WO2007139655A1 - Compositions de polyester comprenant un cyclobutanediol et un certain nombre de stabilisants thermiques et/ou des produits de réaction de ceux-ci - Google Patents

Compositions de polyester comprenant un cyclobutanediol et un certain nombre de stabilisants thermiques et/ou des produits de réaction de ceux-ci Download PDF

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Publication number
WO2007139655A1
WO2007139655A1 PCT/US2007/010590 US2007010590W WO2007139655A1 WO 2007139655 A1 WO2007139655 A1 WO 2007139655A1 US 2007010590 W US2007010590 W US 2007010590W WO 2007139655 A1 WO2007139655 A1 WO 2007139655A1
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WO
WIPO (PCT)
Prior art keywords
mole
polyester
dicarboxylic acid
polyester composition
residues
Prior art date
Application number
PCT/US2007/010590
Other languages
English (en)
Inventor
Ted Calvin Germroth
Gary Wayne Connell
Emmett Dudley Crawford
Thomas Joseph Pecorini
Douglas Stephens Mcwilliams
Benjamin Fredrick Barton
Damon Bryan Shackelford
Original Assignee
Eastman Chemical Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US11/439,340 external-priority patent/US20060270806A1/en
Priority claimed from US11/439,062 external-priority patent/US20060270773A1/en
Priority claimed from US11/588,527 external-priority patent/US20100087574A1/en
Priority claimed from PCT/US2006/042292 external-priority patent/WO2007053549A1/fr
Priority claimed from US11/588,907 external-priority patent/US20070106054A1/en
Priority claimed from US11/588,524 external-priority patent/US20100096589A1/en
Priority claimed from US11/588,906 external-priority patent/US8193302B2/en
Priority claimed from US11/588,554 external-priority patent/US20070100125A1/en
Priority claimed from US11/588,458 external-priority patent/US20070100122A1/en
Priority claimed from PCT/US2006/041917 external-priority patent/WO2007053434A1/fr
Priority claimed from US11/588,883 external-priority patent/US20070105993A1/en
Priority claimed from US11/635,433 external-priority patent/US20070142511A1/en
Priority claimed from US11/635,434 external-priority patent/US7737246B2/en
Priority claimed from US11/706,791 external-priority patent/US20070232779A1/en
Priority claimed from US11/706,476 external-priority patent/US20070232778A1/en
Priority claimed from PCT/US2007/007532 external-priority patent/WO2007123631A1/fr
Application filed by Eastman Chemical Company filed Critical Eastman Chemical Company
Priority to PCT/US2007/011150 priority Critical patent/WO2007139663A1/fr
Priority to TW096125089A priority patent/TW200819496A/zh
Priority to BRPI0717755-0A priority patent/BRPI0717755A2/pt
Priority to JP2009534565A priority patent/JP2010507716A/ja
Priority to PCT/US2007/015702 priority patent/WO2008054559A1/fr
Priority to MX2009003369A priority patent/MX2009003369A/es
Priority to CA002666585A priority patent/CA2666585A1/fr
Priority to EP07836026A priority patent/EP2074174A1/fr
Priority to JP2009534566A priority patent/JP2010507717A/ja
Priority to PCT/US2007/015713 priority patent/WO2008054560A2/fr
Priority to BRPI0717761-5A priority patent/BRPI0717761A2/pt
Priority to CA002666571A priority patent/CA2666571A1/fr
Priority to PCT/US2007/015701 priority patent/WO2008051320A1/fr
Priority to TW096125125A priority patent/TW200819497A/zh
Priority to PCT/US2007/015704 priority patent/WO2008051321A1/fr
Priority to KR1020097008484A priority patent/KR20090079212A/ko
Priority to MX2009003375A priority patent/MX2009003375A/es
Priority to KR1020097008483A priority patent/KR20090079211A/ko
Priority to EP07836029A priority patent/EP2074158A1/fr
Publication of WO2007139655A1 publication Critical patent/WO2007139655A1/fr

