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US4086303A Expired / Lapsed US ⏱️ 0.0 years remaining

Copolycondensation products of β-haloalkyl phosphates and dialkyl phosphonates

Assignee: Akzo America Inc
•
Filing: 1977-07-05
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Granted: 1978-04-25
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Expires: 1997-07-05
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Abstract

Abstract Copolycondensation products of beta -haloalkyl phosphates and dialkyl phosphonates are useful fire retardant agents. The products are prepared by heating the starting materials at a temperature of about 110 DEG to 250 DEG C., preferably in the presence of a nucleophilic catalyst, until at least one mole of alkyl halide per mole of phosphonate is driven off. Preferred are copolycondensation products obtained by substantially complete removal of halogen as alkyl halide.

Inventors

  • 👤 Edward D. Weil

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 11:22
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4071; C07F9/4075; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/64; C08G18/6461; C08G79/00; C08G79/02; C08G79/04; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5317; C08K5/5333; C08L; C08L101/00; Y; Y10; Y10S; Y10S521/00; Y10S521/906

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 96 words
A copolycondensation product of a β-haloalkyl phosphate having from 2 to 4 carbon atoms in the alkyl moiety and a dialkyl phosphonate of the formula ##STR25## in which R' is alkyl of from 1 to 20 carbon atoms, alkenyl of from 3 to 20 carbon atoms, or phenyl optionally substituted with alkyl of from 1 to 4 carbon atoms and/or halogen, and R is alkyl of from 1 to 4 carbon atoms, said product being obtained by heating the phosphate with the dialkyl phosphonate until at least about one molar equivalent of alkyl halide is evolved.
Claim 2
Dependent Claim 96 words
A copolycondensation product of a β-haloalkyl phosphate having from 2 to 4 carbon atoms in the alkyl moiety and a dialkyl phosphonate of the formula ##STR25## in which R' is alkyl of from 1 to 20 carbon atoms, alkenyl of from 3 to 20 carbon atoms, or phenyl optionally substituted with alkyl of from 1 to 4 carbon atoms and/or halogen, and R is alkyl of from 1 to 4 carbon atoms, said product being obtained by heating the phosphate with the dialkyl phosphonate until at least about one molar equivalent of alkyl halide is evolved.
Claim 3
Dependent Claim 24 words
A copolycondensation product according to claim 1 in which the β-haloalkyl phosphate is a tris(β-haloalkyl) phosphate in which the halogen is chlorine or bromine.
Claim 4
Dependent Claim 13 words
A copolycondensation product according to claim 2 in which the tris(β-haloalkyl)phosphate is tris(2-chloroethyl)phosphate.
Claim 5
Dependent Claim 25 words
A copolycondensation product according to claim 1 in which, in the dialkyl phosphonate, R' is alkyl of from 1 to 4 carbon atoms or phenyl.
Claim 6
Dependent Claim 15 words
A copolycondensation product according to claim 4 in which the dialkyl phosphonate is dimethyl methylphosphonate.
Claim 7
Dependent Claim 22 words
The copolycondensation product according to claim 1 in which the dialkyl phosphonate is dimethyl methylphosphonate and the β-haloalkyl phosphate is tris(2-chloroethyl) phosphate.
Claim 8
Dependent Claim 20 words
A copolycondensation product according to claim 1 in which the heating takes place in the presence of a nucleophilic catalyst.
Claim 9
Dependent Claim 23 words
A copolycondensation product according to claim 7 in which heating is effected to a temperature of from about 110° to about 250° C.
Claim 10
Dependent Claim 99 words
A copolycondensation product of a tris(β-haloalkyl) phosphate having from 2 to 4 carbon atoms in each alkyl moiety and a dialkyl phosphonate of the formula ##STR26## in which R' is alkyl of from 1 to 20 carbon atoms, alkenyl of from 3 to 20 carbon atoms, or phenyl optionally substituted with alkyl of from 1 to 4 carbon atoms and/or halogen, and R is alkyl of from 1 to 4 carbon atoms, said product being obtained by heating the phosphate with at least 2 moles and less than about 3 moles of the dialkyl phosphonate per mole of phosphate.
Claim 11
Dependent Claim 99 words
A copolycondensation product of a tris(β-haloalkyl) phosphate having from 2 to 4 carbon atoms in each alkyl moiety and a dialkyl phosphonate of the formula ##STR26## in which R' is alkyl of from 1 to 20 carbon atoms, alkenyl of from 3 to 20 carbon atoms, or phenyl optionally substituted with alkyl of from 1 to 4 carbon atoms and/or halogen, and R is alkyl of from 1 to 4 carbon atoms, said product being obtained by heating the phosphate with at least 2 moles and less than about 3 moles of the dialkyl phosphonate per mole of phosphate.
