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WO2008051321A8 - Polyester compositions which comprise cyclobutanediol, ethylene glycol, titanium, and phosphorus with improved color and manufacturing processes therefor - Google Patents

Polyester compositions which comprise cyclobutanediol, ethylene glycol, titanium, and phosphorus with improved color and manufacturing processes therefor

Info

Publication number
WO2008051321A8
WO2008051321A8 PCT/US2007/015704 US2007015704W WO2008051321A8 WO 2008051321 A8 WO2008051321 A8 WO 2008051321A8 US 2007015704 W US2007015704 W US 2007015704W WO 2008051321 A8 WO2008051321 A8 WO 2008051321A8
Authority
WO
WIPO (PCT)
Prior art keywords
mole
titanium
phosphorus
ethylene glycol
residues
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/US2007/015704
Other languages
French (fr)
Other versions
WO2008051321A1 (en
Inventor
Emmett Dudley Crawford
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eastman Chemical Co
Original Assignee
Eastman Chemical Co
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 US11/588,554 external-priority patent/US20070100125A1/en
Priority claimed from US11/588,524 external-priority patent/US20100096589A1/en
Priority claimed from US11/588,458 external-priority patent/US20070100122A1/en
Priority claimed from US11/588,527 external-priority patent/US20100087574A1/en
Priority claimed from US11/588,883 external-priority patent/US20070105993A1/en
Priority claimed from PCT/US2006/042292 external-priority patent/WO2007053549A1/en
Priority claimed from US11/588,907 external-priority patent/US20070106054A1/en
Priority claimed from US11/588,906 external-priority patent/US8193302B2/en
Priority claimed from PCT/US2006/042293 external-priority patent/WO2007053550A1/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 US11/706,476 external-priority patent/US20070232778A1/en
Priority claimed from US11/706,791 external-priority patent/US20070232779A1/en
Priority claimed from PCT/US2007/007532 external-priority patent/WO2007123631A1/en
Priority claimed from PCT/US2007/010590 external-priority patent/WO2007139655A1/en
Priority claimed from US11/773,275 external-priority patent/US8586701B2/en
Priority to JP2009534566A priority Critical patent/JP2010507717A/en
Priority to BRPI0717761-5A priority patent/BRPI0717761A2/en
Application filed by Eastman Chemical Co filed Critical Eastman Chemical Co
Priority to MX2009003369A priority patent/MX2009003369A/en
Priority to CA002666585A priority patent/CA2666585A1/en
Priority to EP07836029A priority patent/EP2074158A1/en
Publication of WO2008051321A1 publication Critical patent/WO2008051321A1/en
Publication of WO2008051321A8 publication Critical patent/WO2008051321A8/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/199—Acids or hydroxy compounds containing cycloaliphatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/181—Acids containing aromatic rings
    • C08G63/183—Terephthalic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C08G63/82—Preparation processes characterised by the catalyst used
    • C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof

Landscapes

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

Abstract

Described as one aspect of the invention are polyester compositions comprising at least one polyester which comprises: (a) a dicarboxylic acid component comprising: (i) about 90 to about 100 mole % of terephthalic acid residues; (ii) about 0 to about 10 mole % of aromatic and/or aliphatic dicarboxylic acid residues having up to 20 carbon atoms; and (b) a glycol component comprising: (i) about 1 to less than 90 mole % 2,2,4,4-tetramethyl-1,3- cyclobutanediol residues; and (ii) about 0 to about 89 mole % cyclohexanedimethanol residues; (iii) greater than 10 mole % ethylene glycol residues, and (iv) less than about 2 mole % of a modifying glycol having from 3 to 16 carbon atoms; (c) titanium atoms and phosphorus atoms, wherein the total mole % of the dicarboxylic acid component is 100 mole %, and wherein 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. The polyesters may be manufactured into articles.
PCT/US2007/015704 2006-10-27 2007-07-10 Polyester compositions which comprise cyclobutanediol, ethylene glycol, titanium, and phosphorus with improved color and manufacturing processes therefor Ceased WO2008051321A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
BRPI0717761-5A BRPI0717761A2 (en) 2006-10-27 2007-07-10 polyester composition, polymer blend, and article of manufacture
MX2009003369A MX2009003369A (en) 2006-10-27 2007-07-10 Polyester compositions which comprise cyclobutanediol, ethylene glycol, titanium, and phosphorus with improved color and manufacturing processes therefor.
JP2009534566A JP2010507717A (en) 2006-10-27 2007-07-10 Polyester composition
CA002666585A CA2666585A1 (en) 2006-10-27 2007-07-10 Polyester compositions
EP07836029A EP2074158A1 (en) 2006-10-27 2007-07-10 Polyester compositions which comprise cyclobutanediol, ethylene glycol, titanium, and phosphorus with improved color and manufacturing processes therefor

