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WO1999060067A1 - Utilisation de l'acide 1,4-cyclohexanedicarboxylique pour ameliorer les proprietes d'ecoulement et elargir la plage de durcissement de l'email de revetement sous forme de poudre de polyester - Google Patents

Utilisation de l'acide 1,4-cyclohexanedicarboxylique pour ameliorer les proprietes d'ecoulement et elargir la plage de durcissement de l'email de revetement sous forme de poudre de polyester Download PDF

Info

Publication number
WO1999060067A1
WO1999060067A1 PCT/US1998/027920 US9827920W WO9960067A1 WO 1999060067 A1 WO1999060067 A1 WO 1999060067A1 US 9827920 W US9827920 W US 9827920W WO 9960067 A1 WO9960067 A1 WO 9960067A1
Authority
WO
WIPO (PCT)
Prior art keywords
powder coating
cyclohexanedicarboxylic acid
flow properties
cure
broadening
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/US1998/027920
Other languages
English (en)
Inventor
Mi Kyong Newsom
Chun-Tzer Chou
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
Application filed by Eastman Chemical Co filed Critical Eastman Chemical Co
Priority to PCT/US1998/027920 priority Critical patent/WO1999060067A1/fr
Publication of WO1999060067A1 publication Critical patent/WO1999060067A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds

Definitions

  • CHDA ethylene glycol dimethacrylate copolymer
  • a polyester resin for powder coating applications improves coating flow during cure and broadens the cure window, a function of the time and temperature at which cure occurs.
  • coating properties are fully developed at either lower cure temperatures or shorter cure times, and the cure variables do not require such precise control as coatings based on other diacids.
  • the powder coating industry is challenged to develop finished coatings comparable in appearance to that of solvent-borne coatings. Without solvent, the nonuniform powder particles must be able to flow to a similar degree of smoothness in order to match the appearance of a solution coating. In order to achieve the desired effect, the powder coating must melt within a particular temperature range permitting timely and ample flow of the polymeric material prior to crosslinking. It was previously determined that 1,4- CHDA reduces resin melt viscosity thus enhancing flow properties of the enamel during cure. Results of the current study indicate that the presence of increasing amounts of 1,4- CHDA in powder coating resins improves cure response of the resin during crosslinking as well. It is resonable to expect that lower viscosity resins are more mobile; therefore, they interract more readily with the crosslinker.
  • Components of the resin may include, but are not restricted to NPG* Glycol, 1 ,4-cyclohexanedimethanol, 2-butyl-2-ethyl-l,3-propanediol (BEPD), 3- hydroxy-2,2-dimethylpropyl 3-hydroxy-2,2-dimethylpropanoate (HPHP), 3-methyl-l,5- pentanediol, 2-methyl-l,3-propanediol, 1 ,4-butanediol, 1,2-butanediol, 2,2-diethyl-l,3- pentanediol, 1,4-CHDA, 1,3-cyclohexanedicarboxylic acid (1,3-CHDA), hexahydrophthalic anhydride, isophthalic acid, terephthalic acid, trimethylolpropane, trimellitic acid, or combinations thereof.
  • NPG* Glycol 1 ,4-cyclohexaned
  • Resin properties such as acid number, hydroxyl number, glass transition temperature (Tg), and molecular weight are summarized in Table II.
  • the results demonstrate that an increase in the mole percent of 1,4-CHDA decreases resin Tg and viscosity ( Figure 1).
  • the powder coating enamel formulation and physical properties are given in Tables III & IV, respectively.
  • a 9% molar replacement of TPA with 1,4-CHDA achieves an optimal balance between enamel flow and Tg.
  • 1,4-CHDA improved impact resistance, t-bend and orange peel at various cure conditions ( Figures 2-4).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Developing Agents For Electrophotography (AREA)

