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US4617374A Expired / Lapsed US ⏱️ 0.0 years remaining

UV-absorbing condensation polymeric compositions and products therefrom

Assignee: Eastman Chemical Co
•
Filing: 1986-01-28
•
Granted: 1986-10-14
•
Expires: 2006-01-28
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Abstract

Abstract Polyester compositions useful in formed articles such as beverage bottles and having condensation reacted therein at least one UV-absorbing compound of the formula ##STR1## wherein: R is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, or alkenyl; R 1 is hydrogen, or alkyl, aryl, or cycloalkyl, all of which may be substituted; R 2 is hydrogen, or alkyl, cycloalkyl or aryl, all of which may be substituted; R 3 is hydrogen or 1-3 substituents; and P is cyano or a group such as carbamoyl, aryl, alkylsulfonyl, arylsulfonyl, alkanoyl or aroyl, all of which groups may be substituted; whereby the polyester composition has maximum light radiation absorbance within the range of from about 320 nm to about 380 nm.

Inventors

  • 👤 Wayne P. Pruett
  • 👤 Richard H. S. Wang
  • 👤 Samuel D. Hilbert
  • 👤 Max A. Weaver

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 18:31
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/68; C08G63/02; C08G63/12; C08G63/52; C08G63/16; C08G63/20; C08G63/685; C08G63/6854; C08G63/6858; C08G63/688; C08G63/6884; C08G63/6888

