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US4154691A Expired / Lapsed US ⏱️ 0.0 years remaining

Flameproofing dispersions containing phosphoric acid derivatives

Assignee: Sandoz AG
•
Filing: 1977-09-12
•
Granted: 1979-05-15
•
Expires: 1997-09-12
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Abstract

Abstract Flameproofed cellulose includes as a flameproofing agent a compound selected from esters, ester-amides and amides of pyrophosphoric, of mono-, di- and trithiopyrophosphoric, of triphosphoric, and of mono-, di-, tri- and pentathiotriphosphoric acids.

Inventors

  • 👤 Claudine Mauric
  • 👤 Rainer Wolf

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 07:54
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/322; D06M13/44; D06M13/453; C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/22; C07F9/24; C07F9/2404; C07F9/2433; C07F9/245; C07F9/547; C07F9/6564; C07F9/6571; C07F9/657109; C08; C08K; C08K5/00; C08K5/49; C08K5/51; D06M13/244; D06M13/282; D06M13/292; Y; Y10; Y10S; Y10S428/00; Y10S428/92; Y10S428/921

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 1048 words
As a flameproofing composition for regenerated cellulose, a fine dispersion of a flameproofing agent in water, said flameproofing agent being a compound of the formula, ##STR62## in which each R, independently, is a radical --OR 1 (a) or ##STR63## or two moieties R bound to the same phosphorus atom form a radical (c), ##STR64## and each of the other two moieties R, independently, is a radical (a) or (b), or the other two moieties R bound to the same phosphorus atom form a second radical (c), independent from the first radical (c); each of X 1 , X 2 , Y and Z, independently, is oxygen or sulphur; n is zero or 1; A is a radical (a) or ##STR65## each R 1 , independently, is methyl; ethyl or propenyl, each unsubstituted or substituted by 1 to 3 halo substituents or by a (C 1-6 ) alkoxy group; (C 3-12 ) alkyl or (C 4-12 ) alkenyl, each unsubstituted or substituted by 1 to 4 halo substituents; (C 5-8 ) cycloalkyl or (C 5-8 ) cycloalkyl (C 1-4 ) alkyl containing a total of 7 to 9 carbon atoms, each unsubstituted or substituted by 1 or 2 halo substituents; phenyl, unsubstituted or substituted by 1 to 5 halo substituents or by 1 to 3 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy; or phenyl (C 1-4 ) alkyl, unsubstituted or substituted aromatically by 1 to 5 halo substituents or by 1 to 3 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy; each R 2 , independently, is (C 1-4 ) alkyl; cyclohexyl; benzyl; or phenyl, unsubstituted or substituted by 1 or 2 chloro substituents of which only one can occupy or ortho-position, by a bromo substituent in the para-position, or by 1 or 2 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy, the aggregate of the carbon atoms thereof not exceeding 3; each R 3 , independently, is (C 1-4 ) alkyl or hydrogen; or any R 2 and R 3 , independently, together with the nitrogen atom to which they are bound, form a 5- or 6-membered, saturated heterocyclic ring which may contain as a ring member an oxygen or sulphur atom, or a second nitrogen atom to which is bound a (C 1-4 ) alkyl group; each R 4 and R 5 , independently, is hydrogen; (C 1-4 ) alkyl; CH 2 Cl; CH 2 Br or phenyl; or any R 4 and R 5 , independently, together with the carbon atom to which they are bound, form a cyclohexylidene, cyclohexenylidene or 3,4-dibromocyclohexylidene ring; each R 6 and R 8 , independently, is hydrogen or (C 1-4 ) alkyl; each R 7 , independently, is hydrogen or methyl, R 9 is methyl; ethyl, unsubstituted or substituted by a halo substituent; propyl, unsubstituted or substituted by 1 or 2 halo substituents; (C 4-12 ) alkyl, unsubstituted or substituted by 1 to 3 halo substituents; cyclohexyl; benzyl; or phenyl, unsubstituted or substituted by 1 or 2 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy, the aggregate of the carbon atoms thereof not exceeding 3, by 1 or 2 chloro substituents, by 1 or 2 chloro substituents and by 1 or 2 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy, the aggregate of the carbon atoms thereof not exceeding 3, by a bromo substituent in the para-position or by a bromo substituent in the para-position and by 1 or 2 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy, the aggregate of the carbon atoms thereof not exceeding 3; R 10 is hydrogen; methyl; ethyl, unsubstituted or substituted by a halo substituent; propyl, unsubstituted or