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/49Phosphorus-containing compounds
    • C08K5/51Phosphorus bound to oxygen
    • C08K5/52Phosphorus bound to oxygen only
    • C08K5/521Esters of phosphoric acids, e.g. of H3PO4
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16Dicarboxylic acids and dihydroxy compounds
    • C08G63/18Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/199Acids or hydroxy compounds containing cycloaliphatic rings

Definitions

  • the present invention generally relates to polyester compositions made from terephthalic acid, or an ester thereof, and mixtures thereof, 2,2,4,4- tetramethyl-1 ,3-cyclobutanediol, and cyclohexanedimethanol, and at least one phosphate ester, reaction products thereof, and mixtures thereof, having a certain combination of two or more of high impact strengths, high glass transition temperature (T 9 ), toughness, certain inherent viscosities, low ductile-to-brittle transition temperatures, good color and clarity, low densities, chemical resistance, hydrolytic stability, and long crystallization half-times, which allow them to be easily formed into articles.
  • the present invention also generally relates to processes for making the polyesters/polyester compositions of the invention.
  • PCT PoIy(1 ,4-cyclohexylenedimethylene) terephthalate
  • a polyester based solely on terephthalic acid or an ester thereof and cyclohexanedimethanol is known in the art and is commercially available.
  • This polyester crystallizes rapidly upon cooling from the melt, making it very difficult to form amorphous articles by methods known in the art such as extrusion, injection molding, and the like.
  • copolyesters can be prepared containing additional dicarboxylic acids or glycols such as isophthalic acid or ethylene glycol residues.
  • ethylene glycol residues- or isophthalic acid-modified PCTs are also known in the art and are commercially available.
  • One common copolyester used to produce films, sheeting, and molded articles is made from terephthalic acid, 1 ,4-cyclohexanedimethanol, and ethylene glycol residues. While these copolyesters are useful in many end-use applications, they exhibit deficiencies in properties such as glass transition temperature and impact strength when sufficient modifying ethylene glycol residues is included in the formulation to provide for long crystallization half- times.
  • copolyesters made from terephthalic acid, 1 ,4- cyclohexanedimethanol, and ethylene glycol residues with sufficiently long crystallization half-times can provide amorphous products that exhibit what is believed to be undesirably higher ductile-to-brittle transition temperatures and lower glass transition temperatures than the compositions revealed herein.
  • the polycarbonate of 4,4'-isopropylidenediphenol has been used as an alternative for polyesters known in the art and is a well known engineering molding plastic.
  • Bisphenol A polycarbonate is a clear, high-performance plastic having good physical properties such as dimensional stability, high heat resistance, and good impact strength.
  • polyester compositions formed from terephthalic acid, an ester thereof, and/or mixtures thereof, cyclohexanedimethanol, and 2,2,4,4-tetramethyl-1 ,3-cyclobutanediol comprising certain thermal stabilizers, reaction products thereof, and mixtures thereof, are superior to polyesters known in the art and to polycarbonate with respect to one or more of high impact strengths, hydrolytic stability, toughness, chemical resistance, good color and clarity, long crystallization half-times, low ductile to brittle transition temperatures, lower specific gravity, and thermoformability.
  • These compositions are believed to be similar to polycarbonate in heat resistance and are more processable on the standard industry equipment.
  • these polyesters have enhanced thermal stability allowing for easier manufacture and enhanced downstream material processing.
  • the polyesters can be more easily produced without at least one of the following occurring: bubbling, splay formation, color formation, foaming, off- gassing, and erratic melt levels, i.e., pulsating of the polyester or the polyester's production and processing systems.
  • at least one process of the invention provides a means to more easily produce the polyesters useful in the invention in large quantities (for example, pilot run scale and/or commercial production) without at least one of the aforesaid difficulties occurring.
  • large quantities includes quantities of polyester(s) useful in the invention which are produced in quantities larger than 100 pounds.
  • polyester(s) useful in the invention which are produced in quantities larger than 1000 pounds.
  • the processes of making the polyesters useful in the invention can comprise a batch or continuous process.
  • the processes of making the polyesters useful in the invention comprise a continuous process.
  • the invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dL/g as determined in 60/40 (wt/wt)phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C ; and wherein the polyester has a Tg from 85 to 200 0 C.
  • the invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is 0.35 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at
  • polyester has a Tg from 85°C to 200 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • a dicarboxylic acid component comprising: (i) 70 to 100 mole % of terephthalic acid residues; (ii) 0 to 30 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dl_/g as determined in60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; wherein the polyester has a Tg from 85 to 200 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dl_/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 120 to 135°C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 0.70 dl_/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 130 to 145°C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.58 to 0.72 dUg as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 130 to 145°C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %. and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.6 to 0.72 dL/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 130 to 145°C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • a modifying glycol chosen from at least one of the following: ethylene glycol residues, propylene glycol, butanediol, and mixtures thereof; and (II) at least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dL/g as .
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is 0.35 to 1.2 dl_/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at