Applications Claiming Priority (46)

Application Number Priority Date Filing Date Title
PCT/US2006/042293 WO2007053550A1 (en) 2005-10-28 2006-10-27 Polyester compositions containing cyclobutanediol having high glass transition temperature and articles made therefrom
US11/588,554 US20070100125A1 (en) 2005-10-28 2006-10-27 Polyester compositions comprising minimal amounts of cyclobutanediol
US11/588,906 2006-10-27
US11/588,524 2006-10-27
US11/588,527 2006-10-27
PCT/US2006/041917 WO2007053434A1 (en) 2005-10-28 2006-10-27 Polyester compositions which comprise cyclobutanediol and certain thermal stabilizers, and/or reaction products thereof
US11/588,458 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
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
PCT/US2006/042292 WO2007053549A1 (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/US06/42291 2006-10-27
US11/588,883 2006-10-27
US11/588,883 US20070105993A1 (en) 2005-10-28 2006-10-27 Polyester compositions which comprise cyclobutanediol and at least one phosphorus compound
USPCT/US06/42293 2006-10-27
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/US06/42069 2006-10-27
PCT/US2006/042291 WO2007053548A2 (en) 2005-10-28 2006-10-27 Polyester compositions comprising minimal amounts of cyclobutanediol
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
PCT/US2006/042069 WO2007053460A1 (en) 2005-10-28 2006-10-27 Polyester compositions which comprise cyclobutanediol and at least one phosphorus compound
USPCT/US06/41917 2006-10-27
US11/588,554 2006-10-27
USPCT/US06/42292 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
US11/635,434 2006-12-07
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
US11/706,791 US20070232779A1 (en) 2006-03-28 2007-02-14 Certain polyester compositions which comprise cyclohexanedimethanol, moderate cyclobutanediol, cyclohexanedimethanol, and high trans cyclohexanedicarboxylic acid
US11/706,791 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
US11/706,476 2007-02-14
USPCT/US07/07532 2007-03-27
PCT/US2007/007532 WO2007123631A1 (en) 2006-03-28 2007-03-27 Polyester compositions which comprise cyclobutanediol and at least one phosphorus compound
PCT/US2007/007632 WO2007126855A1 (en) 2006-03-28 2007-03-27 Polyester compositions which comprise cyclobutanediol and certain thermal stabilizers, and/or reaction products thereof
USPCT/US07/07632 2007-03-27
PCT/US2007/010590 WO2007139655A1 (en) 2006-05-23 2007-05-02 Polyester compositions which comprise cyclobutanediol and certain thermal stabilizers, and/or reaction products thereof
PCT/US2007/010551 WO2007139653A1 (en) 2006-05-23 2007-05-02 Lcd films or sheets comprising films comprising polyester compositions formed from 2,2,4,4,-tetramethyl-1,3-cyclobutanediol and 1,4-cyclohexanedimethanol
USPCT/US07/10590 2007-05-02
USPCT/US07/10551 2007-05-02
USPCT/US07/11150 2007-05-09
PCT/US2007/011150 WO2007139663A1 (en) 2006-05-23 2007-05-09 Polyester compositions which comprise cyclobutanediol and certain thermal stabilizers, and/or reaction products thereof
US91731607P 2007-05-10 2007-05-10
US60/917,316 2007-05-10
US11/773,275 2007-07-03
US11/773,275 US8586701B2 (en) 2005-10-28 2007-07-03 Process for the preparation of copolyesters based on 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 1,4-cyclohexanedimethanol

Publications (2)

Publication Number Publication Date
WO2008051321A1 WO2008051321A1 (en) 2008-05-02
WO2008051321A8 true WO2008051321A8 (en) 2008-07-10

Family

ID=47831243

Family Applications (4)

