US4122072A
Expired / Lapsed
US
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Polyester and process for making same
Assignee: Monsanto Co
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Filing: 1976-06-01
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Granted: 1978-10-24
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Expires: 1996-06-01
Abstract
Abstract Fiber forming polyesters are modified by the incorporation in the chain of hydantoin derivatives having polyalkoxylated groups linked to the ring nitrogens. These polyesters exhibit desirable properties such as improved dyeability, thermal oxidative stability, light stability and dyed light fastness.
Inventors
- 👤 II Ernest L. Lawton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 21:55
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/68; C08G63/685; C08G63/6854; C08G63/6856; Y; Y10; Y10S; Y10S8/00; Y10S8/92; Y10S8/922
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
345 words
A new fiber-forming composition of matter comprising at least 85 weight percent of the following structural units: ##STR20## wherein "Hyd" is selected from the group consisting of ##STR21## wherein Z is a radical individually selected from the group consisting of bivalent alkyls containing from 1-20 carbon atoms, bivalent aryls containing from 6-10 carbon atoms, bivalent alkyl-aryls containing from 6-20 carbon atoms and cycloalkyls containing from 5-12 carbon atoms; wherein A is individually selected from the group of aromatic divalent radicals consisting of ##STR22## and branched or linear alkylene radicals containing from 4 to 10 carbon atoms, wherein Y is selected from the group of difunctional radicals consisting of a branched or linear C 1 -C 4 alkylene, --O--, --S--, and --SO 2 --; wherein G is selected from the group of divalent radicals consisting of a branched or linear C 2 -C 10 alkylene and C 5 -C 10 cycloalkylene; R 1 , R 2 , R 1 ' and R 2 ' are individually selected from the group of radicals consisting of hydrogen, aryls containing from 6-10 carbon atoms, alkyls containing from 1-20 carbon atoms, and cycloalkyls containing from 5-10 carbon atoms; R 1 and R 2 may be cojointly a tetramethylene radical or a pentamethylene radical, R 3 , R 3 ', R 5 , R 5 ', R 7 , R 7 ' and R 9 , R 9 ' are individually selected from the group of radicals consisting of hydrogen, methyl, ethyl and saturated cycloalkyls containing from 5-10 carbon atoms; R 4 , R 4 ', R 6 , R 6 ', R 8 , R 8 ' and R 10 , R 10 ' is hydrogen and R 3 and R 4 , R 5 and R 6 , R 7 and R 8 , R 9 and R 10 may be cojointly a tetramethylene radical; wherein x is an integer from 0-20, y is an integer from 0-20 and the sum of x+y is at least 1 and the weight percent of units II is not more than 20.
Claim 2
Dependent Claim
345 words
A new fiber-forming composition of matter comprising at least 85 weight percent of the following structural units: ##STR20## wherein "Hyd" is selected from the group consisting of ##STR21## wherein Z is a radical individually selected from the group consisting of bivalent alkyls containing from 1-20 carbon atoms, bivalent aryls containing from 6-10 carbon atoms, bivalent alkyl-aryls containing from 6-20 carbon atoms and cycloalkyls containing from 5-12 carbon atoms; wherein A is individually selected from the group of aromatic divalent radicals consisting of ##STR22## and branched or linear alkylene radicals containing from 4 to 10 carbon atoms, wherein Y is selected from the group of difunctional radicals consisting of a branched or linear C 1 -C 4 alkylene, --O--, --S--, and --SO 2 --; wherein G is selected from the group of divalent radicals consisting of a branched or linear C 2 -C 10 alkylene and C 5 -C 10 cycloalkylene; R 1 , R 2 , R 1 ' and R 2 ' are individually selected from the group of radicals consisting of hydrogen, aryls containing from 6-10 carbon atoms, alkyls containing from 1-20 carbon atoms, and cycloalkyls containing from 5-10 carbon atoms; R 1 and R 2 may be cojointly a tetramethylene radical or a pentamethylene radical, R 3 , R 3 ', R 5 , R 5 ', R 7 , R 7 ' and R 9 , R 9 ' are individually selected from the group of radicals consisting of hydrogen, methyl, ethyl and saturated cycloalkyls containing from 5-10 carbon atoms; R 4 , R 4 ', R 6 , R 6 ', R 8 , R 8 ' and R 10 , R 10 ' is hydrogen and R 3 and R 4 , R 5 and R 6 , R 7 and R 8 , R 9 and R 10 may be cojointly a tetramethylene radical; wherein x is an integer from 0-20, y is an integer from 0-20 and the sum of x+y is at least 1 and the weight percent of units II is not more than 20.