Abstract

L'invention concerne une composition de revêtement sous forme pulvérulente, à base d'une résine de polyester contenant de l'acide 1,4-cyclohéxanedicarboxylique. Ces compositions de revêtement sous forme pulvérulente présentent des propriétés d'écoulement améliorées pendant le durcissement et une plage de durcissement plus vaste.
PCT/US1998/027920 1998-12-30 1998-12-30 Utilisation de l'acide 1,4-cyclohexanedicarboxylique pour ameliorer les proprietes d'ecoulement et elargir la plage de durcissement de l'email de revetement sous forme de poudre de polyester Ceased WO1999060067A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/US1998/027920 WO1999060067A1 (fr) 1998-12-30 1998-12-30 Utilisation de l'acide 1,4-cyclohexanedicarboxylique pour ameliorer les proprietes d'ecoulement et elargir la plage de durcissement de l'email de revetement sous forme de poudre de polyester

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1998/027920 WO1999060067A1 (fr) 1998-12-30 1998-12-30 Utilisation de l'acide 1,4-cyclohexanedicarboxylique pour ameliorer les proprietes d'ecoulement et elargir la plage de durcissement de l'email de revetement sous forme de poudre de polyester

Publications (1)

Publication Number Publication Date
WO1999060067A1 true WO1999060067A1 (fr) 1999-11-25

Family

ID=22268589

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/027920 Ceased WO1999060067A1 (fr) 1998-12-30 1998-12-30 Utilisation de l'acide 1,4-cyclohexanedicarboxylique pour ameliorer les proprietes d'ecoulement et elargir la plage de durcissement de l'email de revetement sous forme de poudre de polyester

Country Status (1)

Country Link
WO (1) WO1999060067A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003035715A1 (fr) * 2001-10-22 2003-05-01 Ucb, S.A. Resine en copolyester pour revetement a base de solvant et composition de revetement renfermant ladite resine
CN100340587C (zh) * 2005-04-26 2007-10-03 上海振华造漆厂 一种卷材底漆用聚酯树脂及其制备方法
CN100406494C (zh) * 2006-12-06 2008-07-30 上海振华造漆厂 一种卷材背面漆用环氧改性聚酯树脂及其制备方法
CN101148496B (zh) * 2007-10-26 2010-05-19 上海振华造漆厂 一种卷材面漆用聚酯树脂及其制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2611691B1 (de) * 1976-03-19 1977-04-21 Huels Chemische Werke Ag Pulverfoermige UEberzugsmittel
EP0408465A1 (fr) * 1989-06-26 1991-01-16 Eastman Chemical Company Polyesters semi-crystallins nouveaux, leurs mélanges avec des polyesters amorphes et compositions de revêtement en poudre basées sur ces mélanges

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2611691B1 (de) * 1976-03-19 1977-04-21 Huels Chemische Werke Ag Pulverfoermige UEberzugsmittel
EP0408465A1 (fr) * 1989-06-26 1991-01-16 Eastman Chemical Company Polyesters semi-crystallins nouveaux, leurs mélanges avec des polyesters amorphes et compositions de revêtement en poudre basées sur ces mélanges

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
JOHNSON L K ET AL: "NEW MONOMERS FOR POLYESTER POWDER COATING RESINS", JCT. JOURNAL OF COATINGS TECHNOLOGY, vol. 65, no. 826, 1 November 1993 (1993-11-01), pages 19 - 26, XP002057331, ISSN: 0361-8773 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003035715A1 (fr) * 2001-10-22 2003-05-01 Ucb, S.A. Resine en copolyester pour revetement a base de solvant et composition de revetement renfermant ladite resine
US7078476B2 (en) 2001-10-22 2006-07-18 Sk Chemicals Co., Ltd. Copolyester resin for solventborne coating and coating composition comprising the same
AU2002337165B2 (en) * 2001-10-22 2008-02-07 Sk Chemicals Co., Ltd. Copolyester resin for solventborne coating and coating composition comprising the same
CN100340587C (zh) * 2005-04-26 2007-10-03 上海振华造漆厂 一种卷材底漆用聚酯树脂及其制备方法
CN100406494C (zh) * 2006-12-06 2008-07-30 上海振华造漆厂 一种卷材背面漆用环氧改性聚酯树脂及其制备方法
CN101148496B (zh) * 2007-10-26 2010-05-19 上海振华造漆厂 一种卷材面漆用聚酯树脂及其制备方法

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