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US3969230A Expired / Lapsed US ⏱️ 0.0 years remaining

Brominated carbamoyl derivatives useful to impart flame retarding property to combustible substrates

Assignee: Occidental Chemical Corp
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Filing: 1974-12-30
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Granted: 1976-07-13
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Expires: 1994-12-30
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Abstract

Abstract Described are brominated carbamoyl derivatives of the structure: (X 1 ) (X 2 ) C -- CH 2 -- (R 2 ) n -- O -- C(O)N(R) (R 1 ) (X) wherein: R and R 1 independently selected from the group consisting of hydrogen, alkyl, alkanol, cycloalkyl of from 5 to 7 carbon atoms, phenyl, alkyl substituted by phenyl, phenyl substituted by alkyl, hydroxy terminated oxyalkylene, hydroxy substituted hydroxy terminated oxyalkylene and halogen substituted hydroxy terminated oxyalkylene; R 2 is independently selected from the group consisting of alkylene, oxyalkylene, hydroxy substituted oxyalkylene, halogen substituted oxyalkylene and alkylene or oxyalkylene substituted by the group -- O -- C(O)N(R) (R 1 ); X, x 1 and X 2 are independently selected from the group consisting of halogen and halogen substituted alkyl, wherein the halogen is chlorine or bromine; said alkyl, alkanol and alkylene each independently has from 1 to 4 carbon atoms; said oxyalkylene having from 2 to 4 carbon atoms; n is 0 to 20; preferably 0 to 6; Provided one of X, X 1 or X 2 is a bromo or a bromo substituted alkyl; and that each carbamoyl group has a replaceable hydrogen in the R or R 1 group. These compounds are useful to impart flame retardant property to combustible substrates.

Inventors

  • 👤 Daniel J. Scharf

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 03:45
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/322; D06M13/402; D06M13/425; C; C08; C08K; C08K5/00; C08K5/16; C08K5/205; C09; C09K; C09K21/00; C09K21/06; C09K21/08; Y; Y10; Y10S; Y10S260/00; Y10S260/24; Y10S428/00; Y10S428/92; Y10S428/921

