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US4613661A Expired / Lapsed US ⏱️ 0.0 years remaining

Epoxy phosphate compositions

Assignee: Dow Chemical Co
•
Filing: 1985-05-28
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Granted: 1986-09-23
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Expires: 2005-05-28
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Abstract

Abstract A process for preparing a phosphate ester which contains at least one terminal epoxide moiety, the process comprising contacting under reaction conditions, optionally in the presence of water, at least one phosphoric acid ester with an amount of an epoxide having an epoxy equivalent greater than one. The product compositions can be cured by standard epoxide curing agents to provide protective coatings having intumescent properties.

Inventors

  • 👤 Horst G. Langer
  • 👤 Thomas P. Brady
  • 👤 Marsha A. Paul
  • 👤 George A. Doorakian

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 14:38
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/14; C08G59/1433; C08G59/1488; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/655; C07F9/65502; C08G59/18; C08G59/20; C08G59/22; C08G59/30; C08G59/304; C09; C09D; C09D5/00; C09D5/18; C09D5/185

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 159 words
A process for preparing a phosphate ester which contains at least one terminal epoxide moiety, the process comprising contacting under reaction conditions, optionally in the presence of water, at least one phosphoric acid ester with an amount of an epoxide having an epoxy equivalent greater than one, said amount being sufficient to substantially neutralize the phosphoric acid functionality of the phosphoric acid ester, the contacting being such that there is formed a composition comprising a phosphate ester containing terminal epoxide functionality and corresponding to the formula: ##STR9## wherein R' is a glycidyl ether of the general formula: ##STR10## wherein R is a difunctional remnant of a dihydroxy compound formed by removal of the hydroxyl groups thereof; R" is a group as defined by R"' or R'; R"' is an organic group of up to about 20 carbons; and n is a positive number less than about 20 and is equal to the number of repeating units in the compound.
Claim 2
Dependent Claim 159 words
A process for preparing a phosphate ester which contains at least one terminal epoxide moiety, the process comprising contacting under reaction conditions, optionally in the presence of water, at least one phosphoric acid ester with an amount of an epoxide having an epoxy equivalent greater than one, said amount being sufficient to substantially neutralize the phosphoric acid functionality of the phosphoric acid ester, the contacting being such that there is formed a composition comprising a phosphate ester containing terminal epoxide functionality and corresponding to the formula: ##STR9## wherein R' is a glycidyl ether of the general formula: ##STR10## wherein R is a difunctional remnant of a dihydroxy compound formed by removal of the hydroxyl groups thereof; R" is a group as defined by R"' or R'; R"' is an organic group of up to about 20 carbons; and n is a positive number less than about 20 and is equal to the number of repeating units in the compound.
Claim 3
Dependent Claim 110 words
A process for preparing a phosphate ester which contains at least one terminal epoxide moiety, the process comprising: (1) forming an organic-soluble pyrophosphate diester corresponding to the formula: ##STR11## wherein R a is an organic group of up to about carbon atoms, in an organic solvent; (2) contacting the organic-soluble pyrophosphate diester with from about 1 to about 16 moles of water per mole of pyrophosphate diester to form the corresponding phosphoric acid monoesters; and (3) contacting at least one phosphoric acid ester of step (2) with an amount of an epoxy having an epoxy equivalent greater than one, said amount being sufficient to substantially neutralize the phosphoric acid functionality.
Claim 4
Dependent Claim 110 words
A process for preparing a phosphate ester which contains at least one terminal epoxide moiety, the process comprising: (1) forming an organic-soluble pyrophosphate diester corresponding to the formula: ##STR11## wherein R a is an organic group of up to about carbon atoms, in an organic solvent; (2) contacting the organic-soluble pyrophosphate diester with from about 1 to about 16 moles of water per mole of pyrophosphate diester to form the corresponding phosphoric acid monoesters; and (3) contacting at least one phosphoric acid ester of step (2) with an amount of an epoxy having an epoxy equivalent greater than one, said amount being sufficient to substantially neutralize the phosphoric acid functionality.