Application Number Title Priority Date Filing Date
PCT/US2007/015713 Ceased WO2008054560A2 (en) 2006-10-27 2007-07-10 Certain polyester compositions which comprise tetramethylcyclobutanediol, cyclohexanedimethanol and high trans-cyclohexanedicarboxylic acid
PCT/US2007/015701 Ceased WO2008051320A1 (en) 2006-10-27 2007-07-10 Polyester compositions which comprise tetramethylcyclobutanediol, cyclohexanedimethanol and ethylene glycol, and manufacturing processes therefor
PCT/US2007/015704 Ceased WO2008051321A1 (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/US2007/015702 Ceased WO2008054559A1 (en) 2006-10-27 2007-07-10 Certain polyester compositions which comprise tetramethylcyclobutanediol, cyclohexanedimethanol and high trans- cyclohexanedicarboxylic acid

Family Applications Before (2)

Application Number Title Priority Date Filing Date
PCT/US2007/015713 Ceased WO2008054560A2 (en) 2006-10-27 2007-07-10 Certain polyester compositions which comprise tetramethylcyclobutanediol, cyclohexanedimethanol and high trans-cyclohexanedicarboxylic acid
PCT/US2007/015701 Ceased WO2008051320A1 (en) 2006-10-27 2007-07-10 Polyester compositions which comprise tetramethylcyclobutanediol, cyclohexanedimethanol and ethylene glycol, and manufacturing processes therefor

Family Applications After (1)

Application Number Title Priority Date Filing Date
PCT/US2007/015702 Ceased WO2008054559A1 (en) 2006-10-27 2007-07-10 Certain polyester compositions which comprise tetramethylcyclobutanediol, cyclohexanedimethanol and high trans- cyclohexanedicarboxylic acid

Country Status (8)

Country Link
EP (2) EP2074174A1 (en)
JP (2) JP2010507716A (en)
KR (2) KR20090079212A (en)
BR (2) BRPI0717761A2 (en)
CA (2) CA2666585A1 (en)
MX (2) MX2009003375A (en)
TW (2) TW200819496A (en)
WO (4) WO2008054560A2 (en)

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8168721B2 (en) * 2009-02-06 2012-05-01 Eastman Chemical Company Coating compositions containing tetramethyl cyclobutanediol
US9029460B2 (en) * 2009-02-06 2015-05-12 Stacey James Marsh Coating compositions containing acrylic and aliphatic polyester blends
US8163850B2 (en) * 2009-02-06 2012-04-24 Eastman Chemical Company Thermosetting polyester coating compositions containing tetramethyl cyclobutanediol
US7915374B2 (en) * 2009-04-27 2011-03-29 Eastman Chemical Company Copolyesters having improved thermal stability and methods for making them
US9156941B2 (en) * 2010-12-20 2015-10-13 Eastman Chemical Company Color in titanium catalyzed polyesters
US8633262B2 (en) * 2011-01-17 2014-01-21 Eastman Chemical Company Haze reduction for blends of aromatic-aliphatic polyesters with aliphatic polyesters and antimicrobial additives
US8580872B2 (en) * 2011-07-21 2013-11-12 Eastman Chemical Company Sulfopolyester polymer compositions with improved water dispersibility
WO2013065740A1 (en) * 2011-11-01 2013-05-10 ミドリ安全株式会社 Resin composition and molded body
US8623483B1 (en) * 2012-10-23 2014-01-07 Eastman Chemical Company Copolyesters containing neopentyl glycol and 2,2,4,4-tetraalkyl 1,3-cyclobutanediol
JP6489012B2 (en) * 2014-02-24 2019-03-27 東レ株式会社 Polyester film
JPWO2015129500A1 (en) * 2014-02-27 2017-03-30 東レ株式会社 Laminated film
JP6323871B2 (en) * 2014-07-31 2018-05-16 花王株式会社 Toner for electrophotography
JP6323872B2 (en) * 2014-07-31 2018-05-16 花王株式会社 Toner for electrophotography
JP2015028177A (en) * 2014-09-22 2015-02-12 イーストマン ケミカル カンパニー Improved method for producing polyester
EP3500616B1 (en) * 2016-08-18 2021-03-24 Eastman Chemical Company Polyester compositions which comprise tetramethylcyclobutandiol and ethylene glycol, with improved catalyst system
EP3878888A1 (en) * 2016-08-18 2021-09-15 Eastman Chemical Company Polyester compositions which comprise tetramethyl cyclobutanediol and ethylene glycol, with improved catalyst system
CN109563248B (en) 2016-08-18 2021-10-08 伊士曼化工公司 Orientation and shrink films containing polyesters containing tetramethylcyclobutanediol and ethylene glycol
KR102589382B1 (en) * 2018-08-08 2023-10-12 에스케이케미칼 주식회사 Polyester resin and preparation method of the same
WO2021025967A1 (en) * 2019-08-02 2021-02-11 Eastman Chemical Company Multilayer sheet
CN114729113B (en) * 2019-10-08 2025-03-18 伊士曼化工公司 Catalyst systems for crystallizable reactor-grade resins
KR102498421B1 (en) * 2020-08-19 2023-02-10 효성티앤씨 주식회사 Polyester molded article and method for preparing the same
US11788317B2 (en) * 2020-09-28 2023-10-17 Kathryn Corcoran Cell phone canopy
EP4225827A1 (en) * 2020-10-08 2023-08-16 Eastman Chemical Company Shrinkable polyester films
JP7647302B2 (en) * 2021-04-28 2025-03-18 三菱ケミカル株式会社 Resin composition for cards or passports, film for cards or passports, cards, and passports
JP7647301B2 (en) * 2021-04-28 2025-03-18 三菱ケミカル株式会社 Resin composition for cards or passports, film for cards or passports, cards, and passports
JP7700515B2 (en) * 2021-05-28 2025-07-01 三菱ケミカル株式会社 Resin composition for cards or passports, film for cards or passports, cards, and passports
WO2024164223A1 (en) * 2023-02-09 2024-08-15 Eastman Chemical (China) Co., Ltd. Molded polyester articles with improved aesthetic chemical resistance
WO2025136741A1 (en) * 2023-12-18 2025-06-26 Eastman Chemical Company Films for use in dental appliances

