IL40242A - 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
- IL40242A IL40242A IL40242A IL4024272A IL40242A IL 40242 A IL40242 A IL 40242A IL 40242 A IL40242 A IL 40242A IL 4024272 A IL4024272 A IL 4024272A IL 40242 A IL40242 A IL 40242A
- Authority
- IL
- Israel
- Prior art keywords
- process according
- manufacture
- tetrakis
- hydroxymethyl
- phosphonium
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 13
- 239000007859 condensation product Substances 0.000 title claims 6
- 239000003795 chemical substances by application Substances 0.000 title claims 4
- 229910052698 phosphorus Inorganic materials 0.000 title claims 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 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
- 125000004432 carbon atom Chemical group C* 0.000 claims 10
- 239000000463 material Substances 0.000 claims 7
- -1 tetrakis-(hydroxymethyl)-phosphonium compound Chemical class 0.000 claims 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 6
- 150000001408 amides Chemical class 0.000 claims 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 6
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 238000009833 condensation Methods 0.000 claims 4
- 230000005494 condensation Effects 0.000 claims 4
- 239000000835 fiber Substances 0.000 claims 4
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- 229920000728 polyester Polymers 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- YTVQIZRDLKWECQ-UHFFFAOYSA-N 2-benzoylcyclohexan-1-one Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1=O YTVQIZRDLKWECQ-UHFFFAOYSA-N 0.000 claims 2
- 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
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- 229920002678 cellulose Polymers 0.000 claims 2
- 239000001913 cellulose Substances 0.000 claims 2
- 150000002118 epoxides Chemical class 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
- 238000002360 preparation method Methods 0.000 claims 2
- 239000007858 starting material Substances 0.000 claims 2
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical class OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 claims 2
- 239000008096 xylene Substances 0.000 claims 2
- 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
- 229920003180 amino resin Polymers 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 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
- 229920001281 polyalkylene Polymers 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (1)
1. WHAT WE CLAIM IS: 1. Process for the manufacture of water-soluble condensation products from hydroxymethyl-phosphonium compounds and amides or carbamates, characterised . in that 1 mol of a tetrakis-(hydroxymethyl)-phosphonium compound is condensed with 0,02 to 1 mol of an optionally methylolated compound of the formula R - C0NH2 v/herein R denotes alkoxy with 1 to 4 carbon atoms, hydroxy-alkoxy with 2 to 4 carbon atoms, aminocarbonyl or a radical of the formula (H2N - CO - CH2CH2)2 - Z - CH2CH2 - 0 wherein Z represents ^N-, P- or P, at 40 to 120 C, optionally in the presence of formaldehyde or a formaldehyde-donating agent and optionally in the presence of an inert organic solvent, optionally subsequently further condensed at temperatures of 100 to 150°C, and if appropriate free hydroxyl groups are at least partially etherified with at least one alkanol with 1 to 4 carbon atoms, 2. Process according to Claim 1, characterised in that the condensation is carried out at 0 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 1:0,1 to 1:0.'6. 6. Process according to one of Claims 1 to 5, character-ised in that a tetrakis-(hydroxyiriethyl)-phosphonium salt or tetrakis-(hydroxymethyl)-phosphonium hydroxide is used. . 7. Process according to Claim 6, characterised in that a tetrakis-(hydroxymethyl)-phosphonium salt is used. 8. Process according to Claim 7, characterised in that a tetrakis-(hydroxymethyl)-phosphonium halide is used. 9. Process according to Claim 8, characterised in that a tetrakis-(hydroxymethyl)-phosphonium chloride is used. 10. Process according to one of Claims 1 to 4, characterised in that, as the amide or carbamate, a compound of the formula R1 - C0 H2 is used, wherein R^ denotes alkoxy with 1 to 4 carbon atoms, hydroxyalkoxy with 2 to 4 carbon atoms or aminocarbonyl. 11. Process according to Claim 10, characterised in that, as the amide or carbamate, a compound of the formula R2 - C0 H2 is used, wherein R2 denotes methoxy,. ethoxy, 2-hydroxyethoxy or aminocarbonyl. 12. Process according to one of Claims 1 to 11, characterised in that after completion of- the reaction the salts of the condensation products are converted into the corresponding hydroxides, 13. The condensation products obtainable according to 40242/2 r the process of one of Claims 1 to 12. 