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 153 words
A polyester composition having a maximum light absorbance within the range of from about 320 nm to about 380 nm and having reacted therein a total of from about 1.0 to about 5,000 parts by weight per million parts by weight of polyester of at least one UV-absorbing compound of the formula ##STR27## which is nonextractable from the polyester and stable under the polyester processing conditions, wherein: R is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, or alkenyl; R 1 is hydrogen, or alkyl, aryl, or cycloalkyl, all of which may be substituted; R 2 is hydrogen or any radical which does not interfere with condensation with the polyester; R 3 is hydrogen or 1-3 substituents selected from alkyl, substituted alkyl, alkoxy, substituted alkoxy, and halogen; and P is cyano or a group selected from carbamyl, aryl, alkylsulfonyl, arylsulfonyl, heterocyclic, alkanoyl or aroyl, all of which groups may be substituted.
Claim 2
Dependent Claim 153 words
A polyester composition having a maximum light absorbance within the range of from about 320 nm to about 380 nm and having reacted therein a total of from about 1.0 to about 5,000 parts by weight per million parts by weight of polyester of at least one UV-absorbing compound of the formula ##STR27## which is nonextractable from the polyester and stable under the polyester processing conditions, wherein: R is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, or alkenyl; R 1 is hydrogen, or alkyl, aryl, or cycloalkyl, all of which may be substituted; R 2 is hydrogen or any radical which does not interfere with condensation with the polyester; R 3 is hydrogen or 1-3 substituents selected from alkyl, substituted alkyl, alkoxy, substituted alkoxy, and halogen; and P is cyano or a group selected from carbamyl, aryl, alkylsulfonyl, arylsulfonyl, heterocyclic, alkanoyl or aroyl, all of which groups may be substituted.
Claim 3
Dependent Claim 318 words
A polyester composition of claim 1 having an inherent viscosity of from about 0.4 to about 1.2 determined according to ASTM D2857-70 procedure in a Wagner Viscometer of Lab Glass Inc. of Vineland, N.J. having a 1/2 ml. capillary bulb, using a polymer concentration of 0.5% by weight in 60/40 by weight, phenol/tetrachloroethane solvent wherein: R 2 is hydrogen, alkyl, aralkyl, cycloalkyl, cyanoalkyl, aryl, alkoxyalkyl or hydroxyalkyl; R is selected from hydrogen; cycloalkyl; cycloalkyl substituted with one or two of alkyl, alkoxy or halogen; phenyl; phenyl substituted with 1-3 of alkyl, alkoxy, halogen, alkanoylamino, or cyano; straight or branched lower alkenyl; straight or branched alkyl and such alkyl substituted with 1-3 of the following: halogen; cyano; succinimido; glutarimido; phthalimido; phthalimidino; 2-pyrrolidono; cyclohexyl; phenyl; phenyl substituted with alkyl, alkoxy, halogen, cyano, or alkylsulfamoyl; vinylsulfonyl; acrylamido; sulfamyl; benzoylsulfonicimido; alkylsulfonamido; phenylsulfonamido; alkenylcarbonylamino; groups of the formula ##STR28## wherein Y is --NH--, ##STR29## --O--, --S--, or --CH 2 O--; --S--R 14 ; SO 2 CH 2 CH 2 SR 14 ; wherein R 14 is alkyl, phenyl, phenyl substituted with halogen, alkyl, alkoxy, alkanoylamino, or cyano, pyridyl, pyrimidinyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, or a radical of the formulae ##STR30## --NHXR 16 ; --CONR 15 R 15 ; and --SO 2 NR 15 R 15 ; wherein R 15 is selected from H, aryl, alkyl, and alkyl substituted with halogen, phenoxy, aryl, --CN, cycloalkyl, alkylsulfonyl, alkylthio, or alkoxy; X is --CO--, --COO--, or --SO 2 --; R 16 is selected from alkyl and alkyl substituted with halogen, phenoxy, aryl, cyano, cycloalkyl, alkylsulfonyl, alkylthio, and alkoxy; and when X is --CO--, R 16 also can be hydrogen, amino, alkenyl, alkylamino, dialkylamino, arylamino, aryl, or furyl; alkoxy; alkoxy substituted with cyano or alkoxy; phenoxy; or phenoxy substituted with 1-3 of alkyl, alkoxy, or halogen; and P is cyano, carbamyl, N-alkylcarbamyl, N-alkyl-N-arylcarbamyl, N,N-dialkylcarbamyl, N,N-alkyl-arylcarbamyl, N-arylcarbamyl, N-cyclohexylcarbamyl, aryl, 2-benzoxazolyl, 2-benzothiazolyl, 2-benzimidazolyl, 1,3,4-thiadiazol-2-yl, 1,3,4-oxadiazol-2-yl, alkylsulfonyl, arylsulfonyl, alkanoyl or aroyl.
Claim 4
Dependent Claim 11 words
A polyester composition of claim 1 wherein R 1 is hydrogen.
Claim 5
Dependent Claim 10 words
A polyester composition of claim 1 wherein P is cyano.
Claim 6
Dependent Claim 15 words
A polyester composition of claim 1 wherein R 1 is hydrogen and P is cyano.
Claim 7
Dependent Claim 15 words
A polyester composition of claim 1 having copolymerized therein the compound of the structure ##STR31##
Claim 8
Dependent Claim 38 words
A polyester composition of claim 1 wherein the acid moiety is comprised of at least about 50 mol % terephthalic acid residue, and the glycol moiety of at least about 50 mol % ethylene glycol or 1,4-cyclohexanedimethanol residue.
Claim 9
Dependent Claim 39 words
A polyester composition of claim 2 having an inherent viscosity of from about 0.65 to about 0.85, wherein the acid moiety is 100 mol % terephthalic acid residue, and the glycol moiety is 100 mol % ethylene glycol residue.
Claim 10
Dependent Claim 51 words
A polyester composition of claim 2 having an inherent viscosity of from about 0.65 to about 0.85, wherein the acid moiety is 100 mol % terephthalic acid residue, and the glycol moiety is comprised of from about 65 to about 95 mol % ethylene glycol residue, the remainder being 1,4-cyclohexanedimethanol residue.
Claim 11
Dependent Claim 12 words
A formed article of the polyester composition of any of claims 1-9.

References Cited (Backward Citations)

US4377669A Cited
US4297502A Cited
US4359507A Cited
US4400500A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-10-13 1990-04-14 1990-10-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-10-13 1994-04-14 1994-10-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-10-13 1998-04-14 1998-10-14 $7700.00 Window Closed / Lapsed

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