  • polyester has a Tg from 85 to 200 0 C and optionally, wherein one or more branching agents is added prior to or during the polymerization of the polymer.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • a modifying glycol chosen from at least one of the following: ethylene glycol residues, propylene glycol, butanediol, and mixtures thereof; and (II) at least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 0.75 dL/g or less as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; wherein the polyester has a Tg from 110 to 200 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is 0.35 to 0.75 dL/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; wherein the polyester has a Tg from 110 to 200 0 C; and optionally, wherein one or more branching agents is added prior to or during the polymerization of the polymer.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • a modifying glycol chosen from at least one of the following: ethylene glycol residues, propylene glycol, butanediol, and mixtures thereof; and (II) at least one thermal stabilizer chosen from at least one of alky I phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 0.75 dL/g or less as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; wherein the polyester has a Tg from 110 to 200 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is 0.35 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at
  • polyester has a Tg from 110 to 200 0 C and optionally, wherein one or more branching agents is added prior to or during the polymerization of the polymer.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.10 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; wherein the polyester has a Tg from 85 to 200 0 C; wherein if ethylene glycol residues is present in the glycol component, it is present in the polyester at less than 15 mole %.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the amorphous polyester has a glass transition temperature (T 9 ) of greater than
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is 0.10 to less than 1 dL/g as determined in 60/40 (wt/wt) phenol/ tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 85 to 125°C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • a dicarboxylic acid component comprising: (i) 70 to 100 mole % of terephthalic acid residues; (ii) 0 to 30 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is 0.5 to 1.2 dL/g as determined in
  • polyester has a Tg from 85 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.50 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 85 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.50 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • the polyester has a Tg from 85 to 120 0 C.
  • the Tg of the polyester is from 100 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity is from 0.50 to 0.8 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity is from 0.50 to 0.75 dl_/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • the polyester has a Tg from 100 to 120 0 C.
  • the Tg of the polyester is from 100 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.50 to 1.2 dl_/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 95 to 115°C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.5 to 0.8 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.6 to 0.8 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • a dicarboxylic acid component comprising: (i) 70 to 100 mole % of terephthalic acid residues; (ii) 0 to 30 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and
  • thermo stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.50 to 0.75 dl_/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C. [0091] In one aspect, this invention relates to a polyester composition comprising:
  • thermo stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.50 to 0.75 dl_/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C. [0092] In one aspect, this invention relates to a polyester composition comprising:
  • thermo stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.65 to 0.75 dl_/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C. [0093] In one aspect, this invention relates to a polyester composition comprising:
  • thermo stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.65 to 0.75 dl_/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 100 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C. [0094] In one aspect, this invention relates to a polyester composition comprising:
  • thermo stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.7 to 0.8 dl_/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 85 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C. [0095] In one aspect, this invention relates to a polyester composition comprising:
  • a glycol component comprising: (i) 17 to 28 mole % of 2,2,4,4-tetramethyM ,3- cyclobutanediol residues;
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.7 to 0.8 dLVg as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 100 to 120 0 C. In one embodiment, the Tg of the polyester is from 100 to 120 0 C. [0096] In one aspect, this invention relates to a polyester composition comprising.
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.65 to 0.75 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 100 to 115°C.
  • the Tg of the polyester is from 100 to 120 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 60 to 110 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 60 to 110 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25 0 C; and wherein the polyester has a Tg from 60 to 110 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 60 to 110 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one polyester which comprises:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • At least one thermal stabilizer chosen from at least one of alkyl phosphate esters, aryl phosphate esters, mixed alkyl aryl phosphate esters, reaction products thereof, and mixtures thereof; and wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %; and wherein the inherent viscosity of the polyester is from 0.35 to 1.2 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25°C; and wherein the polyester has a Tg from 60 to 110 0 C.
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • a dicarboxylic acid component comprising: (i) 70 to 100 mole % of terephthalic acid residues; (ii) 0 to 30 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:
  • this invention relates to a polyester composition
  • a polyester composition comprising:

