US3855359A
Expired / Lapsed
US
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Copolycondensed vinylphosphonates
Assignee: Stauffer Chemical Co
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Filing: 1971-10-07
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Granted: 1974-12-17
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Expires: 1991-10-07
Abstract
Abstract There are disclosed novel copolycondensed vinylphosphonates and a process for their preparation. These products may be used as flame retardant monomers and are especially suitable for flame retarding textiles and a variety of other flammable substrates.
Inventors
- 👤 E Weil
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 13:29
CPC Classifications
D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/55; D06M15/555; C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4006; C07F9/4015; C08; C08G; C08G63/00; C08G63/68; C08G63/692; C08G63/6924; C08G63/6928; C08G79/00; C08G79/02; C08G79/04; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5317; C08K5/5333; C08L; C08L85/00; C08L85/02; D06M13/00; D06M13/244; D06M13/282; D06M13/313; D06M14/00; D06M14/08; D06M14/18; D06M14/20; D06M14/26; D06M15/21; D06M15/356; D06M15/3564; Y; Y10; Y10S; Y10S428/00; Y10S428/92; Y10S428/921; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/294; Y10T428/296; Y10T428/31504; Y10T428/31551; Y10T428/31616; Y10T428/31725; Y10T428/31739; Y10T428/31743; Y10T442/00; Y10T442/20; Y10T442/2033; Y10T442/2631; Y10T442/2672; Y10T442/2861; Y10T442/2885; Y10T442/2893; Y10T442/291; Y10T442/2926; Y10T442/2992
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
151 words
A COPOLYCONDENSED VINYLPHOSPHONATE CONSISTING ESSENTIALLY OF THE PRODUCT RESULTING FROM THE REACTION, IN STOICHIOMETRIC RATIO OF FROM ABOUT 1:10 TO 10:1, BETWEEN A BIS(2HALOALKYL) VINYLPHOSPHONATE AND AT LEAST ONE PENTAVALENT PHOSPHORUS ESTER OF THE STRUCTURE ROP(=O)XY WHERE R IS SELECTED FROM THE CLASS CONSISTING OF C1-C20 ALKYL AND C1-C20 CHLORO- OR BROMOALKYL GROUPS AND X AND Y ARE GROUPS SELECTED FROM THE CLASS CONSISTING OF RO-, C1-C20 ALKYL, C2-C20 ALKENYL, PHENYL, PHENOXY, AMINO, C1-C20 ALKYL SUBSTITUTED AMINO, PHENYL SUBSTITUTED AMINO, C2-C20 ALKYLENE BONDED TO THE SAME OR TO ANOTHER ROP(=O) MOIETY AND C2-C20 ALKYLENEOXY AND C2-C20 ALKYLENEDIOXY BONDED TO THE SAME OR TO ANOTHER ROP(=O) MOIETY, WHEREIN SAID REACTION IS CARRIED OUT AT AN ELEVATED TEMPERATURE FOR A PERIOD OF TIME WHICH IS SUFFICIENT TO EVOLVE R-HALIDE AS A BY-PRODUCT AND TO FORM A P(O)-OALKYLENE-O-P(O) LINKAGE, WITH THE PROVISO THAT SAID PRODUCT IS NOT THE HOMOPOLYCONDENSED PRODUCT OF SAID BIS(2-HALOALKYL) VINYLPHOSPHONATE.
Claim 2
Dependent Claim
151 words
A COPOLYCONDENSED VINYLPHOSPHONATE CONSISTING ESSENTIALLY OF THE PRODUCT RESULTING FROM THE REACTION, IN STOICHIOMETRIC RATIO OF FROM ABOUT 1:10 TO 10:1, BETWEEN A BIS(2HALOALKYL) VINYLPHOSPHONATE AND AT LEAST ONE PENTAVALENT PHOSPHORUS ESTER OF THE STRUCTURE ROP(=O)XY WHERE R IS SELECTED FROM THE CLASS CONSISTING OF C1-C20 ALKYL AND C1-C20 CHLORO- OR BROMOALKYL GROUPS AND X AND Y ARE GROUPS SELECTED FROM THE CLASS CONSISTING OF RO-, C1-C20 ALKYL, C2-C20 ALKENYL, PHENYL, PHENOXY, AMINO, C1-C20 ALKYL SUBSTITUTED AMINO, PHENYL SUBSTITUTED AMINO, C2-C20 ALKYLENE BONDED TO THE SAME OR TO ANOTHER ROP(=O) MOIETY AND C2-C20 ALKYLENEOXY AND C2-C20 ALKYLENEDIOXY BONDED TO THE SAME OR TO ANOTHER ROP(=O) MOIETY, WHEREIN SAID REACTION IS CARRIED OUT AT AN ELEVATED TEMPERATURE FOR A PERIOD OF TIME WHICH IS SUFFICIENT TO EVOLVE R-HALIDE AS A BY-PRODUCT AND TO FORM A P(O)-OALKYLENE-O-P(O) LINKAGE, WITH THE PROVISO THAT SAID PRODUCT IS NOT THE HOMOPOLYCONDENSED PRODUCT OF SAID BIS(2-HALOALKYL) VINYLPHOSPHONATE.
Claim 3
Dependent Claim
13 words
The copolycondensed vinylphosphonate of claim 1, wherein said bis(2-haloalkyl) vinylphosphonate is bis(2-chloroethyl) vinylphosphonate.
Claim 4
Dependent Claim
14 words
The copolycondensed vinylphosphonate of claim 1, wherein said pentavalent phosphorus ester is dimethyl methylphosphonate.