Claim 12
Dependent Claim 19 words
A copolycondensation product according to claim 9 in which the heating takes place in the presence of nucleophilic catalyst.
Claim 13
Dependent Claim 25 words
A copolycondensation product according to claim 10 in which, in the dialkyl phosphonate, R' is alkyl of from 1 to 4 carbon atoms or phenyl.
Claim 14
Dependent Claim 15 words
A copolycondensation product according to claim 10, in which the dialkyl phosphonate is dimethyl methylphosphonate.
Claim 15
Dependent Claim 15 words
A copolycondensation product according to claim 10, in which the tris(β-haloalkyl) phosphate is tris(2-chloroethyl) phosphate.
Claim 16
Dependent Claim 22 words
A copolycondensation product according to claim 10 in which the tris(β-haloalkyl) phosphate is tris(2-chloroethyl) phosphate and the dialkyl phosphonate is dimethyl methylphosphonate.
Claim 17
Dependent Claim 24 words
A copolycondensation product according to claim 14 in which the heating is done at a temperature of from about 110° to about 250° C.
Claim 18
Dependent Claim 119 words
A copolycondensation product of a tris(β-haloalkyl) phosphate and a dialkyl phosphonate consisting essentially of a polymer having repeating units of the structure ##STR27## in which Q is alkylene of from 2 to 4 carbon atoms, R is alkyl of from 1 to 4 carbon atoms and R' is alkyl of from 1 to 20 carbon atoms, alkenyl of from 3 to 20 carbon atoms, or phenyl optionally substituted with alkyl of from 1 to 4 carbon atoms, said copolycondensation product obtained by heating a tris(β-haloalkyl) phosphate of the formula (XQO).sub.3 P═O in which X is halogen with a dialkyl phosphonate of the formula ##STR28## in the ratio of about 2 moles of dialkyl phosphonate per mole of tris(β-haloalkyl) phosphate.
Claim 19
Dependent Claim 119 words
A copolycondensation product of a tris(β-haloalkyl) phosphate and a dialkyl phosphonate consisting essentially of a polymer having repeating units of the structure ##STR27## in which Q is alkylene of from 2 to 4 carbon atoms, R is alkyl of from 1 to 4 carbon atoms and R' is alkyl of from 1 to 20 carbon atoms, alkenyl of from 3 to 20 carbon atoms, or phenyl optionally substituted with alkyl of from 1 to 4 carbon atoms, said copolycondensation product obtained by heating a tris(β-haloalkyl) phosphate of the formula (XQO).sub.3 P═O in which X is halogen with a dialkyl phosphonate of the formula ##STR28## in the ratio of about 2 moles of dialkyl phosphonate per mole of tris(β-haloalkyl) phosphate.
Claim 20
Dependent Claim 20 words
A copolycondensation product according to claim 16 in which the heating takes place in the presence of a nucleophilic catalyst.
Claim 21
Dependent Claim 21 words
A copolycondensation product according to claim 17 in which R' is alkyl of from 1 to 4 carbon atoms or phenyl.
Claim 22
Dependent Claim 14 words
A copolycondensation product according to claim 18 in which R and R' are methyl.
Claim 23
Dependent Claim 16 words
A copolycondensation product according to claim 18 in which Q is ethylene and X is chlorine.
Claim 24
Dependent Claim 21 words
A copolycondensation product according to claim 17 in which Q is ethylene, X is chlorine, and R and R' are methyl.
Claim 25
Dependent Claim 23 words
A copolycondensation product according to claim 21 in which heating is effected to a temperature of from about 110° to about 250° C.
Claim 26
Dependent Claim 63 words
A polymer having repeating units of the structure ##STR29## in which Q is alkylene of from 2 to 4 carbon atoms, R is alkyl of from 1 to 4 carbon atoms and R' is alkyl of from 1 to 20 carbon atoms, alkenyl of from 3 to 20 carbon atoms or phenyl optionally substituted with alkyl of from 1 to 4 carbon atoms.
Claim 27
Dependent Claim 63 words
A polymer having repeating units of the structure ##STR29## in which Q is alkylene of from 2 to 4 carbon atoms, R is alkyl of from 1 to 4 carbon atoms and R' is alkyl of from 1 to 20 carbon atoms, alkenyl of from 3 to 20 carbon atoms or phenyl optionally substituted with alkyl of from 1 to 4 carbon atoms.
Claim 28
Dependent Claim 20 words
A polymer according to claim 23 in which R' is alkyl of from 1 to 4 carbon atoms or phenyl.
Claim 29
Dependent Claim 17 words
A polymer according to claim 24 in which Q is ethylene and R and R' are methyl.

References Cited (Backward Citations)

US3891727A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-04-24 1981-10-24 1982-04-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-04-24 1985-10-24 1986-04-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-04-24 1989-10-24 1990-04-25 $7700.00 Window Closed / Lapsed

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