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 219 words
A method of imparting a flame retarding property to a combustible material comprising treating the combustible material with an effective flame retarding imparting amount of a composition of the structure (X 1 ) (X 2 ) C -- CH 2 -- (R 2 ) n -- O -- C(O)N(R) (R 1 ) (X) wherein: R and R 1 independently selected from the group consisting of hydrogen, alkyl, alkanol, cycloalkyl of from 5 to 7 carbon atoms, phenyl, alkyl substituted by phenyl, phenyl substituted by alkyl, hydroxy terminated oxyalkylene, hydroxy substituted hydroxy terminated oxyalkylene and halogen substituted hydroxy terminated oxyalkylene; R 2 is independently selected from the group consisting of alkylene, oxyalkylene, hydroxy substituted oxyalkylene, halogen substituted oxyalkylene and alkylene or oxyalkylene substituted by the group -- O -- C(O)N(R) (R 1 ); X, x 1 and X 2 are independently selected from the group consisting of halogen and halogen substituted alkyl, wherein the halogen is chlorine or bromine; said alkyl, alkanol and alkylene each independently has from 1 to 4 carbon atoms; said oxyalkylene having from 2 to 4 carbon atoms; n is 0 to 20; provided one of X, X 1 or X 2 is a bromo or a bromo substituted alkyl; and that each carbamoyl group has a replaceable hydrogen in the R or R 1 group.
Claim 2
Independent Claim 219 words
A method of imparting a flame retarding property to a combustible material comprising treating the combustible material with an effective flame retarding imparting amount of a composition of the structure (X 1 ) (X 2 ) C -- CH 2 -- (R 2 ) n -- O -- C(O)N(R) (R 1 ) (X) wherein: R and R 1 independently selected from the group consisting of hydrogen, alkyl, alkanol, cycloalkyl of from 5 to 7 carbon atoms, phenyl, alkyl substituted by phenyl, phenyl substituted by alkyl, hydroxy terminated oxyalkylene, hydroxy substituted hydroxy terminated oxyalkylene and halogen substituted hydroxy terminated oxyalkylene; R 2 is independently selected from the group consisting of alkylene, oxyalkylene, hydroxy substituted oxyalkylene, halogen substituted oxyalkylene and alkylene or oxyalkylene substituted by the group -- O -- C(O)N(R) (R 1 ); X, x 1 and X 2 are independently selected from the group consisting of halogen and halogen substituted alkyl, wherein the halogen is chlorine or bromine; said alkyl, alkanol and alkylene each independently has from 1 to 4 carbon atoms; said oxyalkylene having from 2 to 4 carbon atoms; n is 0 to 20; provided one of X, X 1 or X 2 is a bromo or a bromo substituted alkyl; and that each carbamoyl group has a replaceable hydrogen in the R or R 1 group.
Claim 3
Dependent Claim 9 words
The method of claim 1 wherein n is 0.
Claim 4
Dependent Claim 9 words
The method of claim 1 wherein X is bromoalkyl.
Claim 5
Dependent Claim 13 words
The method of claim 3 therein X 1 and X 2 are bromoalkyl.
Claim 6
Dependent Claim 9 words
The method of claim 1 wherein R is alkanol.
Claim 7
Dependent Claim 10 words
The method of claim 5 therein R 1 is alkanol.
Claim 8
Dependent Claim 27 words
The method of claim 1 wherein the brominated material is of the structure (BrCH 2 ) 3 C -- CH 2 -- O -- C(O)NRCH 2 OH.
Claim 9
Dependent Claim 20 words
The method of claim 1 wherein the percent by weight of resin add-on ranges from about 1% to about 50%.
Claim 10
Dependent Claim 17 words
The method of claim 1 further comprising an effective flame retarding imparting amount of a phosphorous composition.
Claim 11
Dependent Claim 14 words
The method of claim 1 wherein the combustible substrate is a cellulosic containing fabric.
Claim 12
Dependent Claim 8 words
The product of the method of claim 1.
Claim 13
Dependent Claim 8 words
The product of the method of claim 9.
Claim 14
Dependent Claim 204 words
A composition useful for imparting a flame retarding property to a combustible material comprising an effective flame retarding imparting amount of a composition of the structue (X.sup.1) (X.sup.2) C -- CH.sub.2 -- (R.sup.2).sub.n -- O -- C(O)N(R) (R.sup.1) (X) wherein: R and R 1 independently selected from the group consisting of hydrogen, alkyl, alkanol, cycloalkyl of from 5 to 7 carbon atoms, phenyl, alkyl substituted by phenyl, phenyl substituted by alkyl, hydroxy terminated oxyalkylene, hydroxy substituted hydroxy terminated oxyalkylene and halogen substituted hydroxy terminated oxyalkylene; R 2 is independently selected from the group consisting of alkylene, oxyalkylene, hydroxy substituted oxyalkylene, halogen substituted oxyalkylene and alkylene or oxyalkylene substituted by the group -- O -- C(O)N(R) (R 1 ); X, x 1 and X 2 are independently selected from the group consisting of halogen and halogen substituted alkyl, wherein the halogen is chlorine or bromine; said alkyl, alkanol and alkylene each independently has from 1 to 4 carbon atoms; oxyalkylene having from 2 to 4 carbon atoms; n is 0 to 20; provided one of X, X 1 or X 2 is a bromo or a bromo substituted alkyl; and that each carbamoyl group has a replaceable hydrogen in the R or R 1 group.
Claim 15
Dependent Claim 204 words
A composition useful for imparting a flame retarding property to a combustible material comprising an effective flame retarding imparting amount of a composition of the structue (X.sup.1) (X.sup.2) C -- CH.sub.2 -- (R.sup.2).sub.n -- O -- C(O)N(R) (R.sup.1) (X) wherein: R and R 1 independently selected from the group consisting of hydrogen, alkyl, alkanol, cycloalkyl of from 5 to 7 carbon atoms, phenyl, alkyl substituted by phenyl, phenyl substituted by alkyl, hydroxy terminated oxyalkylene, hydroxy substituted hydroxy terminated oxyalkylene and halogen substituted hydroxy terminated oxyalkylene; R 2 is independently selected from the group consisting of alkylene, oxyalkylene, hydroxy substituted oxyalkylene, halogen substituted oxyalkylene and alkylene or oxyalkylene substituted by the group -- O -- C(O)N(R) (R 1 ); X, x 1 and X 2 are independently selected from the group consisting of halogen and halogen substituted alkyl, wherein the halogen is chlorine or bromine; said alkyl, alkanol and alkylene each independently has from 1 to 4 carbon atoms; oxyalkylene having from 2 to 4 carbon atoms; n is 0 to 20; provided one of X, X 1 or X 2 is a bromo or a bromo substituted alkyl; and that each carbamoyl group has a replaceable hydrogen in the R or R 1 group.
Claim 16
Dependent Claim 17 words
The composition of claim 13 further comprising an effective flame retarding imparting amount of a phosphorous composition.

References Cited (Backward Citations)

US3830886A Cited
US3839207A Cited
US3700625A Cited
US3775155A Cited
US3850878A Cited
US3829207A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-07-13 1980-01-12 1980-07-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-07-13 1984-01-12 1984-07-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-07-13 1988-01-12 1988-07-13 $7700.00 Window Closed / Lapsed

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