US4673701A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Alkylidene bisphenol phosphites and phosphates having 2,2,6,6-tetramethyl piperidinyl groups and synthetic resin composition
Assignee: Adeka Corp
•
Filing: 1984-12-28
•
Granted: 1987-06-16
•
Expires: 2004-12-28
Abstract
Abstract Alkylidene bisphenol phosphites and phosphates having 2,2,6,6-tetramethyl piperidinyl groups are provided having the formula: <IMAGE> I wherein: R1 is alkyl having from one to about twelve carbon atoms; R2, R3 and R4 are each selected from the group consisting of hydrogen and alkyl having from one to about twelve carbon atoms; m is 0 or 1; n is 0 or 1; X is selected from the group consisting of <IMAGE> (1) wherein: R5 is selected from the group consisting of hydrogen, oxyl O2, alkyl having from one to about twelve carbon atoms; arylalkyl having from seven to about eighteen carbon atoms; 2,3-epoxypropyl, acyl having from one to about eight carbon atoms and <IMAGE> in which R6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl, and Y1 is selected from the group consisting of hydrogen; acyl having from one to about twelve carbon atoms; and <IMAGE> Z1 is selected from the group consisting of <IMAGE> wherein R7 is alkyl from one to about twelve carbon atoms; and <IMAGE> (2) wherein: R6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl; and Z2 is selected from the group consisting of <IMAGE> +TR <IMAGE> in which R7 is alkyl having from one to about twelve carbon atoms; R6 is alkylene having from one to about eight carbon atoms and Y2 is selected from the group consisting of hydrogen and acyl having from one to about eight carbon atoms.
Inventors
- 👤 Motonobu Minagawa
- 👤 Yutaka Nakahara
- 👤 Toshihiro Shibata
- 👤 Ryozo Arata
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 17:46
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6564; C07F9/6571; C07F9/6574; C07F9/65744; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/52; C08K5/529
Claims Analysis
Total Claims: 41
Claim 1
Independent Claim
14 words
Alkylidene bisphenol phosphites and phosphates having 2,2,6,6-tetramethyl piperidinyl groups having the formula: ##STR121## wherein:
Claim 2
Dependent Claim
14 words
Alkylidene bisphenol phosphites and phosphates having 2,2,6,6-tetramethyl piperidinyl groups having the formula: ##STR121## wherein:
Claim 3
Dependent Claim
12 words
R 1 is alkyl having from one to about twelve carbon atoms;
Claim 4
Dependent Claim
12 words
R 1 is alkyl having from one to about twelve carbon atoms;
Claim 5
Dependent Claim
240 words
R 2 , R 3 and R 4 are each selected from the group consisting of hydrogen and alkyl having from one to about twelve carbon atoms; m is 0 or 1; n is 0 or 1; X is selected from the group consisting of ##STR122## wherein: R 5 is selected from the group consisting of hydrogen, oxyl O, alkyl having from one to about twelve carbon atoms; aryl alkyl having from seven to about eighteen carbon atoms; 2,3-epoxypropyl, acyl having from one to about eight carbon atoms and ##STR123## in which R 6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl, and Y 1 is selected from the group consisting of hydrogen; acyl having from one to about twelve carbon atoms; and ##STR124## Z 1 is selected from the group consisting of ##STR125## wherein R 7 is alkyl having from one to about twelve carbon atoms; and ##STR126## wherein: R 6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl; and Z 2 is selected from the group consisting of ##STR127## in which R 7 is alkyl having from one to about twelve carbon atoms; R 8 is alkylene having from one to about eight carbon atoms and Y 2 is selected from the group consisting of hydrogen and acyl having from one to about eight carbon atoms.
Claim 6
Dependent Claim
240 words
R 2 , R 3 and R 4 are each selected from the group consisting of hydrogen and alkyl having from one to about twelve carbon atoms; m is 0 or 1; n is 0 or 1; X is selected from the group consisting of ##STR122## wherein: R 5 is selected from the group consisting of hydrogen, oxyl O, alkyl having from one to about twelve carbon atoms; aryl alkyl having from seven to about eighteen carbon atoms; 2,3-epoxypropyl, acyl having from one to about eight carbon atoms and ##STR123## in which R 6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl, and Y 1 is selected from the group consisting of hydrogen; acyl having from one to about twelve carbon atoms; and ##STR124## Z 1 is selected from the group consisting of ##STR125## wherein R 7 is alkyl having from one to about twelve carbon atoms; and ##STR126## wherein: R 6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl; and Z 2 is selected from the group consisting of ##STR127## in which R 7 is alkyl having from one to about twelve carbon atoms; R 8 is alkylene having from one to about eight carbon atoms and Y 2 is selected from the group consisting of hydrogen and acyl having from one to about eight carbon atoms.
Claim 7
Dependent Claim
30 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which R 1 and R 2 are iso, secondary or tertiary alkyl having from three to about ten carbon atoms.
Claim 8
Dependent Claim
23 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which R 2 is in a para position to the phenolic hydroxyl group.
Claim 9
Dependent Claim
14 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which n is 0.
Claim 10
Dependent Claim
14 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which n is 1.
Claim 11
Dependent Claim
18 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which n is 0 and m is 0.
Claim 12
Dependent Claim
18 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which n is 0 and m is 1.
Claim 13
Dependent Claim
18 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which n is 1 and m is 0.
Claim 14
Dependent Claim
18 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which n is 1 and m is 1.
