Patent US1031289A successfully refreshed from Google Patents.
US4062829A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyester compositions and methods of stabilizing same
Assignee: Henkel Corp
•
Filing: 1976-11-08
•
Granted: 1977-12-13
•
Expires: 1996-11-08
Abstract
Abstract Polyester compositions containing organophosphorus derivatives as stabilizers are disclosed. Methods of stabilizing polyesters are also provided by incorporating the organophosphorus derivatives during processing to prevent thermal and catalytic decomposition, and with improvements in resin color, molecular weight retention and mechanical properties. This invention also affords an efficient method of inhibiting the decomposition activity of the first stage catalyst in the production of high polymeric condensation polyester resins.
Inventors
- 👤 William L. O'Brien
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 20:40
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4006; C07F9/50; C07F9/53; C07F9/5304; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5397
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
123 words
A polyester resin composition comprising a high polymeric condensation thermoplastic polyester resin of a dicarboxylic acid and a glycol and, as a stabilizer thereof in an effective amount an organophosphorus compound selected from the group consisting of compounds having the following formula and polycondensates thereof ##STR2## wherein R and R 4 are selected from the group consisting of alkyl, aralkyl, cycloalkyl, alkcycloalkyl, hydroxyalkyl, hydroxyaralkyl, hydroxyalkylether and hydroxyaralkylether, where R or R 4 is at least one of said hydroxyl terminated groups; where R 1 , R 2 and R 3 are selected from the group of hydrogen and alkyl; where R 5 is selected from the group of alkyl, aryl, alkaryl, cycloalkyl, alkcycloalkyl, alkoxy, aralkyl and aralkoxy; and n is 1 or greater.
Claim 2
Dependent Claim
123 words
A polyester resin composition comprising a high polymeric condensation thermoplastic polyester resin of a dicarboxylic acid and a glycol and, as a stabilizer thereof in an effective amount an organophosphorus compound selected from the group consisting of compounds having the following formula and polycondensates thereof ##STR2## wherein R and R 4 are selected from the group consisting of alkyl, aralkyl, cycloalkyl, alkcycloalkyl, hydroxyalkyl, hydroxyaralkyl, hydroxyalkylether and hydroxyaralkylether, where R or R 4 is at least one of said hydroxyl terminated groups; where R 1 , R 2 and R 3 are selected from the group of hydrogen and alkyl; where R 5 is selected from the group of alkyl, aryl, alkaryl, cycloalkyl, alkcycloalkyl, alkoxy, aralkyl and aralkoxy; and n is 1 or greater.
Claim 3
Dependent Claim
25 words
The composition of claim 1 wherein said effective amount is on the order of about 0.1 to about 1% by weight based upon said resin.
Claim 4
Dependent Claim
40 words
The composition of claim 1 wherein said stabilizer is selected from the group consisting of ethyl 2-hydroxyethyl alpha-diethylphosphonosuccinate, ethyl 2-hydroxyethoxyethyl alpha-diethylphosphonosuccinate, ethyl 2-hydroxyhexyl alpha-diethylphosphonosuccinate, ethyl 2-(hydroxyethyl-hydroxyethoxyethyl) alpha-diethylphosphonosuccinate, ethyl 2-(triethylene-glycol) alpha-diethylphosphonosuccinate, ethyl 2-hydroxyneopentyl alpha-diethylphosphonosuccinate and ethyl 2-hydroxypropyl alpha-diethylphosphonosuccinate, and mixtures thereof.
Claim 5
Dependent Claim
17 words
The composition of claim 1 wherein said acid comprises terephthalic acid and said glycol comprises ethylene glycol.
Claim 6
Dependent Claim
22 words
The composition of claim 1 wherein said polyester resin is selected from the group consisting of polyesters and copolyesters of terephthalic acid.
Claim 7
Independent Claim
152 words
A method for the preparation of high polymeric condensation thermoplastic polyester resins comprising transesterifying in a first stage a dicarboxylic acid ester with a glycol in the presence of a catalyst, adding to the product of said transesterification an effective amount of an organophosphorus compound selected from the group consisting of compounds having the following formula and polycondensates thereof ##STR3## wherein R and R 4 are selected from the group consisting of alkyl, aralkyl, cycloalkyl, alkcycloalkyl, hydroxyalkyl, hydroxyaralkyl, hydroxyalkylether and hydroxyaralkylether, where R or R 4 is at least one of said hydroxyl terminated groups; where R 1 , R 2 and R 3 are selected from the group of hydrogen and alkyl; where R 5 is selected from the group of alkyl, aryl, alkaryl, cycloalkyl, alkcycloalkyl, alkoxy, aralkyl and aralkoxy; and n is 1 or greater and polycondensating the reaction product of said transesterification to produce the high polymeric polyester resin.
Claim 8
Independent Claim
152 words
A method for the preparation of high polymeric condensation thermoplastic polyester resins comprising transesterifying in a first stage a dicarboxylic acid ester with a glycol in the presence of a catalyst, adding to the product of said transesterification an effective amount of an organophosphorus compound selected from the group consisting of compounds having the following formula and polycondensates thereof ##STR3## wherein R and R 4 are selected from the group consisting of alkyl, aralkyl, cycloalkyl, alkcycloalkyl, hydroxyalkyl, hydroxyaralkyl, hydroxyalkylether and hydroxyaralkylether, where R or R 4 is at least one of said hydroxyl terminated groups; where R 1 , R 2 and R 3 are selected from the group of hydrogen and alkyl; where R 5 is selected from the group of alkyl, aryl, alkaryl, cycloalkyl, alkcycloalkyl, alkoxy, aralkyl and aralkoxy; and n is 1 or greater and polycondensating the reaction product of said transesterification to produce the high polymeric polyester resin.
Claim 9
Dependent Claim
15 words
The method of claim 6 wherein the dicarboxylic acid ester is derived from terephthalic acid.
Claim 10
Dependent Claim
26 words
The method of claim 6 wherein said effective amount is on the order of about 0.1 to about 1% by weight based upon said acid ester.
Claim 11
Dependent Claim
40 words
The method of claim 6 wherein said stabilizer is selected from the group consisting of ethyl 2-hydroxyethyl alpha-diethylphosphonosuccinate, ethyl 2-hydroxyethoxyethyl alpha-diethylphosphonosuccinate, ethyl 2-hydroxyhexyl alpha-diethylphosphonosuccinate, ethyl 2-(hydroxyethyl-hydroxyethoxyethyl) alpha-diethylphosphonosuccinate, ethyl 2-(triethylene-glycol) alpha-diethylphosphonosuccinate, ethyl 2-hydroxyneopentyl alpha-diethylphosphonosuccinate and ethyl 2-hydroxypropyl alpha-diethylphosphonosuccinate, and mixtures thereof.
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) | 1980-12-12 | 1981-06-13 | 1981-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-12 | 1985-06-13 | 1985-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-12 | 1989-06-13 | 1989-12-13 | $7700.00 | Window Closed / Lapsed |