EP0025720A1
Expired / Lapsed
EP
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Process for the manufacture of mixed phosphoric acid ester compositions and plasticised polymers containing them
Assignee: FMC Corp
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Filing: 1980-09-16
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Granted: —
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Expires: 2000-09-16
Abstract
Abstract Mixed phosphoric acid ester compositions are prepared by reacting at a low temperature in an anhydrous system, and in the presence of a catalytic amount of sodium, an ester of phosphoric acid having the formula: wherein R 1 may be the same or a different aromatic radical selected from the group consisting of phenyl and substituted phenyl radicals; with an aliphatic alcohol having the formula: wherein R 2 ist the same or a different aliphatic radical selected from the group consisting of alkyl and alkoxy I radicals. A transesterification mixture is obtained that contains a substantial amount of each of the compounds: wherein R 1 and R 2 are the radicals defined above The mixed phosphate acid ester composition may be separated from alcohols present in the transesterification mixture by distillation, and are useful plasticizers for polyvinyl chloride polymers.
Inventors
- 👤 Harry Hoyt Beacham
- 👤 Louis Thomas Gunkel
- 👤 James Paul Hamilton
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-05 07:23
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/12; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/52; C08K5/521
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
53 words
A mixed phosphoric acid ester composition characterized by a substantial amount of each of the compounds: wherein R 1 may be in the same or a different radical selected from phenyl and substituted phenyl radicals and R 2 may be the same or a different aliphatic radical selected from alkyl and alkoxy radicals.
Claim 2
Dependent Claim
53 words
A mixed phosphoric acid ester composition characterized by a substantial amount of each of the compounds: wherein R 1 may be in the same or a different radical selected from phenyl and substituted phenyl radicals and R 2 may be the same or a different aliphatic radical selected from alkyl and alkoxy radicals.
Claim 3
Dependent Claim
25 words
A composition as claimed in claim 1 characterized in that the -CH 2 CH 2 R 2 radical is n-decyl, isodecyl, butyl, ethoxybutoxy or 2-ethylhexyl.
Claim 4
Dependent Claim
29 words
A composition as claimed in claim 1 or 2 characterized in that R 1 may be the same or a different radical selected from phenyl and isopropyl phenyl radicals.
Claim 5
Dependent Claim
23 words
A composition as claimed in claim 2 characterized in that some of said isopropyl phenyl radicals are,monoisopropylphenyl radicals and others are diisopropylphenyl radicals.
Claim 6
Dependent Claim
24 words
A composition as claimed in claim 4 characterized in that the compounds having the formula: have an average molecular weight of 369 or 420.
Claim 7
Dependent Claim
26 words
A composition as claimed in claim 1 characterized in that R 1 may be the same or a different radical selected from tertiary-butyl-phenyl and phenyl radicals.
Claim 8
Dependent Claim
123 words
A process for the manufacture of a mixed phosphoric acid ester composition characterized by reacting in an anhydrous system, and in the presence of a catalytic amount of sodium, an ester of phosphoric acid having the formula: wherein R 1 may be the same or a different aromatic radical selected from phenyl and substituted phenyl radicals; with an aliphatic alcohol having the formula: wherein R 2 may be the same or a different aliphatic radical containing 2 to 16 carbon-atoms selected from alkyl and alkoxy radicals for a time sufficient to form a transesterification mixture containing a substantial amount of each of. the compounds: and separating said mixed phosphate acid ester composition from alcohols and phenols present in the transesterification mixture by distillation.
Claim 9
Dependent Claim
123 words
A process for the manufacture of a mixed phosphoric acid ester composition characterized by reacting in an anhydrous system, and in the presence of a catalytic amount of sodium, an ester of phosphoric acid having the formula: wherein R 1 may be the same or a different aromatic radical selected from phenyl and substituted phenyl radicals; with an aliphatic alcohol having the formula: wherein R 2 may be the same or a different aliphatic radical containing 2 to 16 carbon-atoms selected from alkyl and alkoxy radicals for a time sufficient to form a transesterification mixture containing a substantial amount of each of. the compounds: and separating said mixed phosphate acid ester composition from alcohols and phenols present in the transesterification mixture by distillation.
Claim 10
Dependent Claim
22 words
A process as claimed in claim 7 characterized in that the aliphatic alcohol reacted is n-decanol, iso-decanol, n-butanol, butoxyethanol, ethoxyethanol or 2-ethylhexanol.
Claim 11
Dependent Claim
28 words
A process as claimed in claim 7 or 8 characterized in that R 1 may be the same or a different radical selected from isopropylphenyl and phenyl radicals.
Claim 12
Dependent Claim
23 words
A process as claimed in claim 9 characterized in that some of the isopropylphenyl radicals are monoisopropvlphenyl radicals and others are diisopropylphenyl radicals.
Claim 13
Dependent Claim
29 words
A process as claimed in claim 9 or 10 characterized in that the ester of phosphoric acid having the formula: has an average molecular weight of 369 to 420.
Claim 14
Dependent Claim
28 words
A process as claimed in claim 7 or 8 characterized in that R 1 may be the same or a different radical selected from tertiary-butylphenyl and phenyl radicals.
Claim 15
Dependent Claim
40 words
A plasticized flexible resin material having improved heat stability and excellent low temperature flexibility characterized by a polyvinyl chloride polymer and a mixed phosphoric acid ester composition as claimed in any of claims 1 to 6 as the plasticizer therefor.
Claim 16
Dependent Claim
38 words
A plasticized flexible resin material as claimed in claim 13, in which the mixed phosphoric acid ester is present in an amount of from 30 to 150 parts by weight per 100 parts by weight of the polymer.
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