IL40239A - The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents - Google Patents
The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agentsInfo
- Publication number
- IL40239A IL40239A IL40239A IL4023972A IL40239A IL 40239 A IL40239 A IL 40239A IL 40239 A IL40239 A IL 40239A IL 4023972 A IL4023972 A IL 4023972A IL 40239 A IL40239 A IL 40239A
- Authority
- IL
- Israel
- Prior art keywords
- process according
- component
- phosphonium
- tetrakis
- hydroxymethyl
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 12
- 239000003795 chemical substances by application Substances 0.000 title claims 6
- 239000007859 condensation product Substances 0.000 title claims 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title 1
- 229910052698 phosphorus Inorganic materials 0.000 title 1
- 239000011574 phosphorus Substances 0.000 title 1
- 239000000047 product Substances 0.000 title 1
- 238000000034 method Methods 0.000 claims 33
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 21
- 238000009833 condensation Methods 0.000 claims 7
- 230000005494 condensation Effects 0.000 claims 7
- 239000000463 material Substances 0.000 claims 7
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 claims 4
- 239000000835 fiber Substances 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- 229920000728 polyester Polymers 0.000 claims 3
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical class OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 claims 3
- -1 tetrakis-(hydroxymethyl )-phosphonium compound Chemical class 0.000 claims 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 2
- 229920003180 amino resin Polymers 0.000 claims 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- 229920002678 cellulose Polymers 0.000 claims 2
- 239000001913 cellulose Substances 0.000 claims 2
- 239000004744 fabric Substances 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 150000004679 hydroxides Chemical class 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 150000002924 oxiranes Chemical class 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000007858 starting material Substances 0.000 claims 2
- 239000008096 xylene Substances 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 claims 1
- 239000004952 Polyamide Substances 0.000 claims 1
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- USJRLGNYCQWLPF-UHFFFAOYSA-N chlorophosphane Chemical compound ClP USJRLGNYCQWLPF-UHFFFAOYSA-N 0.000 claims 1
- ULDUOODSZHJSKE-UHFFFAOYSA-N hydroxymethylphosphanium;hydroxide Chemical compound [OH-].OC[PH3+] ULDUOODSZHJSKE-UHFFFAOYSA-N 0.000 claims 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 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- RDBMUARQWLPMNW-UHFFFAOYSA-N phosphanylmethanol Chemical class OCP RDBMUARQWLPMNW-UHFFFAOYSA-N 0.000 claims 1
- 229920002647 polyamide Polymers 0.000 claims 1
- IOIHFHNPXJFODN-UHFFFAOYSA-M tetrakis(hydroxymethyl)phosphanium;hydroxide Chemical compound [OH-].OC[P+](CO)(CO)CO IOIHFHNPXJFODN-UHFFFAOYSA-M 0.000 claims 1
- 210000002268 wool Anatomy 0.000 claims 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Claims (11)
1. WHAT VE CLAIM IS: lo Process for the manufacture of water-soluble condensation products of hydroxymethyl-phosphonium compounds and triglycidylisocyanurate, characterised in that 1 mol of a tetrakis-(hydroxymethyl )-phosphonium compound is condensed with 0.02 to 0.5 mol of triglycidylisocyanurate at 40 to 1200G, optionally in the presence of formaldehyde or a formaldehyde-releasing agent and optionally in the presence of an inert organic solvent, the condensation is then optionally continued at temperatures of 100 to 150°C and, if appropriate, free hydroxyl groups are etherified at least partially with at least one alkanol v/ith 1 to 4 carbon atom3.
2. Process according to Claim 1, characterised in that the condensation is carried out at 70 to 110°C.
3. Process according to Claim 1 or 2, characterised in that the condensation is carried out in the presence of at least one inert aromatic hydrocarbon as the solvent . ·
4. Process according to Claim 3, characterised in that at least one xylene is used as the solvent.
5. Process according to one of Claims 1 to 4, characterised in that the two starting materials are condensed with one another 'in a molar ratio of 1:0.05 to 1:0.15.
6. Process accordin to one of Claims 1 to 5, characterised in that a tetrakis-(hydroxy-methyl)-phosphonium salt or tetrakis-(hydroxy-methyl)-phosphonium hydroxide is used.
7. Process according to Claim 6, characterised in that a tetrakis-(hydroxymethyl)~phosphonium salt is usedo
8. Process according to Claim 7, characterised in that a • - . . . . · . ( 40239/5* "I - - , - -I tetrakis-(hydroxymethyl)-phosphonium halide is used.
9. * Process according to Claim 8, characterised in that tetrakis-(hydroxymethyl)^phOsphonium chloride is used.
