CA2193529A1 - Polyester and vinyl ether radiation curable compositions with reactive diluent - Google Patents

Polyester and vinyl ether radiation curable compositions with reactive diluent

Info

Publication number
CA2193529A1
CA2193529A1 CA002193529A CA2193529A CA2193529A1 CA 2193529 A1 CA2193529 A1 CA 2193529A1 CA 002193529 A CA002193529 A CA 002193529A CA 2193529 A CA2193529 A CA 2193529A CA 2193529 A1 CA2193529 A1 CA 2193529A1
Authority
CA
Canada
Prior art keywords
reactive diluent
vinyl ether
radiation curable
polyester
curable compositions
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.)
Granted
Application number
CA002193529A
Other languages
French (fr)
Other versions
CA2193529C (en
Inventor
Alan B. Weissberg
Edward E. Mcentire
Charles B. Friedlander
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.)
PPG Industries Ohio Inc
Original Assignee
Alan B. Weissberg
Edward E. Mcentire
Charles B. Friedlander
Ppg Industries, Inc.
Ppg Industries Ohio, Inc.
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 Alan B. Weissberg, Edward E. Mcentire, Charles B. Friedlander, Ppg Industries, Inc., Ppg Industries Ohio, Inc. filed Critical Alan B. Weissberg
Publication of CA2193529A1 publication Critical patent/CA2193529A1/en
Application granted granted Critical
Publication of CA2193529C publication Critical patent/CA2193529C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
    • 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
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00

Abstract

A liquid, radiation curable composition is disclosed that includes a reactive diluent to lower initial application viscosity without substantial reduction of cure rate. The composition of the present invention comprises: (a) an unsaturated polyester polymer; (b) a non-polymerized, cocurable polyfunctional vinyl ether component; and (c) a reactive diluent which is an unsaturated dioic acid ester having the structural formula (1), wherein at least one of R1 and R2 is a group that includes an oxygen with a carbon adjacent thereto and an abstractable hydrogen attached to the carbon.
CA002193529A 1994-07-05 1995-04-28 Polyester and vinyl ether radiation curable compositions with reactive diluent Expired - Fee Related CA2193529C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US27028694A 1994-07-05 1994-07-05
US08/270,286 1994-07-05
PCT/US1995/005350 WO1996001283A1 (en) 1994-07-05 1995-04-28 Polyester and vinyl ether radiation curable compositions with reactive diluent

Publications (2)

Publication Number Publication Date
CA2193529A1 true CA2193529A1 (en) 1996-01-18
CA2193529C CA2193529C (en) 2001-03-06

Family

ID=23030699

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002193529A Expired - Fee Related CA2193529C (en) 1994-07-05 1995-04-28 Polyester and vinyl ether radiation curable compositions with reactive diluent

Country Status (11)