Claim 5
Dependent Claim
21 words
The copolycondensed vinylphosphonate of claim 1, wherein R is selected from the class consisting of methyl, ethyl, 2-chloroethyl and 2-chloropropyl groups.
Claim 6
Dependent Claim
19 words
The copolycondensed vinylphosphonate of claim 1 which has been substantially neutralized with a neutralizing amount of an alkylating reagent.
Claim 7
Dependent Claim
17 words
A copolycondensed vinylphosphonate, according to claim 1, resulting from the reaction between bis(2-chloroethyl) vinylphosphonate and dimethyl methylphosphonate.
Claim 8
Dependent Claim
17 words
The copolycondensed vinylphosphonate of claim 6, wherein said ratio is in the range of 2:3 to 3:2.
Claim 9
Dependent Claim
169 words
A chlorinated or brominated addition product of a polycondensed vinylphosphonate, said polycondensed vinylphosphonate consisting essentially of the product resulting from the reaction, in stoichiometric ratio of from about 1:10 to 10:1, between a bis(2-haloethyl) vinylphosphonate and at least one pentavalent phosphorus ester of the structure ROP( O)XY where R is selected from the class consisting of C1-C20 alkyl, C2-C20 alkenyl, and C1-C20 chloro- or bromoalkyl groups and X and Y are groups selected from the class consisting of RO, C1-C20 alkyl, C2-C20 alkenyl, phenyl, phenoxy, amino, C1-C20 alkyl substituted amino, phenyl substituted amino, C2-C20 alkylene bonded to the same or to another ROP( O) moiety, and C2-C20 alkyleneoxy and C2-C20 alkylenedioxy groups bonded to the same or to another ROP( O) moiety, wherein said reaction is carried out at an elevated temperature for a period of time which is sufficient to evolve R-halide as a by-product and to form a P(O)-O-alkylene-O-P(O) linkage, said addition product obtained by adding chlorine or bromine to the double bonds of the polycondensed vinylphosphonate.
Claim 10
Dependent Claim
169 words
A chlorinated or brominated addition product of a polycondensed vinylphosphonate, said polycondensed vinylphosphonate consisting essentially of the product resulting from the reaction, in stoichiometric ratio of from about 1:10 to 10:1, between a bis(2-haloethyl) vinylphosphonate and at least one pentavalent phosphorus ester of the structure ROP( O)XY where R is selected from the class consisting of C1-C20 alkyl, C2-C20 alkenyl, and C1-C20 chloro- or bromoalkyl groups and X and Y are groups selected from the class consisting of RO, C1-C20 alkyl, C2-C20 alkenyl, phenyl, phenoxy, amino, C1-C20 alkyl substituted amino, phenyl substituted amino, C2-C20 alkylene bonded to the same or to another ROP( O) moiety, and C2-C20 alkyleneoxy and C2-C20 alkylenedioxy groups bonded to the same or to another ROP( O) moiety, wherein said reaction is carried out at an elevated temperature for a period of time which is sufficient to evolve R-halide as a by-product and to form a P(O)-O-alkylene-O-P(O) linkage, said addition product obtained by adding chlorine or bromine to the double bonds of the polycondensed vinylphosphonate.
Claim 11
Dependent Claim
15 words
The addition product of claim 8, wherein said addition product is a brominated addition product.
Claim 12
Dependent Claim
15 words
The addition product of claim 8, wherein said addition product is a chlorinated addition product.
Claim 13
Dependent Claim
30 words
The copolycondensed vinylphosphonate of claim 5, which has been substantially neutralized by being reacted with a neutralizing amount of a reagent selected from the group consisting of trialkylorthoformates and epoxides.
Claim 14
Dependent Claim
31 words
The copolycondensed vinylphosonate of claim 11, wherein neutralization is done with an epoxide reagent selected from the group consisting of ethylene oxide, propylene oxide, epichlorohydrin and the diglycidyl ether of isopropylidenediphenol.
Claim 15
Dependent Claim
17 words
A copolycondensed vinylphosphonate, according to claim 1, resulting from the reaction between bis(2-chloroethyl) vinylphosphonate and tris(2-chloroethyl) phosphate.
Claim 16
Dependent Claim
17 words
A copolycondensed vinylphosphonate, according to claim 1, resulting from the reaction between bis(2-chloroethyl) vinylphosphonate and trimethyl phosphate.
Claim 17
Dependent Claim
22 words
The addition product of claim 8, wherein said polycondensed vinylphosphonate consists essentially of the reaction product of bis(2-chloroethyl) vinylphosphonate and dimethyl methylphosphonate.
Claim 18
Dependent Claim
22 words
The addition product of claim 8, wherein said polycondensed vinylphosphonate consists essentially of the reaction product of bis(2-chloroethyl) vinylphosphonate and tris(2-chloroethyl) phosphate.
Claim 19
Dependent Claim
22 words
The addition product of claim 8, wherein said polycondensed vinylphosphonate consists essentially of the reaction product of bis(2-chloroethyl) vinylphosphonate and trimethyl phosphate.
Claim 20
Dependent Claim
2 words
The compound
Claim 21
Dependent Claim
2 words
The compound
Claim 22
Dependent Claim
12 words
A copolycondensed phosphonate composition consisting essentially of repeating units of the structure
Claim 23
Dependent Claim
12 words
A copolycondensed phosphonate composition consisting essentially of repeating units of the structure
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-12-16 | 1978-06-17 | 1978-12-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-12-16 | 1982-06-17 | 1982-12-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-12-16 | 1986-06-17 | 1986-12-17 | $7700.00 | Window Closed / Lapsed |