14. Process for flameproofing organic fibre materials, characterised in that to these materials is applied an aqueous preparation which contains at least l) a water-soluble condensation product of a hydroxymethyl-phosphonium compound and an amide or carbamate, which is obtained by condensing 1 mol of a tetrakis-(hydroxymethyl)-phosphonium compound with 0.02 to 1 mol of ah optionally methylolated compound of the formula R - C0 H2 wherein R denotes alkoxy with 1 to 4 carbon atoms, hydroxyalkoxy with 2 to 4 carbon atoms , aminocarbonyl or a radical of the formula (H2N - CO - CH2CH2)2-Z - CH2CH2 - Q wherein Z represents^-, _ P- or ^ > at .40 to 120°C, optionally in the presence of formaldehyde or a formaldehyde-donating agent and optionally in the presence of an inert organic solvent, optionally subsequently further condensing at temperatures of 100 to 150°C and, if appropriate, etherify ng free hydroxyl groups at least partially with at least one alkariol with 1 to 4 carbon atoms, and 2) a polyfunctional epoxide having at least two epoxide groups which are derived from polyhydric phenols or a polyalkylene olyamine , an amino- plast-forming agent or an aminoplast precondensate t _ > . and that the materials treated in this way are finished by the- we-t-batch, moist batch, ammonia or thermofixing process. 15. Process according to Claim 14, characterised in -tha the treated material are dried and subjected to a heat treatment. 16. Process according to Claim 35, characterised in that i the manufacture of the component (l) the condensation is carried out at 70 to 110°C. 17. Process according to Claim 15 or 16, characterised in that in the manufacture of the component (l) the condensation is carried out in the presence of at least one inert aromatic hydrocarbon as the solvent, 18, Process according to Claim 17, characterised in that in the manufacture of the component (1) at least one xylene is used as the solvent, 19J Process according to one of Claims 15 to 18, characterised in that in the manufacture of the component (l) the two starting materials are condensed with one another in a molar ratio of 1:0.1 to 1:0.6. 20. Process according to one of Claims 15 to 19, characterised in that in the manufacture of the component (l) a tetrakis-(hydroxymethyl)-phosphonium salt or tetrakis-(hydroxy-meth l)-phosphonium hydroxide is used. 21. Process according to Claim 20, characterised in that^ in the manufacture of the component (l) a tetrakis-(hydroxy-methyl)-phospho.nium salt is used, 22. Process according to Claim 21, characterised in that in the manufacture of the component (1) a tetrakis-(hydroxymethyl)-phosphonium halide is used.. 23. Process according to Claim 2, characterised in that in the manufacture of the component (1) tetrakis-(hydroxymethyl)-phosphonium chloride is used. 2;4. Process according to one of Claims 1 to 17, characterised in that in the manufacture of the component (l) a compound of the formula 40242/2 R - C0NH2 wherein R-^ denotes alkoxy with 1 to 4 carbon atoms, hydroxy- alkoxy with 2 to 4 carbon atoms or aminocarbonyl, is used as the amide or carbamate* 25. Process according to Claim 24, characterised in that in the manufacture of the component (1) a compound of the formula · 2 - C0NH2 wherein 2 denotes methoxy, ethoxy, 2-hydroxyethyl or aminocarbonyl, is used as the amide or carbamate, 26. Process according to one of Claims 15 to 25, characterised in that in the manufacture of the component (l) the salts of the condensation products are converted, after completion of the reaction, into the corresponding hydroxides. 2?, Process according to Claim Z&, characterised in thai; . a methyiolurea or . methylolmelamine is used as the componen (2). :2¾. Process according to one of Claims.15 to 26, characterised in that fibre material of polyamides, cellulose, cellulose-polyester or. polyester is flameproofed. Process according to Claim .28, characterised in that fabrics of wool or polyester or mixed fabrics. of polyester-cellulose are rendered flameproof. 40242/2 30· Process according to one of Claims 14 to 29» characterized in that the fibre material is dried at temperatures of up to 100°C and is subjected to a heat treatment above 100°C. 31. 3!he organic fibre materials provided with a flameproof finish by the process according to one of Claims 14 to 30, 32. The aqueous preparations used to carry out the process according to one of Claims 14 to 30.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH52072A CH547905B (en) | 1972-01-14 | 1972-01-14 | USE OF HYDRO-SOLUBLE, PHOSPHORUS CONTAINING CONDENSATION PRODUCTS TOGETHER WITH POLY FUNCTIONAL COMPOUNDS FOR THE FLAME RESISTANCE OF TEXTILE MATERIALS MADE FROM WOOL AND POLYESTER AND FIBER BLENDS MADE FROM POLYESTER CELLULOSE. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL40242A0 IL40242A0 (en) | 1972-10-29 |
| IL40242A true IL40242A (en) | 1976-06-30 |
Family
ID=4188877
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL40242A IL40242A (en) | 1972-01-14 | 1972-08-29 | The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS4880895A (en) |
| AR (1) | AR195975A1 (en) |
| BR (1) | BR7206216D0 (en) |
| CS (1) | CS158743B2 (en) |
| IL (1) | IL40242A (en) |
| IT (1) | IT965271B (en) |
| ZA (1) | ZA725953B (en) |
-
1972
- 1972-08-29 IL IL40242A patent/IL40242A/en unknown
- 1972-08-30 ZA ZA725953A patent/ZA725953B/en unknown
- 1972-09-06 BR BR621672A patent/BR7206216D0/en unknown
- 1972-09-08 AR AR24398572A patent/AR195975A1/en active
- 1972-09-08 CS CS618172A patent/CS158743B2/cs unknown
- 1972-09-08 IT IT5262572A patent/IT965271B/en active
- 1972-09-09 JP JP9005172A patent/JPS4880895A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| AR195975A1 (en) | 1973-11-23 |
| BR7206216D0 (en) | 1973-09-13 |
| IT965271B (en) | 1974-01-31 |
| CS158743B2 (en) | 1974-11-25 |
| JPS4880895A (en) | 1973-10-29 |
| ZA725953B (en) | 1973-06-27 |
| IL40242A0 (en) | 1972-10-29 |
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