Claim 5
Dependent Claim 95 words
A process according to claim 2 for preparing a composition comprising a phosphate ester containing terminal epoxide functionality corresponding to the formula: ##STR12## wherein R' is a glycidyl ether of the general formula ##STR13## wherein R is a difunctional remnant of a dihydroxy compound formed by removal of the hydroxyl groups thereof; R" is a group as defined by R"' or R'; R"' is an organic group of up to about 20 carbons; and n is a positive number less than about 20 and is equal to the number of repeating units in the compound.
Claim 6
Dependent Claim 12 words
A process according to claim 3 wherein R"' is alkyl or alkoxyalkyl.
Claim 7
Dependent Claim 11 words
A process according to claim 3 wherein R"' is 2-n-butoxy ethyl.
Claim 8
Dependent Claim 22 words
A process according to claim 2 wherein in step (2) the molar ratio of diester:water is from about 1:2 to about 1:12.
Claim 9
Dependent Claim 22 words
A process according to claim 6 wherein in step (2) the molar ratio of diester:water is from about 1:4 to about 1:10.
Claim 10
Dependent Claim 26 words
A process according to claim 2 wherein in step (3) the equivalent ratio of epoxy equivalent to acid equivalent is from about 4:1 to about 20:1.
Claim 11
Dependent Claim 26 words
A process according to claim 8 wherein in step (3) the equivalent ratio of epoxy equivalent to acid equivalent is from about 6:1 to about 12:1.
Claim 12
Dependent Claim 18 words
A process according to claim 2 wherein in step (3) the reaction is conducted at an elevated temperature.
Claim 13
Dependent Claim 24 words
A process according to claim 10 wherein in step (3) the reaction is conducted at an elevated temperature of up to about 80° C.
Claim 14
Dependent Claim 19 words
A process according to claim 2 wherein in step (2) the addition temperature is about ambient temperature or lower.
Claim 15
Dependent Claim 10 words
A composition prepared according to the process of claim 2.
Claim 16
Dependent Claim 89 words
A composition of matter comprising a phosphate ester containing terminal epoxide functionality corresponding to the formula: ##STR14## wherein R' is a glycidyl ether of the general formula ##STR15## wherein R is a difunctional remnant of a dihydroxy compound formed by removal of the hydroxyl groups thereof; R" is a group as defined by R"' or R'; R"' is an organic group of up to about 20 carbons; and n is a positive number less than about 20 and is equal to the number of repeating units in the compound.
Claim 17
Dependent Claim 89 words
A composition of matter comprising a phosphate ester containing terminal epoxide functionality corresponding to the formula: ##STR14## wherein R' is a glycidyl ether of the general formula ##STR15## wherein R is a difunctional remnant of a dihydroxy compound formed by removal of the hydroxyl groups thereof; R" is a group as defined by R"' or R'; R"' is an organic group of up to about 20 carbons; and n is a positive number less than about 20 and is equal to the number of repeating units in the compound.
Claim 18
Dependent Claim 21 words
A composition according to claim 14 further characterized as comprising from about 0.5 percent to about 2.6 percent phosphorus by weight.
Claim 19
Dependent Claim 21 words
A composition according to claim 15 wherein the phosphorus content is from 0.75 percent to about 1.5 percent phosphorus by weight.
Claim 20
Dependent Claim 23 words
A composition according to claim 14 further characterized by possessing an epoxide content from about 5 percent to about 20 percent by weight.
Claim 21
Dependent Claim 36 words
A composition according to claim 17 characterized in that the epoxide content after storage at 30° C. for 30 days in the presence of air is from about 4.5 percent to about 18 percent by weight.
Claim 22
Dependent Claim 12 words
A composition according to claim 14 wherein R"' is alkyl or alkoxyalkyl.
Claim 23
Dependent Claim 10 words
A composition according to claim 14 wherein R"' is 2-n-butoxyethyl.
Claim 24
Dependent Claim 16 words
A coating composition having intumescent properties prepared using a composition of matter according to claim 14.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-09-22 1990-03-24 1990-09-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-09-22 1994-03-24 1994-09-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-09-22 1998-03-24 1998-09-23 $7700.00 Window Closed / Lapsed

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