Claim 15
Dependent Claim
14 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which X is ##STR128##
Claim 16
Dependent Claim
15 words
Alkylidene bisphenol phosphites or phosphates according to claim 10 in which Z 1 is ##STR129##
Claim 17
Dependent Claim
15 words
Alkylidene bisphenol phosphites or phosphates according to claim 10 in which Z 1 is ##STR130##
Claim 18
Dependent Claim
14 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 in which X is ##STR131##
Claim 19
Dependent Claim
15 words
Alkylidene bisphenol phosphites or phosphates according to claim 13 in which Z 2 is >C═O.
Claim 20
Dependent Claim
17 words
Alkylidene bisphenol phosphites or phosphates according to claim 13 in which Z 2 is >CH--O--Y 2 .
Claim 21
Dependent Claim
15 words
Alkylidene bisphenol phosphites or phosphates according to claim 13 in which Z 2 is ##STR132##
Claim 22
Dependent Claim
15 words
Alkylidene bisphenol phosphites or phosphates according to claim 13 in which Z 2 is ##STR133##
Claim 23
Dependent Claim
13 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 having the formula: ##STR134##
Claim 24
Dependent Claim
13 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 having the formula: ##STR135##
Claim 25
Dependent Claim
13 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 having the formula: ##STR136##
Claim 26
Dependent Claim
13 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 having the formula: ##STR137##
Claim 27
Dependent Claim
13 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 having the formula: ##STR138##
Claim 28
Dependent Claim
13 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 having the formula: ##STR139##
Claim 29
Dependent Claim
13 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 having the formula: ##STR140##
Claim 30
Dependent Claim
13 words
Alkylidene bisphenol phosphites or phosphates according to claim 1 having the formula: ##STR141##
Claim 31
Dependent Claim
55 words
A polyvinyl chloride resin composition having improved resistance to deterioration to light comprising a polyvinyl chloride resin formed at least in part of the recurring group ##STR142## and having a chlorine content in excess of 40%, where X is either hydrogen or chlorine; and an alkylidene bisphenol phosphite or phosphate in accordance with claim 1.
Claim 32
Dependent Claim
20 words
A polyvinyl chloride resin composition in accordance with claim 26, in which the polyvinyl chloride resin is polyvinyl chloride homopolymer.
Claim 33
Dependent Claim
25 words
A polyvinyl chloride resin composition in accordance with claim 26, in which the polyvinyl chloride resin is a copolymer of vinyl chloride and vinyl acetate.
Claim 34
Dependent Claim
45 words
An olefin polymer composition having improved resistance to deterioration when exposed to light comprising an olefin polymer selected from the group consisting of alpha-olefins having from two to six carbon atoms and polystyrene, and an alkylidene bisphenol phosphite or phosphate in accordance with claim 1.
Claim 35
Dependent Claim
14 words
An olefin polymer composition in accordance with claim 29 wherein the polyolefin is polypropylene.
Claim 36
Dependent Claim
14 words
An olefin polymer composition in accordance with claim 29 wherein the polyolefin is polyethylene.
Claim 37
Dependent Claim
27 words
An acrylonitrile-butadiene-styrene terpolymer having improved resistance to deterioration when exposed to light comprising acrylonitrile-butadiene-styrene terpolymer and an alkylidene bisphenol phosphite or phosphate in accordance with claim 1.
Claim 38
Dependent Claim
29 words
A polyurethane resin composition having improved resistance to deterioration when exposed to light comprising a polyurethane resin and an alkylidene bisphenol phosphite or phosphate in accordance with claim 1.
Claim 39
Dependent Claim
54 words
A light and heat stabilizer composition for improving the resistance to deterioration of synthetic polymers comprising an alkylidene bisphenol phosphite or phosphate in accordance with claim 1; and a synthetic polymer heat stabilizer selected from the group consisting of phenolic antioxidants, polyvalent metal salts of organic acids, organic phosphites, thioethers and thiodipropionic acid esters.
Claim 40
Dependent Claim
84 words
A light and heat stabilizer composition according to claim 34 in which the phenolic antioxidant has the formula: ##STR143## R is selected from the group consisting of hydrogen; halogen; and organic radicals containing from one to about thirty carbon atoms, such as alkyl, aryl, alkenyl, alkaryl, aralkyl, cycloalkenyl, cycloalkyl, alkoxy, and acyl ##STR144## where R' is aryl, alkyl or cycloalkyl; x 1 and x 2 are integers from one to four, and the sum of x 1 and x 2 does not exceed six.
Claim 41
Dependent Claim
146 words
A light and heat stabilizer composition according to claim 34 in which the phenolic antioxidant has the formula: ##STR145## wherein Y is a polyvalent linking group selected from the group consisting of oxygen; carbonyl; sulfur; sulfinyl; aromatic, aliphatic and cycloaliphatic hydrocarbon groups; and oxyhydrocarbon, thiohydrocarbon and heterocyclic groups. The linking group can have from one up to twenty carbon atoms; Ar is a phenolic nucleus which can be a phenyl or a polycarbocyclic group having condensed or separate phenyl rings; each Ar group contains at least one free phenolic hydroxyl group up to a total of five. The Ar rings can also include additional rings connected by additional linking nuclei of the type Y, for example, Ar--Y--Ar--Y--Ar; m 1 and m 2 are numbers from one to five, and n 1 and n 2 are numbers of one or greater, and preferably from one to four.
References Cited (Backward Citations)
US4259492A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-06-15 | 1990-12-15 | 1991-06-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-06-15 | 1994-12-15 | 1995-06-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-06-15 | 1998-12-15 | 1999-06-16 | $7700.00 | Window Closed / Lapsed |