GB1100283A - Improved plasticising and fire-proofing compositions comprising halo-alkyl phosphoric acid esters - Google Patents
Improved plasticising and fire-proofing compositions comprising halo-alkyl phosphoric acid estersInfo
- Publication number
- GB1100283A GB1100283A GB2096264A GB2096264A GB1100283A GB 1100283 A GB1100283 A GB 1100283A GB 2096264 A GB2096264 A GB 2096264A GB 2096264 A GB2096264 A GB 2096264A GB 1100283 A GB1100283 A GB 1100283A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphoric acid
- halogen
- substituted alkyl
- reaction mixture
- mono
- 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
- 239000000203 mixture Substances 0.000 title abstract 9
- 238000004079 fireproofing Methods 0.000 title abstract 2
- -1 halo-alkyl phosphoric acid esters Chemical class 0.000 title 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 8
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 6
- 239000011541 reaction mixture Substances 0.000 abstract 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 229910019213 POCl3 Inorganic materials 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 150000003014 phosphoric acid esters Chemical class 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical group CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 238000007664 blowing Methods 0.000 abstract 1
- 229920002301 cellulose acetate Polymers 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 238000002845 discoloration Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 abstract 1
- 239000004926 polymethyl methacrylate Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Fireproofing Substances (AREA)
Abstract
Polymethyl methacrylate or cellulose acetate contains, as a plasticizing and fire-proofing composition, a composition comprising a preponderance, i.e. at least 70% by wt., of a mixture of a mono-(halogen-substituted alkyl) phosphoric acid and a di-(halogen-substituted alkyl) phosphoric acid prepared by heating POCl3 with a tri-(halogen-substituted alkyl) phosphoric acid ester to produce a reaction mixture, adding water to the reaction mixture in a substantially stoichiometric proportion and removing the HCl formed (see Division C2). A specified composition contains the mono- and di-basic acids (ClC2H4O)2PO(OH) and ClC2H4OPO (OH)2.ALSO:A composition comprising a preponderance, i.e. at least 70% by weight, of a mixture of a mon-(halogen-substituted alkyl) phosphoric acid and a di-(halogen-substituted alkyl) phosphoric acid is obtained by heating phosphorus oxychloride with a tri-(halogen-substituted alkyl) phosphoric acid ester to produce a reaction mixture, adding water to the reaction mixture in a substatially stoichiometric proportion to hydrolyse acid chloride groups present and removing the HCl so formed. The first stage of the reaction is generally effected at 90-100 DEG C. and the reaction mixture at the end of the first stage contains at least 70% by weight of the mono- and di-acid chlorides. The hydrolysis is effected at a temperature not exceeding 70 DEG C. and the hydrogen chloride is then suitably removed by blowing nitrogen through the mixture at 90-100 DEG C. The ratio of the mono- and di-acids in the final composition is suitably 2:1 to 1:2 by weight. An example of the phosphate starting material is tri-(2-chloroethyl) phosphate. The stoichiometric amount of water required is 3 mols. per mol. of POCl3 used and the product may be treated with H2O2 to lessen the discoloration.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2096264A GB1100283A (en) | 1964-05-21 | 1964-05-21 | Improved plasticising and fire-proofing compositions comprising halo-alkyl phosphoric acid esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2096264A GB1100283A (en) | 1964-05-21 | 1964-05-21 | Improved plasticising and fire-proofing compositions comprising halo-alkyl phosphoric acid esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1100283A true GB1100283A (en) | 1968-01-24 |
Family
ID=10154780
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2096264A Expired GB1100283A (en) | 1964-05-21 | 1964-05-21 | Improved plasticising and fire-proofing compositions comprising halo-alkyl phosphoric acid esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1100283A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2138825A (en) * | 1983-03-31 | 1984-10-31 | Roehm Gmbh | Flame-resistant polymethylmethacrylate moulding material |
-
1964
- 1964-05-21 GB GB2096264A patent/GB1100283A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2138825A (en) * | 1983-03-31 | 1984-10-31 | Roehm Gmbh | Flame-resistant polymethylmethacrylate moulding material |
| US4585818A (en) * | 1983-03-31 | 1986-04-29 | Rohm Gmbh | Flame retardant polymethyl methacrylate molding compound |
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