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)

Abstract

Cette invention concerne, selon un aspect, des compositions de polyester contenant: (I) au moins un polyester qui comprend: (a) un composant acide dicarboxylique comprenant: (i) de 70% à 100 % en mole de résidus d'acide téréphtalique; (ii) de 0% à 30 % en mole de résidus d'acide dicarboxylique aromatique comportant jusqu'à 20 atomes de carbone; et (iii) de 0% à 10 % en mole de résidus d'acide dicarboxylique aliphatique comportant jusqu'à 16 atomes de carbone; et (b) un composant glycol comprenant: (i) de 1% à 99 % en mole de résidus de 2,2,4,4-tétraméthyl-1,3-cyclobutanediol; et (ii) de 1% à 99 % en mole de résidus de cyclohexanediméthanol; et (II) au moins un stabilisant thermique choisi parmi au moins des esters de phosphate d'alkyle, des esters de phosphate d'aryle, des esters de phosphate d'alkyle et d'aryle mixtes, des produits de réaction de ceux-ci et des mélanges de ceux-ci. Selon cette invention, le pourcentage en mole total de composant acide dicarboxylique est de 100 % en mole tandis que le pourcentage total en mole du composant glycol est de 100 % en mole.
PCT/US2007/010590 2006-05-23 2007-05-02 Compositions de polyester comprenant un cyclobutanediol et un certain nombre de stabilisants thermiques et/ou des produits de réaction de ceux-ci WO2007139655A1 (fr)

Priority Applications (19)

Application Number Priority Date Filing Date Title
PCT/US2007/011150 WO2007139663A1 (fr) 2006-05-23 2007-05-09 Compositions de polyester comprenant du cyclobutanediol et certains stabilisants vis-à-vis de la chaleur et/ou des produits de réaction de ceux-ci
JP2009534565A JP2010507716A (ja) 2006-10-27 2007-07-10 テトラメチルシクロブタンジオール、シクロヘキサンジメタノール及びエチレングリコールを含むポリエステル組成物並びにその製造方法
EP07836029A EP2074158A1 (fr) 2006-10-27 2007-07-10 Compositions de polyester de couleur améliorée comprenant cyclobutanediol, éthylèneglycol, titane et phosphore, et méthodes de production desdites compositions
KR1020097008483A KR20090079211A (ko) 2006-10-27 2007-07-10 테트라메틸사이클로뷰테인다이올, 사이클로헥세인다이메탄올, 및 에틸렌 글라이콜을 포함하는 폴리에스터 조성물, 및 이의 제조 방법
MX2009003375A MX2009003375A (es) 2006-10-27 2007-07-10 Composiones de poliester que comprenden tetrametilciclobutanodiol, ciclohexanodimetanol y etilenglicol, y procesos de manufctura para las mismas.
KR1020097008484A KR20090079212A (ko) 2006-10-27 2007-07-10 사이클로뷰테인다이올, 에틸렌 글라이콜, 티타늄 및 인을 포함하는 개선된 색상의 폴리에스터 조성물 및 이의 제조방법
PCT/US2007/015704 WO2008051321A1 (fr) 2006-10-27 2007-07-10 Compositions de polyester de couleur améliorée comprenant cyclobutanediol, éthylèneglycol, titane et phosphore, et méthodes de production desdites compositions
TW096125125A TW200819497A (en) 2006-10-27 2007-07-10 Polyester compositions which comprise cyclobutanediol, cyclohexanedimethanol, and ethylene glycol and manufacturing processes therefor
TW096125089A TW200819496A (en) 2006-10-27 2007-07-10 Polyester compositions which comprise cyclobutanediol, ethylene glycol, titanium, and phosphorus with improved color and manufacturing processes therefor
PCT/US2007/015701 WO2008051320A1 (fr) 2006-10-27 2007-07-10 Compositions de polyester comprenant tétraméthylcyclobutanediol, cyclohexanediméthanol et éthylèneglycol, et méthodes de production desdites compositions
CA002666571A CA2666571A1 (fr) 2006-10-27 2007-07-10 Compositions de polyester comprenant tetramethylcyclobutanediol, cyclohexanedimethanol et ethyleneglycol, et methodes de production desdites compositions
BRPI0717755-0A BRPI0717755A2 (pt) 2006-10-27 2007-07-10 composiÇço de poliÉster, mistura, e, artigo de manufatura
PCT/US2007/015713 WO2008054560A2 (fr) 2006-10-27 2007-07-10 Certaines compositions de polyester qui comprennent du cyclobutanediol, du cyclohexanediméthanol, et de l'acide trans-cyclohexanedicarboxylique supérieur
JP2009534566A JP2010507717A (ja) 2006-10-27 2007-07-10 ポリエステル組成物
EP07836026A EP2074174A1 (fr) 2006-10-27 2007-07-10 Compositions de polyester comprenant tétraméthylcyclobutanediol, cyclohexanediméthanol et éthylèneglycol, et méthodes de production desdites compositions
CA002666585A CA2666585A1 (fr) 2006-10-27 2007-07-10 Compositions de polyester
MX2009003369A MX2009003369A (es) 2006-10-27 2007-07-10 Composiciones de poliester.
PCT/US2007/015702 WO2008054559A1 (fr) 2006-10-27 2007-07-10 Certaines compositions de polyester qui comprennent du tétraméthylcyclobutanediol, du cyclohexanediméthanol et un acide trans-cyclohexanedicarboxylique supérieur
BRPI0717761-5A BRPI0717761A2 (pt) 2006-10-27 2007-07-10 composiÇço de poliÉster, mistura de polÍmero, e, artigo de manufatura