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US4525504A (en) * 1983-10-24 1985-06-25 Eastman Kodak Company Stabilized polyester compositions suitable for outdoor applications
US6495656B1 (en) * 1990-11-30 2002-12-17 Eastman Chemical Company Copolyesters and fibrous materials formed therefrom
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US6037424A (en) * 1996-12-28 2000-03-14 Eastman Chemical Company Clear blends of polycarbonates and polyesters
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US5989663A (en) * 1996-12-30 1999-11-23 Eastman Chemical Company Blow-molding polyesters from terephthalic acid, 2, 2, 4, 4-tetramethyl-1,3-cyclobutanediol, and ethylene glycol
US6120889A (en) * 1999-06-03 2000-09-19 Eastman Chemical Company Low melt viscosity amorphous copolyesters with enhanced glass transition temperatures
EP1644436A2 (en) * 2003-07-11 2006-04-12 Eastman Chemical Company Addition of uv absorbers to pet process for maximum yield
US20050010017A1 (en) * 2003-07-11 2005-01-13 Blakely Dale Milton Addition of UV inhibitors to pet process for maximum yield
US20060094858A1 (en) * 2004-10-28 2006-05-04 Turner Sam R Novel copolyester compositions with improved impact strength at low temperatures
WO2007053549A1 (en) * 2005-10-28 2007-05-10 Eastman Chemical Company Polyester compositions containing cyclobutanediol having a certain combination of inherent viscosity and moderate glass transition temperature and articles made therefrom
EP1940907B1 (en) * 2005-10-28 2011-04-13 Eastman Chemical Company Polyester compositions containing cyclobutanediol having high glass transition temperature and articles made therefrom

Also Published As

Publication number Publication date
MX2009003375A (en) 2009-04-14
BRPI0717755A2 (en) 2013-03-12
EP2074158A1 (en) 2009-07-01
TW200819497A (en) 2008-05-01
MX2009003369A (en) 2009-04-14
WO2008051321A1 (en) 2008-05-02
KR20090079212A (en) 2009-07-21
WO2008054560A2 (en) 2008-05-08
TW200819496A (en) 2008-05-01
JP2010507716A (en) 2010-03-11
KR20090079211A (en) 2009-07-21
WO2008051320A1 (en) 2008-05-02
CA2666585A1 (en) 2008-05-02
WO2008054559A1 (en) 2008-05-08
WO2008054560A3 (en) 2008-07-24
EP2074174A1 (en) 2009-07-01
CA2666571A1 (en) 2008-05-02
JP2010507717A (en) 2010-03-11
BRPI0717761A2 (en) 2013-03-12

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