10. Process according to one of Claims 1 to 9, characterised in that condensation is carried out i the absence of formaldehyde or a formaldehyde-releasing agent. 1Ϊ.. '■ Process according to one of Claims 1 to 10, characterised in that after completion of the reaction the salts of the condensation products are converted into the corresponding hydroxides. 12, The condensation products obtainable according to the process of one of Claims 1 to
11. ' ·.. ··. 13. Process for flameproofing organic fibre materials, characterised in that an aqueous preparation is applied- •to these materials' which contains at -least 1) a water-soluble, condensation product of a hydroxyraethyl-phosphonium compound and triglycidylisocyanurate. which is obtained by condensing .mol of a tetra. s-(hydroxymethyl)-phosphonium compound with 0.02 to 0.5 mol of triglycidylisocyanurate at 40 to 120°C, optionally in the presence of formaldehyde or a formaldehye- releasing agent and optionally in the presence of an inert organic solvent and optionally subsequently continuing the condensation at temperatures of 100 -to 150°:C and, if appropriate, etherifying free hydroxyl groups at least partially with at ' least one alkanol with 1 to 4 carbon atoms, and 2) a poly-functional epoxide having atf least tvo epoxide groups which derived from polyhyAric phenols or a polyalkylene-polynmine, an aminoplast-forming a^ent or an aminoplast pre-condensate and finishing the materials treated in this way in accordance, with the wet batch, moist .batch, ... ammonia or thermofixing process. - 14. Process according to Claim 13, characterised in that the treated materials are dried and subjected to a heat treatment, 15. Process according to Claim 14, characterised in. hat v/hen manufacturing the component (1) the condensation is carried out at 70 to 110°C. 16. Process according to Claim 14 or 15, characterised in that v/hen manufacturing the component (l) the condensation is carried out in the presence of at least one inert aromatic hydrocarbon as the. solvent* 17. Process according to Claim 16, characterised in that v/hen manufacturing the component (1) at least one xylene is used as the solvent. . 18. Process according to one of Claims 1 to 17, characterised in that when manufacturing the component;' (l) the two starting materials are condensed with one another in a molar ratio of 1:0.05 to 1:0,15* .19. Process according to one of Claims 34 to 18, characterised in that v/hen manufacturing the component (1) a tetrakis-(hydroxymethyl)-phosphonium salt or tetrakis~ (hydroxymethyl)-phosphonium hydroxide is used. 20. Process according to Claim 19, characterised in that v/hen manufacturing the component (1) a tetrakis-(hydroxymethyl) phosphonium salt is used. 21. Process according to Claim 20, characterised in that when manufacturing the component (l) a tetrakis-(hydroxymethyl) phosphonium halide is usede ' 40239/2. 22. Process according to Claim 21, characterised in that when manufacturing the component (1) te r kis- (hydr'oxyraethyl) phosphonium chloride is used. , . . 23. Process according to one of Claims 14 to 22, characterised in that when manufacturing the component (1),. the condensatio is carried out in the absence of..formaldehyde or a formaldehyde-releasing agent. 24. Process according to one of Claims 14 to 23 , characterised in. that when manufacturing the component (1), after completion of the reaction, the salts of. the condensation products are converted into the corresponding hydroxides. 2.5. Process according to Claim 14, characterised in that a polyalkylenepoiyamine ' is used as the component (2). 26. Process according to Claim 25, characterised in that an aminoplast-forming agent or an aminoplast precondensate is used as the component (2). 27. Process according to Claim 26, characterised in that . a methylolurea or a methylolmelamine is used as the component (2). 28. Process according to one of Claims 14 to 27, characterised in that fibre material of polyamides, cellulose, cellulose-polyester or' polyester is flameproofed. ' 29. Process according to Claim 8^ characterised in that ' fabrics of wool. or polyester or above all mixed fabrics of polyester-cellulose are flameproofed.- . · 30. Process according to one of Claims 13 to 29, characterised in that the fibre material is dried. t temperatures of up to 100°C and subjected to a heat treatment at · 40239/2 above 100°C. 31. The organic fibre materials provided with a flameproof finish by the process according to one of Claims 13 to 30. 32. The aqueous preparations for carrying out the process according to one of Claims 13 to 19. For l£e\Applicants, PC/GW
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH52272A CH547906B (en) | 1972-01-14 | 1972-01-14 | USE OF WATER-SOLUBLE, PHOSPHORUS CONTAINING CONDENSATION PRODUCTS TOGETHER WITH POLYFUNCTIONAL COMPOUNDS FOR FLAME RETAINING TEXTILE MATERIALS. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL40239A0 IL40239A0 (en) | 1972-10-29 |
| IL40239A true IL40239A (en) | 1976-02-29 |
Family
ID=4188925
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL40239A IL40239A (en) | 1972-01-14 | 1972-08-29 | The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS4880897A (en) |
| AR (1) | AR202782A1 (en) |
| BR (1) | BR7206200D0 (en) |
| CS (1) | CS158745B2 (en) |
| IL (1) | IL40239A (en) |
| IT (1) | IT965269B (en) |
| SU (1) | SU518150A3 (en) |
| ZA (1) | ZA725955B (en) |
-
1972
- 1972-07-06 BR BR620072A patent/BR7206200D0/en unknown
- 1972-08-29 IL IL40239A patent/IL40239A/en unknown
- 1972-08-30 ZA ZA725955A patent/ZA725955B/en unknown
- 1972-09-06 SU SU1827458A patent/SU518150A3/en active
- 1972-09-08 AR AR24398772A patent/AR202782A1/en active
- 1972-09-08 IT IT5262772A patent/IT965269B/en active
- 1972-09-08 CS CS618372A patent/CS158745B2/cs unknown
- 1972-09-09 JP JP9005372A patent/JPS4880897A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IT965269B (en) | 1974-01-31 |
| AR202782A1 (en) | 1975-07-24 |
| CS158745B2 (en) | 1974-11-25 |
| IL40239A0 (en) | 1972-10-29 |
| BR7206200D0 (en) | 1973-09-25 |
| ZA725955B (en) | 1973-06-27 |
| JPS4880897A (en) | 1973-10-29 |
| SU518150A3 (en) | 1976-06-15 |
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