, drying the treated material, preferably at 85 DEG to 120 DEG C., treating the dried material with gaseous ammonia, and further treating with an aqueous ammonia system or by steaming in the presence of ammonia gas. The aqueous ammonia system may be aqueous ammonia or a salt of a weak acid, e.g. ammonium carbonate or carbamate. In an example (18) a tetrakishydroxymethyl phosphonium chloride (THPC)-urea precondensate is mixed with aqueous sodium hydroxide solution. Ammonia is added to precipitate a resin which, after washing with hydrogen peroxide, is filtered off and dried. The polymer is flame-resistant. Other examples describe similar reactions in which the resin is produced on a cellulosic textile or on paper. Specification 906,314 also is referred to.ALSO:A process (applicable in the treatment of cellulosic materials) for increasing the extent of polymerization and insolubility of a further polymerizable methylolphosphorus material containing at least one free methylol group attached to a phosphorus atom comprises reacting in solution the polymeric material and an alkali metal hydroxide and treating the resulting product with ammonia. A cellulosic material is impregnated with a solution of further polymerizable methylol-phosphorus material containing an alkali metal hydroxide, the treated material is dried, preferably at 85 DEG to 120 DEG C., and the dried material is treated with gaseous ammonia and then further with an aqueous ammonia system or by steaming in the presence of ammonia gas. The aqueous ammonia system may comprise aqueous ammonia itself or a salt of a weak acid, e.g. ammonium carbonate or carbamate. In typical examples (1) cotton drill fabric is impregnated with a solution of a condensate of tetrakis hydroxymethyl phosphonium chloride and urea, a non-ionic wetting agent and sodium hydroxide. The fabric is dried at 85 DEG -90 DEG C., then exposed to an atmosphere of ammonia gas and finally impregnated with aqueous ammonia. After washing in soap and aqueous hydrogen peroxide solution the fabric is dried and shows increased flame resistance; (13) a similar process is applied to a filter paper, resistance to burning being imparted. In Example (5) cotton wool which has been similarly treated is dyed and found to have a deeper shade than when the treatment is p omitted. Specification 906,314 also is referred to.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB35902/60A GB938989A (en) | 1960-10-19 | 1960-10-19 | Insolubilisation of further-polymerisable methylol-phosphorus polymeric materials |
| CH1207761A CH374626A (en) | 1960-10-19 | 1961-10-19 | Method for fixing an insoluble phosphorus polymer in a cellulosic textile material |
| CH138463A CH371902A (en) | 1960-10-19 | 1961-10-19 | Process for increasing the degree of polymerization and insolubility of a still polymerizable methylol-phosphorus polymer and application of this process to the attachment of an insoluble phosphorus polymer in a non-textile cellulose material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB35902/60A GB938989A (en) | 1960-10-19 | 1960-10-19 | Insolubilisation of further-polymerisable methylol-phosphorus polymeric materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB938989A true GB938989A (en) | 1963-10-09 |
Family
ID=10382811
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB35902/60A Expired GB938989A (en) | 1960-10-19 | 1960-10-19 | Insolubilisation of further-polymerisable methylol-phosphorus polymeric materials |
Country Status (2)
| Country | Link |
|---|---|
| CH (2) | CH371902A (en) |
| GB (1) | GB938989A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4078101A (en) * | 1972-08-11 | 1978-03-07 | Albright & Wilson Ltd. | Flameproofing of textiles |
| US4311855A (en) | 1979-01-26 | 1982-01-19 | Albright & Wilson Ltd. | Flameproofing agents |
| US4494951A (en) * | 1981-09-28 | 1985-01-22 | Albright & Wilson Limited | Flameproofing textiles |
| US4673509A (en) * | 1983-08-26 | 1987-06-16 | Albright & Wilson Limited | Biocidal water treatment |
| CN105765033A (en) * | 2013-10-25 | 2016-07-13 | 美利肯公司 | Flame retardant precursors, polymers prepared from such precursors, and flame resistant fabrics treated with such polymers |
-
1960
- 1960-10-19 GB GB35902/60A patent/GB938989A/en not_active Expired
-
1961
- 1961-10-19 CH CH138463A patent/CH371902A/en unknown
- 1961-10-19 CH CH1207761A patent/CH374626A/en unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4078101A (en) * | 1972-08-11 | 1978-03-07 | Albright & Wilson Ltd. | Flameproofing of textiles |
| US4311855A (en) | 1979-01-26 | 1982-01-19 | Albright & Wilson Ltd. | Flameproofing agents |
| US4494951A (en) * | 1981-09-28 | 1985-01-22 | Albright & Wilson Limited | Flameproofing textiles |
| US4673509A (en) * | 1983-08-26 | 1987-06-16 | Albright & Wilson Limited | Biocidal water treatment |
| CN105765033A (en) * | 2013-10-25 | 2016-07-13 | 美利肯公司 | Flame retardant precursors, polymers prepared from such precursors, and flame resistant fabrics treated with such polymers |
Also Published As
| Publication number | Publication date |
|---|---|
| CH1207761A4 (en) | 1963-10-15 |
| CH374626A (en) | 1964-03-13 |
| CH371902A (en) | 1963-09-15 |
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