substituted by 1 or 2 halo substituents; (C 4-12 ) alkyl, unsubstituted or substituted by 1 to 3 halo substituents; cyclohexyl; benzyl or phenyl; or R 9 and R 10 , together with the nitrogen atom to which they are bound, form a 5- or 6-membered, saturated heterocyclic ring which may contain as a ring member an oxygen or sulphur atom, or a second nitrogen atom, to which is bound a (C 1-4 ) alkyl group, with the provisos that: (i) when one or more of X 1 , X 2 and Y is oxygen, then Z can only be oxygen, (ii) when X 1 and Y are both oxygen, then only up to 2 of the moieties R can be a radical (a), (iii) when there are more than 2 radicals (a) in the molecule, only up to 2 of them can be methoxy, (iv) when Z is oxygen and n is zero, only one radical (c) can be present in the molecule, (v) when X 1 or Y is oxygen, then R 2 in any radical (b) attached to that same phosphorus atom as the oxygen atom is other than alkyl, (vi) when two radicals (b) are attached to a phosphorus atom and X 1 or Y attached to that same phosphorus atom is sulphur, then both of the moieties R 2 in these radicals (b) are (C 1-4 ) alkyl, (vii) when n is 1, or when n is zero and R 2 in any radical (b) is (C 1-4 ) alkyl, any R 3 , or R 3 in that same radical (b), respectively, is other than hydrogen, (viii) at least one of R 4 , R 5 , R 6 , R 7 and R 8 in any radical (c) is other than hydrogen, (ix) when each of R 4 and R 5 , independently, in any radical (c) is CH 2 Cl or CH 2 Br or both R 4 and R 5 , together with the carbon atom to which they are bound form one of the rings indicated above, each of R 6 , R 7 and R 8 in the same radical (c) is hydrogen, and (x) when each of X 1 and Y is oxygen, each of R 4 and R 5 , independently, in any radical (c) is CH 2 Cl or CH 2 Br or both R 4 and R 5 , together with the carbon atom to which they are bound, form one of the rings indicated above.
Claim 2
Dependent Claim 1048 words
As a flameproofing composition for regenerated cellulose, a fine dispersion of a flameproofing agent in water, said flameproofing agent being a compound of the formula, ##STR62## in which each R, independently, is a radical --OR 1 (a) or ##STR63## or two moieties R bound to the same phosphorus atom form a radical (c), ##STR64## and each of the other two moieties R, independently, is a radical (a) or (b), or the other two moieties R bound to the same phosphorus atom form a second radical (c), independent from the first radical (c); each of X 1 , X 2 , Y and Z, independently, is oxygen or sulphur; n is zero or 1; A is a radical (a) or ##STR65## each R 1 , independently, is methyl; ethyl or propenyl, each unsubstituted or substituted by 1 to 3 halo substituents or by a (C 1-6 ) alkoxy group; (C 3-12 ) alkyl or (C 4-12 ) alkenyl, each unsubstituted or substituted by 1 to 4 halo substituents; (C 5-8 ) cycloalkyl or (C 5-8 ) cycloalkyl (C 1-4 ) alkyl containing a total of 7 to 9 carbon atoms, each unsubstituted or substituted by 1 or 2 halo substituents; phenyl, unsubstituted or substituted by 1 to 5 halo substituents or by 1 to 3 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy; or phenyl (C 1-4 ) alkyl, unsubstituted or substituted aromatically by 1 to 5 halo substituents or by 1 to 3 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy; each R 2 , independently, is (C 1-4 ) alkyl; cyclohexyl; benzyl; or phenyl, unsubstituted or substituted by 1 or 2 chloro substituents of which only one can occupy or ortho-position, by a bromo substituent in the para-position, or by 1 or 2 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy, the aggregate of the carbon atoms thereof not exceeding 3; each R 3 , independently, is (C 1-4 ) alkyl or hydrogen; or any R 2 and R 3 , independently, together with the nitrogen atom to which they are bound, form a 5- or 6-membered, saturated heterocyclic ring which may contain as a ring member an oxygen or sulphur atom, or a second nitrogen atom to which is bound a (C 1-4 ) alkyl group; each R 4 and R 5 , independently, is hydrogen; (C 1-4 ) alkyl; CH 2 Cl; CH 2 Br or phenyl; or any R 4 and R 5 , independently, together with the carbon atom to which they are bound, form a cyclohexylidene, cyclohexenylidene or 3,4-dibromocyclohexylidene ring; each R 6 and R 8 , independently, is hydrogen or (C 1-4 ) alkyl; each R 7 , independently, is hydrogen or methyl, R 9 is methyl; ethyl, unsubstituted or substituted by a halo substituent; propyl, unsubstituted or substituted by 1 or 2 