Claim 3
Dependent Claim
19 words
The new composition of matter defined in claim 1 wherein the sum of x+y is up to about 30.
Claim 4
Dependent Claim
21 words
The new composition of matter defined in claim 2 wherein the sum of x+y is an integer from 1 to 20.
Claim 5
Dependent Claim
21 words
The new composition of matter defined in claim 2 wherein the sum of x+y is an integer from 4 to 15.
Claim 6
Dependent Claim
30 words
The new composition of matter defined in claim 1 wherein the weight percent of units II is from about 4 to about 10 weight percent of the total copolymer weight.
Claim 7
Dependent Claim
30 words
The new composition of matter defined in claim 1 wherein R 1 and R 2 are --CH 3 ; A is ##STR23## and G is --CH 2 CH 2 --.
Claim 8
Dependent Claim
30 words
A new fiber-forming composition of matter comprising at least 85 weight percent of the following structural units: ##STR24## wherein the weight percent of units II is not more than 20.
Claim 9
Dependent Claim
30 words
A new fiber-forming composition of matter comprising at least 85 weight percent of the following structural units: ##STR24## wherein the weight percent of units II is not more than 20.
Claim 10
Dependent Claim
19 words
The new composition of matter defined in claim 7 wherein the sum of x+y is up to about 30.
Claim 11
Dependent Claim
21 words
The new composition of matter defined in claim 8 wherein the sum of x+y is an integer from 4 to 15.
Claim 12
Dependent Claim
30 words
The new composition of matter defined in claim 7 wherein the weight percent of units II is from about 4 to about 10 weight percent of the total copolymer weight.
Claim 13
Dependent Claim
19 words
The new composition of matter defined in claim 7 wherein R 1 and R 2 are --CH 3 .
Claim 14
Dependent Claim
47 words
A new fiber-forming composition of matter comprising at least 85 weight percent of the following structural units: ##STR25## wherein the sum of x+y is an integer from 4-15 and the weight percent of units II is from about 4 to 10 weight percent of the total weight.
Claim 15
Dependent Claim
47 words
A new fiber-forming composition of matter comprising at least 85 weight percent of the following structural units: ##STR25## wherein the sum of x+y is an integer from 4-15 and the weight percent of units II is from about 4 to 10 weight percent of the total weight.
Claim 16
Dependent Claim
152 words
In a process for manufacturing a dye receptive and thermally stable linear condensation polyester modified with a compound containing a polyalkoxylated hydantoin derivative comprising the steps: mixing together at least one compound selected from the group consisting of terephthalic acid, isophthalic acid and dimethyl terephthalate, and a glycol of the series HO(CH 2 ) n OH, in which n is an integer from 2 to 10 and a compound containing a hydantoin derivative having the formula: ##STR26## in which x+y is up to about 30, R 1 and R 2 is a radical selected from the group consisting of hydrogen, aryls containing from 6-10 carbon atoms, alkyls containing from 1-20 carbon atoms and cycloalkyls containing from 5-10 carbon atoms; reacting said mixture by heating to at least 150° C. in the presence of a suitable catalyst; and continuing said heating and reaction of said mixture until a fiber-forming modified polyester is obtained.