Country Link
US (1) US6001892A (en)
EP (1) EP0771331B1 (en)
JP (1) JP2863010B2 (en)
AT (1) ATE170195T1 (en)
AU (1) AU2399995A (en)
CA (1) CA2193529C (en)
DE (1) DE69504355T2 (en)
DK (1) DK0771331T3 (en)
ES (1) ES2123977T3 (en)
MX (1) MX9700051A (en)
WO (1) WO1996001283A1 (en)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2145569T3 (en) * 1996-02-29 2000-07-01 Dsm Nv RADIATION CURABLE COATING COMPOSITION.
US6025409A (en) * 1996-02-29 2000-02-15 Dsm N.V. Radiation curable coating composition
WO1997044399A1 (en) * 1996-05-17 1997-11-27 Dsm N.V. Radiation curable binder composition
AU7410498A (en) * 1996-11-27 1998-06-22 Ppg Industries, Inc. Radiation curable compositions based on unsaturated polyester vinyl et her and urethane vinyl ether compounds
US6136882A (en) * 1998-08-19 2000-10-24 Morton International Inc. Non-hazing UV curable powder coatings containing crystalline resins
US6011080A (en) * 1998-08-19 2000-01-04 Morton International, Inc. Non-hazing UV curable powder coatings containing crystalline resins
JP2004506061A (en) 2000-08-07 2004-02-26 イーストマン　ケミカル　カンパニー Thermally stable anthraquinone colorant containing copolymerizable vinyl groups
US6620858B2 (en) 2000-08-07 2003-09-16 Eastman Chemical Company Colorants containing copolymerizable vinyl groups and sulfonamide linkages
WO2002012401A2 (en) 2000-08-07 2002-02-14 Eastman Chemical Company Thermally stable, anthraquinone colorants containing copolymerizable vinyl groups
US6727372B2 (en) 2000-08-07 2004-04-27 Eastman Chemical Company Colorant compounds containing copolymerizable vinyl groups
US7279205B2 (en) * 2001-02-07 2007-10-09 Sonoco Development, Inc. Packaging material
US6713641B2 (en) 2001-10-19 2004-03-30 Eastman Chemical Company Reactive anthraquinone colorant compounds and polymeric materials reacted therewith
US6630521B2 (en) 2001-11-13 2003-10-07 Eastman Chemical Company Anthraquinone colorants containing copolymerizable vinyl groups
US20040244907A1 (en) * 2003-06-06 2004-12-09 Huffer Scott W. Methods of making printed labels and labeling articles
US7105688B2 (en) 2003-08-25 2006-09-12 Eastman Chemical Company Ethylenically-unsaturated red anthraquinone dyes
US7172634B2 (en) 2003-08-25 2007-02-06 Eastman Chemical Company Ethylenically-unsaturated blue anthraquinone dyes
US20060062947A1 (en) * 2004-09-21 2006-03-23 Scott Huffer Packaging material with energy cured, hotmelt-receptive coating and package made therefrom
US7411033B2 (en) * 2006-06-16 2008-08-12 Ppg Industries Ohio, Inc. Vinyl ethers and compositions containing them
KR20120068880A (en) * 2009-08-26 2012-06-27 바스프 에스이 Coating material comprising unsaturated polyester resins and vinyl ethers

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3260705A (en) * 1963-05-13 1966-07-12 Monsanto Co Process for polymerizing vinyl chloride and a fumarate ester
US4751273A (en) * 1986-08-19 1988-06-14 Allied-Signal, Inc. Vinyl ether terminated urethane resins
US4749807A (en) * 1987-02-17 1988-06-07 Allied-Signal Inc. Vinyl ether terminated ester oligomers
MX169697B (en) * 1987-12-28 1993-07-19 Ppg Industries Inc IMPROVEMENTS TO RADIATION-FRAGABLE COMPOSITIONS BASED ON UNSATURATED POLYESTERS AND COMPOUNDS HAVING AT LEAST TWO GROUPS OF VINYL ETER
US4845265A (en) * 1988-02-29 1989-07-04 Allied-Signal Inc. Polyfunctional vinyl ether terminated ester oligomers
US5334455A (en) * 1988-08-12 1994-08-02 Stamicarbon B.V. Free-radical curable compositions
US5334456A (en) * 1988-08-12 1994-08-02 Stamicarbon B.V. Free-radical curable compositions
CA2047669A1 (en) * 1989-03-07 1990-09-08 Gerry K. Noren Free-radical curable compositions
AU1443492A (en) * 1991-02-14 1992-09-15 Isp Investments Inc. Clear, liquid, photocurable composition containing a mixture of an unsaturated polyester, vinylpyrrolidone and a non-volatile vinyl ether

Also Published As

Publication number Publication date
ES2123977T3 (en) 1999-01-16
MX9700051A (en) 1997-12-31
CA2193529C (en) 2001-03-06
AU2399995A (en) 1996-01-25
US6001892A (en) 1999-12-14
DE69504355D1 (en) 1998-10-01
JPH09507877A (en) 1997-08-12
EP0771331A1 (en) 1997-05-07
EP0771331B1 (en) 1998-08-26
WO1996001283A1 (en) 1996-01-18
DE69504355T2 (en) 1999-04-01
ATE170195T1 (en) 1998-09-15
JP2863010B2 (en) 1999-03-03
DK0771331T3 (en) 1998-11-16

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