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Phosphoric esters and process for preparing same

Assignee: Kao Corp
•
Filing: 1986-06-26
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Granted: 1988-04-26
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Expires: 2006-06-26
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Abstract

Abstract Novel phosphoric esters of the general formula ##STR1## in which X represents a halogen, R 1 represents a linear or branched alkyl, fluoroalkyl or alkenyl group having from 1 to 36 carbon atoms, or a phenyl group substituted with a linear or branched alkyl group having from 1 to 15 carbon atoms, R 2 represents an alkylene group having 2 or 3 carbon atoms, n is a value of from 0 to 30, and M represents a hydrogen atom, alkali metal, alkaline earth metal, ammonium, or an alkylamine or alkanolamine salt are prepared by reacting a salt of a phosphoric monoester of the general formula (II) ##STR2## in which R 1 , R 2 and n have, respectively, the same meanings as defined above, and M 1 represents an alkali metal, with an epihalohydrin of the general formula (III) ##STR3## in which X has the same meaning as defined above, and optionally, converting the resulting product into a free acid or a different salt. The phosphoric esters are reacted with a trialkylamine to readily obtain phospholipid simulants having a quaternary ammonium salt in a molecule thereof. When an alkali is acted on the phosphoric esters, the dehydrohalogenation reaction takes place and the esters are converted into a phosphoric ester having a polymerizable group.

Inventors

  • 👤 Junya Watatsuki
  • 👤 Tohru Katoh
  • 👤 Tomihiro Kurosaki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 20:55
CPC Classifications
C; C11; C11D; C11D3/00; C11D3/16; C11D3/36; C11D3/367; A; A61; A61K; A61K9/00; A61K9/10; A61K9/127; A61K9/1271; A61K9/1272; A61K9/1273; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/091; C08; C08F; C08F30/00; C08F30/02

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 92 words
A phosphoric ester of the general formula (I) ##STR14## in which X represents a halogen, R 1 represents a linear or branched alkyl, fluoroalkyl or alkenyl group having from 1 to 36 carbon atoms, or a phenyl group substituted with a linear or branched alkyl group having from 1 to 15 carbon atoms, R 2 represents an alkylene group having 2 or 3 carbon atoms, n is a value of from 0 to 30, and M represents a hydrogen atom, alkali metal, alkaline earth metal, ammonium, or an alkylamine or alkanolamine salt.
Claim 2
Dependent Claim 92 words
A phosphoric ester of the general formula (I) ##STR14## in which X represents a halogen, R 1 represents a linear or branched alkyl, fluoroalkyl or alkenyl group having from 1 to 36 carbon atoms, or a phenyl group substituted with a linear or branched alkyl group having from 1 to 15 carbon atoms, R 2 represents an alkylene group having 2 or 3 carbon atoms, n is a value of from 0 to 30, and M represents a hydrogen atom, alkali metal, alkaline earth metal, ammonium, or an alkylamine or alkanolamine salt.
Claim 3
Dependent Claim 182 words
A process for preparing a phosphoric ester of the general formula (I) ##STR15## in which X represents a halogen, R 1 represents a linear or branched alkyl, fluoralkyl or alkenyl group having from 1 to 36 carbon atoms, or a phenyl group substituted with a linear or branched alkyl group having from 1 to 15 carbon atoms, R 2 represents an alkylene group having 2 or 3 carhbon atoms, n is a value of from 0 to 30, and M represents a hydrogen atom, alkali metal, alkaline earth metal, ammonium, or an alkylamine or alkanolamine salt, which comprises reacting a salt of a phosphoric monoester of the general formula (II) ##STR16## in which R 1 , R 2 and n have, respectively, the same meanings as defined above, and M 1 represents an alkali metal, with an epihalohydrin of the general formula (III) ##STR17## in which X has the same meaning as defined above, wherein said reacting is carried out at a temperature of from 30° to 100° C. and the molar ratio of the phosphoric monoester to the epihalohydrin is 1:(3-50).
Claim 4
Dependent Claim 182 words
A process for preparing a phosphoric ester of the general formula (I) ##STR15## in which X represents a halogen, R 1 represents a linear or branched alkyl, fluoralkyl or alkenyl group having from 1 to 36 carbon atoms, or a phenyl group substituted with a linear or branched alkyl group having from 1 to 15 carbon atoms, R 2 represents an alkylene group having 2 or 3 carhbon atoms, n is a value of from 0 to 30, and M represents a hydrogen atom, alkali metal, alkaline earth metal, ammonium, or an alkylamine or alkanolamine salt, which comprises reacting a salt of a phosphoric monoester of the general formula (II) ##STR16## in which R 1 , R 2 and n have, respectively, the same meanings as defined above, and M 1 represents an alkali metal, with an epihalohydrin of the general formula (III) ##STR17## in which X has the same meaning as defined above, wherein said reacting is carried out at a temperature of from 30° to 100° C. and the molar ratio of the phosphoric monoester to the epihalohydrin is 1:(3-50).
Claim 5
Dependent Claim 20 words
A process according to claim 2, which further comprises converting the product into a free acid or a different salt.

References Cited (Backward Citations)

US3070620A Cited
US4215064A Cited
US4283542A Cited
US4623743A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-04-26 1991-10-26 1992-04-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-04-26 1995-10-26 1996-04-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-04-26 1999-10-26 2000-04-26 $7700.00 Window Closed / Lapsed

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