Claim 17
Dependent Claim
152 words
In a process for manufacturing a dye receptive and thermally stable linear condensation polyester modified with a compound containing a polyalkoxylated hydantoin derivative comprising the steps: mixing together at least one compound selected from the group consisting of terephthalic acid, isophthalic acid and dimethyl terephthalate, and a glycol of the series HO(CH 2 ) n OH, in which n is an integer from 2 to 10 and a compound containing a hydantoin derivative having the formula: ##STR26## in which x+y is up to about 30, R 1 and R 2 is a radical selected from the group consisting of hydrogen, aryls containing from 6-10 carbon atoms, alkyls containing from 1-20 carbon atoms and cycloalkyls containing from 5-10 carbon atoms; reacting said mixture by heating to at least 150° C. in the presence of a suitable catalyst; and continuing said heating and reaction of said mixture until a fiber-forming modified polyester is obtained.
Claim 18
Dependent Claim
15 words
The process as defined in claim 13 wherein the sum of x+y is about 30.
Claim 19
Dependent Claim
18 words
The process defined in claim 13 wherein the sum of x+y is an integer from 1 to 20.
Claim 20
Dependent Claim
18 words
The process defined in claim 13 wherein the sum of x+y is an integer from 4 to 15.
Claim 21
Dependent Claim
17 words
The process as defined in claim 13 wherein R 1 and R 2 are --CH 3 .
Claim 22
Dependent Claim
23 words
The process as defined in claim 13 wherein terephthalic acid and ethylene glycol are reacted with said hydantoin derivative to form said polyester.
Claim 23
Dependent Claim
152 words
In a process for manufacturing a dye receptive and thermally stable linear condensation polyester modified with a compound containing a polyalkoxylated hydantoin derivative comprising the steps: mixing together at least one compound selected from the group consisting of terephthalic acid, isophthalic acid and dimethyl terephthalate, and a glycol of the series HO(CH 2 ) n OH, in which n is an integer from 2 to 10, to form a polymer; adding to said polymer a compound containing a hydantoin derivative having the formula: ##STR27## in which x+y is up to about 30, R 1 and R 2 is a radical selected from the group consisting of hydrogen, aryls containing from 6-10 carbon atoms, alkyls containing from 1-20 carbon atoms and cycloalkyls containing from 5-10 carbon atoms; reacting said polymer by heating to at least 150° C.; and continuing said heating and reaction of said polymer until a fiber-forming modified polyester is obtained.
Claim 24
Dependent Claim
152 words
In a process for manufacturing a dye receptive and thermally stable linear condensation polyester modified with a compound containing a polyalkoxylated hydantoin derivative comprising the steps: mixing together at least one compound selected from the group consisting of terephthalic acid, isophthalic acid and dimethyl terephthalate, and a glycol of the series HO(CH 2 ) n OH, in which n is an integer from 2 to 10, to form a polymer; adding to said polymer a compound containing a hydantoin derivative having the formula: ##STR27## in which x+y is up to about 30, R 1 and R 2 is a radical selected from the group consisting of hydrogen, aryls containing from 6-10 carbon atoms, alkyls containing from 1-20 carbon atoms and cycloalkyls containing from 5-10 carbon atoms; reacting said polymer by heating to at least 150° C.; and continuing said heating and reaction of said polymer until a fiber-forming modified polyester is obtained.
Claim 25
Dependent Claim
41 words
A fiber having improved dyeability and thermal oxidative stability, comprising the polycondensation product of terephthalic acid, a glycol of the series HO(CH 2 ) n OH, in which n is an integer from 2 to 10 and a polyalkoxylated hydantoin compound.
Claim 26
Dependent Claim
41 words
A fiber having improved dyeability and thermal oxidative stability, comprising the polycondensation product of terephthalic acid, a glycol of the series HO(CH 2 ) n OH, in which n is an integer from 2 to 10 and a polyalkoxylated hydantoin compound.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-10-23 | 1982-04-24 | 1982-10-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-10-23 | 1986-04-24 | 1986-10-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-10-23 | 1990-04-24 | 1990-10-24 | $7700.00 | Window Closed / Lapsed |