Applications Claiming Priority (40)

Application Number Priority Date Filing Date Title
US11/439,340 2006-05-23
US11/439,340 US20060270806A1 (en) 2005-05-26 2006-05-23 Miscible high Tg polyester/polymer blend compositions and films formed therefrom
US11/439,062 US20060270773A1 (en) 2005-05-26 2006-05-23 Polyester-polycarbonate blends for diffuser sheets with improved luminance
US11/439,062 2006-05-23
US11/588,906 2006-10-27
US11/588,906 US8193302B2 (en) 2005-10-28 2006-10-27 Polyester compositions which comprise cyclobutanediol and certain phosphate thermal stabilizers, and/or reaction products thereof
PCT/US2006/042292 WO2007053549A1 (fr) 2005-10-28 2006-10-27 Compositions de polyester contenant du cyclobutanediol qui presente une certaine combinaison d'indice logarithmique de viscosite et de temperature de transition vitreuse moderee et articles fabriques a partir de celles-ci
US11/588,883 US20070105993A1 (en) 2005-10-28 2006-10-27 Polyester compositions which comprise cyclobutanediol and at least one phosphorus compound
US11/588,458 2006-10-27
PCT/US2006/041917 WO2007053434A1 (fr) 2005-10-28 2006-10-27 Compositions de polyester comprenant du cyclobutanediol et certains stabilisants thermiques et/ou des produits de reaction de ceux-ci
USPCT/US2006/42069 2006-10-27
PCT/US2006/042291 WO2007053548A2 (fr) 2005-10-28 2006-10-27 Compositions de polyester comprenant des quantites minimales de cyclobutanediol
USPCT/US2006/42292 2006-10-27
USPCT/US2006/42293 2006-10-27
PCT/US2006/042069 WO2007053460A1 (fr) 2005-10-28 2006-10-27 Compositions de polyester comprenant du cyclobutanediol et au moins un compose phosphoreux
US11/588,527 US20100087574A1 (en) 2005-10-28 2006-10-27 Polyester compositions containing cyclobutanediol having a certain combination of inherent viscosity and moderate glass transition temperature and articles made therefrom
USPCT/US2006/42291 2006-10-27
PCT/US2006/042293 WO2007053550A1 (fr) 2005-10-28 2006-10-27 Compositions de polyester contenant du cyclobutanediol qui presente une temperature de transition vitreuse elevee et articles fabriques a partir de celles-ci
US11/588,527 2006-10-27
US11/588,458 US20070100122A1 (en) 2005-10-28 2006-10-27 Polyester compositions containing cyclobutanediol and articles made therefrom
US11/588,907 2006-10-27
US11/588,554 US20070100125A1 (en) 2005-10-28 2006-10-27 Polyester compositions comprising minimal amounts of cyclobutanediol
US11/588,524 2006-10-27
US11/588,524 US20100096589A1 (en) 2005-10-28 2006-10-27 Polyester compositions containing low amounts of cyclobutanediol and articles made therefrom
USPCT/US2006/41917 2006-10-27
US11/588,554 2006-10-27