halo substituents; (C 4-12 ) alkyl, unsubstituted or substituted by 1 to 3 halo substituents; cyclohexyl; benzyl; or phenyl, unsubstituted or substituted by 1 or 2 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy, the aggregate of the carbon atoms thereof not exceeding 3, by 1 or 2 chloro substituents, by 1 or 2 chloro substituents and by 1 or 2 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy, the aggregate of the carbon atoms thereof not exceeding 3, by a bromo substituent in the para-position or by a bromo substituent in the para-position and by 1 or 2 substituents selected from (C 1-3 ) alkyl and (C 1-3 ) alkoxy, the aggregate of the carbon atoms thereof not exceeding 3; R 10 is hydrogen; methyl; ethyl, unsubstituted or substituted by a halo substituent; propyl, unsubstituted or substituted by 1 or 2 halo substituents; (C 4-12 ) alkyl, unsubstituted or substituted by 1 to 3 halo substituents; cyclohexyl; benzyl or phenyl; or R 9 and R 10 , together with the nitrogen atom to which they are bound, form a 5- or 6-membered, saturated heterocyclic ring which may contain as a ring member an oxygen or sulphur atom, or a second nitrogen atom, to which is bound a (C 1-4 ) alkyl group, with the provisos that: (i) when one or more of X 1 , X 2 and Y is oxygen, then Z can only be oxygen, (ii) when X 1 and Y are both oxygen, then only up to 2 of the moieties R can be a radical (a), (iii) when there are more than 2 radicals (a) in the molecule, only up to 2 of them can be methoxy, (iv) when Z is oxygen and n is zero, only one radical (c) can be present in the molecule, (v) when X 1 or Y is oxygen, then R 2 in any radical (b) attached to that same phosphorus atom as the oxygen atom is other than alkyl, (vi) when two radicals (b) are attached to a phosphorus atom and X 1 or Y attached to that same phosphorus atom is sulphur, then both of the moieties R 2 in these radicals (b) are (C 1-4 ) alkyl, (vii) when n is 1, or when n is zero and R 2 in any radical (b) is (C 1-4 ) alkyl, any R 3 , or R 3 in that same radical (b), respectively, is other than hydrogen, (viii) at least one of R 4 , R 5 , R 6 , R 7 and R 8 in any radical (c) is other than hydrogen, (ix) when each of R 4 and R 5 , independently, in any radical (c) is CH 2 Cl or CH 2 Br or both R 4 and R 5 , together with the carbon atom to which they are bound form one of the rings indicated above, each of R 6 , R 7 and R 8 in the same radical (c) is hydrogen, and (x) when each of X 1 and Y is oxygen, each of R 4 and R 5 , independently, in any radical (c) is CH 2 Cl or CH 2 Br or both R 4 and R 5 , together with the carbon atom to which they are bound, form one of the rings indicated above.
Claim 3
Dependent Claim 591 words
A dispersion according to claim 1 wherein the flameproofing agent is a compound of the formula ##STR66## in which each R', independently, is a radical --OR 1 ' (a') or ##STR67## or two moieties R' bound to the same phosphorus atom form a radical (c') ##STR68## and each of the other two moieties R', independently, is a radical (a') or (b'), or the other two moieties R' bound to the same phosphorus atom form a second radical (c'), independent from the first radical (c'), each of X 1 , X 2 , Y and Z, independently, is oxygen or sulphur, n is zero or 1, each R 1 ', independently, is ethyl, unsubstituted or substituted by a halo substituent; (C 3-6 ) alkyl, unsubstituted or substituted by 1 to 3 halo substituents; (C 3-6 ) alkenyl, unsubstituted or substituted by 1 or 2 halo substituents; cyclohexyl; phenyl, unsubstituted or substituted by 1 to 3 chloro substituents, by a bromo substituent in the para-position or by 1 to 3 methyl substituents; or benzyl, unsubstituted or substituted by 1 to 3 chloro substituents or by a bromo substituent in the para-position; each R 2 ', independently, is (C 1-3 ) alkyl; or phenyl, unsubstituted or substituted by a chloro substituent, by a bromo substituent in the para-position or by a methyl substituent; each R 3 ', independently, is (C 1-3 ) alkyl or hydrogen; each R 4 ' and R 5 ', independently, is (C 1-4 ) alkyl; CH 2 Cl or CH 2 Br; or any R 4 ' and R 5 ', independently, together with the carbon atom to which they are bound, form a cyclohexylidene, cyclohexenylidene or 3,4-dibromocyclohexylidene ring; R 9 ' is (C 1-4 ) alkyl; cyclohexyl; benzyl or phenyl; R 10 ' is hydrogen; (C 1-4 ) alkyl; cyclohexyl; benzyl or phenyl; or R 9 ' and R 10 ', together with the nitrogen atom to which