US11/588,907 US20070106054A1 (en) 2005-10-28 2006-10-27 Polyester compositions containing cyclobutanediol having a certain combination of inherent viscosity and high glass transition temperature and articles made therefrom
US11/588,883 2006-10-27
US11/635,434 US7737246B2 (en) 2005-12-15 2006-12-07 Polyester compositions which comprise cyclobutanediol, cyclohexanedimethanol, and ethylene glycol and manufacturing processes therefor
US11/635,433 US20070142511A1 (en) 2005-12-15 2006-12-07 Polyester compositions which comprise cyclobutanediol ethylene glycol, titanium, and phosphorus with improved color and manufacturing processes therefor
US11/635,433 2006-12-07
US11/635,434 2006-12-07
US11/706,791 US20070232779A1 (en) 2006-03-28 2007-02-14 Certain polyester compositions which comprise cyclohexanedimethanol, moderate cyclobutanediol, cyclohexanedimethanol, and high trans cyclohexanedicarboxylic acid
US11/706,476 2007-02-14
US11/706,476 US20070232778A1 (en) 2006-03-28 2007-02-14 Certain polyester compositions which comprise cyclobutanediol, cyclohexanedimethanol, and high trans-cyclohexanedicarboxylic acid
US11/706,791 2007-02-14
USPCT/US2007/007532 2007-03-27
PCT/US2007/007532 WO2007123631A1 (fr) 2006-03-28 2007-03-27 Compositions polyester comprenant du cyclobutanediol et au moins un compose phosphore
PCT/US2007/007632 WO2007126855A1 (fr) 2006-03-28 2007-03-27 Compositions de polyester lesquelles comprennent du cyclobutanediol et certains agents stabilisants thermiques et/ou des produits de réaction de ceux-ci
USPCT/US2007/007632 2007-03-27

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PCT/US2007/010590 WO2007139655A1 (fr) 2006-05-23 2007-05-02 Compositions de polyester comprenant un cyclobutanediol et un certain nombre de stabilisants thermiques et/ou des produits de réaction de ceux-ci
PCT/US2007/010551 WO2007139653A1 (fr) 2006-05-23 2007-05-02 Films de lcd ou feuilles comprenant des films comprenant des compositions polyester formées de 2,2,4,4,-tétraméthyl-1,3-cyclobutanediol et de 1,4-cyclohexanediméthanol
PCT/US2007/011150 WO2007139663A1 (fr) 2006-05-23 2007-05-09 Compositions de polyester comprenant du cyclobutanediol et certains stabilisants vis-à-vis de la chaleur et/ou des produits de réaction de ceux-ci

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PCT/US2007/010551 WO2007139653A1 (fr) 2006-05-23 2007-05-02 Films de lcd ou feuilles comprenant des films comprenant des compositions polyester formées de 2,2,4,4,-tétraméthyl-1,3-cyclobutanediol et de 1,4-cyclohexanediméthanol
PCT/US2007/011150 WO2007139663A1 (fr) 2006-05-23 2007-05-09 Compositions de polyester comprenant du cyclobutanediol et certains stabilisants vis-à-vis de la chaleur et/ou des produits de réaction de ceux-ci

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