they are bound, form a piperidino or morpholino ring, with the provisos that: (i) when one or more of X 1 , X 2 and Y is oxygen, then Z can only be oxygen, (ii) when X 1 and Y are both oxygen, then each moiety R', independently, is a radical (b'), (iii) when Z is oxygen and n is zero, only one radical (c') can be present in the molecule, (iv) when X 1 or Y is oxygen, then R 2 ' in any radical (b') bound to that same phosphorus atom is other than alkyl, (v) when two radicals (b') are attached to a phosphorus atom, and X 1 and Y attached to that same phosphorus atom is sulphur, then both of the moieties R 2 in these radicals (b') are (C 1-3 ) alkyl, (vi) when one of the moieties R 2 ' and R 3 ' bound to the same nitrogen atom in a radical (b') is ethyl or propyl, the other must be ethyl or propyl, (vii) when n is 1, or when n is zero and R 2 ' in any radical (b') is (C 1-3 ) alkyl, any R 3 ', or R 3 ' in that same radical (b'), respectively, is other than hydrogen, and (viii) when each of X 1 and Y is oxygen, each of R 4 ' and R 5 ', independently, in any radical (c') is CH 2 Cl or CH 2 Br or both R 4 ' and R 5 ', together with the carbon atom to which they are bound form one of the rings indicated above.
Claim 4
Dependent Claim 38 words
A dispersion according to claim 2 wherein the flameproofing agent is a compound of the formula ##STR69## in which R a is phenyl, unsubstituted or substituted by a chloro substituent in the para-position or by a methyl substituent.
Claim 5
Dependent Claim 156 words
A dispersion according to claim 2 wherein the flameproofing agent is a compound of the formula ##STR70## in which each R b , independently, is n-propyl or isopropyl, each unsubstituted or substituted by 1 or 2 halo substituents; (C 4-6 ) alkyl, unsubstituted or substituted by 1 to 3 halo substituents; cyclohexyl; or phenyl, unsubstituted or substituted by a methyl substituent; or two moieties R b bound via oxygen atoms to the same phosphorus atom form a radical (c"), ##STR71## wherein each R 4 " and R 5 ", independently, is (C 1-3 ) alkyl; CH 2 Cl or CH 2 Br, with the proviso that when R 4 " is CH 2 Br, R 5 " is other than CH 2 Cl, and when R 5 " is CH 2 Br, R 4 " is other than CH 2 Cl, with the proviso that no more than one radical (c") is present in the molecule.
Claim 6
Dependent Claim 105 words
A dispersion according to claim 2 wherein the flameproofing agent is a compound of the formula ##STR72## in which R c is propyl or butyl, or two moieties R c bound via oxygen atoms to the same phosphorus atom form a radical (c") ##STR73## wherein each R 4 " and R 5 ", independently, is (C 1-3 ) alkyl; CH 2 Cl or CH 2 Br, with the proviso that when R 4 " is CH 2 Br, R 5 " is other than CH 2 Cl, and when R 5 " is CH 2 Br, R 4 " is other than CH 2 Cl.
Claim 7
Dependent Claim 171 words
A dispersion according to claim 2 wherein the flameproofing agent is a compound of the formula ##STR74## in which R d is n-propyl or isopropyl, each unsubstituted or substituted by 1 or 2 halo substituents; (C 4-6 ) alkyl; or two moieties R d bound via oxygen atoms to the same phosphorus atom form a radical (c"), ##STR75## wherein each R 4 " and R 5 ", independently, is (C 1-3 ) alkyl; CH 2 Cl or CH 2 Br, with the proviso that when R 4 " is CH 2 Br, R 5 " is other than CH 2 Cl, and when R 5 " is CH 2 Br, R 4 " is other than CH 2 Cl; X 2 is oxygen or sulphur; R 9 " is (C 1-4 ) alkyl; cylclohexyl or benzyl; and R 10 " is hydrogen or (C 1-4 ) alkyl; or R 9 " and R 10 ", together with the nitrogen atom to which they are bound, form a piperidino or morpholino ring.
Claim 8
Dependent Claim 39 words
A dispersion according to claim 1 which, in addition to the flameproofing agent, contains: (a) at least one dispersion stabilizer and at least one dispersing agent; or (b) at least one dispersion stabilizer or at least one dispersion agent.
Claim 9
Dependent Claim 25 words
A dispersion according to claim 7 which, in addition to the flameproofing agent, contains at least one dispersion stabilizer or at least one dispersion agent.
Claim 10
Dependent Claim 19 words
A dispersion according to claim 8 which, in addition to the flameproofing agent, contains at least one dispersion agent.
Claim 11
Dependent Claim 15 words
A dispersion according to claim 9 in which the dispersion agent is sodium naphthalene sulphonate.

References Cited (Backward Citations)

US4026808A Cited
US4020262A Cited

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