Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2005-10-11
2005-10-11
Dentz, Bernard (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
active
06953862
ABSTRACT:
These compounds contain an oxetane functionality and a styrenic functionality. The oxetane functionality is homopolymerizable in reactions that undergo cationic or anionic ring opening, and the styrenic is polymerizable with compounds such as electron acceptor compounds. The dual functionality allows for dual cure processing. The compounds will have the structurein which R1is a methyl or ethyl group; R2and R3are H or a methyl or ethyl group; R4is a direct bond or a divalent hydrocarbon; X and Y are independently a direct bond or an ether, ester, amide, or carbamate group, provided both X and Y are not a direct bond; Q is a divalent hydrocarbon (which may contain heteroatoms of N, O, or S); and G is —OR1, —SR1, or —N(R2)(R3), in which R1, R2and R3are as described above.
REFERENCES:
patent: 3415794 (1968-12-01), Orth et al.
patent: 3867353 (1975-02-01), Hsieh et al.
patent: 4225691 (1980-09-01), Crivello
patent: 2002/0089067 (2002-07-01), Crane et al.
patent: 2002/0143112 (2002-10-01), Weinert et al.
patent: 1 095 938 (2001-05-01), None
patent: 2001329112 (2001-11-01), None
patent: WO 00/18823 (2000-04-01), None
patent: WO 02/06038 02 (2002-01-01), None
patent: WO 02/06038 03 (2002-01-01), None
patent: WO 02/28985 (2002-04-01), None
Ishizone T. et al.: “Protection and Polymerization of Functional Monomers. 29. Syntheses of Well-Defined Poly[4-vinylphenyl)acetic acid], Poly[3-(4-vinylphenyl)propionic acid], and Poly(3-vinylbenzoic acid) by Means of Anionic Living Polymerizations of Protected Monomers Bearing Bicyclic Ortho Ester Moieties”; Macromolecules 1999, 32, 1453-1462.
Motoi M. et al.: “Preparation of Polyoxetane-Polystyrene Composite Resins and Their Use as Polymeric Supports of Phase-Transfer Catalysts”; Poly. Journal, vol. 21, No. 12, pp 987-1001 (1989).
Glarvey P. et al.: “Conjugated Reactive Mesogens For Organo-Electronic Devices”; Polymer Preprints 2003, 44 (2),346; U.K.
Ledwith, Anthony: “Possibilities for promoting cationic polymerization by common sources of free radicals”;Polymer 1978, vol. 19; Oct.; pp. 1217-1222.
Sasaki, Hiroshi et al.: “Photoinitiated Cationic Polymerization of Oxetane Formulated with Oxirane”;Journal of Polymer Science Part A; vol. 33; 1995; pp. 1807-1816.
Searles, Scott et al.: “Hydrogen Bonding Ability and Structure of Ethylene Oxides”;This Journal;73;3704;1951.
Xianming, Hu et al.: “Phase-Transfer Synthesis of Optically Pure Oxetanes Obtained from 1,2,2-Trisubstituted 1,3-Propanediols”;Synthesis May 1995; pp. 533-538.
Fujiwara, Tomoko et al.: “Synthesis and Characterization of Novel Oxetane Macromonomers”;Polymer Preprints 2003; 44(1), 785.
Dhavalikar, R. et al.: “Molecular and Structural Analysis of a Triepoxide-Modified Poly(ethylene terephthalate) from Rheological Data”;Journal of Polymer Science: Part A: Polymer Chemistry; vol. 41, 958-969 (2003); pp. 958-969.
Satoh, Toshifumi et al.: “A Novel Ladder Polymer. Two-Step Polymerization of Oxetanyl Oxirane Leading to a “Fused 15-Crown-4 Polymer” Having a High Li* -Binding Ability”;Macromolecules 2003, 36, 1522-1525.
Chen, Yu et al.: “Synthesis of Multihydroxyl Branched Polyethers by Cationic Copolymerization of 3,3-Bis(hydroxymethyl)oxetane and 3-Ethyl-3-(hydroxymethyl)oxetane”;Journal of Polymer Science: Part A: Polymer Chemistry, vol. 40, 1991-2002; 2002 Wiley Periodicals, Inc.
Nishimura, Tomonari et al.: “Chemoselective isomerization of amide-substituted oxetanes with Lewis acid to give oxazine derivatives or bicyclic amide acetals”;Chem. Commun., 1998; pp. 43-44.
Miwa, Yoshiyuki et al.: “Polymerization of Bis-Oxetanes Consisting of Oligo-Ethylene Oxide Chain with Lithium Salts as Initiators”; Polym. J., vol 33, No. 8, 2001; pp. 568-574.
Ichikawa, Eiko et al.: “Synthesis of Oxetanocin A and Related Unusual Nucleosides with Bis(hydroxymethyl)-branched Sugars”;Synthesis 2002, No. 1, Dec. 28, 2001; Georg Thieme Verlag Stuttgart, NY; pp. 1-28.
Minegishi, Shouji et al.: “Synthesis of Polyphosphonates Containing Pendant Chloromethyl Groups by the Polyaddition of Bis(oxetanes)s with Phosphonic Dichlorides”;Journal of Polymer Science:Part A: Polymer Chemistry, vol. 40 3835-3846; 2002 Wiley Periodicals, Inc.
Sasaki, Hiroshi et al.: “Photoinitiated Cationic Polymerization of Oxetane Formulated with Oxirane”;Journal of Polymer Science: Part A: Polymer Chemistry, vol. 33, 1807-1816; 1995 John Wiley & Sons, Inc.
Rosenbaum, Dr. Barry et al.: “Develop Better Coatings”;OMNOVA Solutions Inc., Akron, OH; pp. 1-5.
Sasaki, Hiroshi: “Application of Oxetane Monomers for UV-Curable Materials”; RadTech 2002; Tech. Conf. Proceedings; pp. 64-78.
Carter, Wells et al.: “New Oxetane Derivative Reactive Filuent for Cationic UV Cure”;RadTech 2000, Tech. Proceed.; pp. 641-649.
Crivello, J. V. et al.: “Diaryliodonium Salts as Thermal Initiators of Cationic Polymerization”;Journal of Polymer Science: Polymer Chemistry Ed, vol. 21, 97-109 (1983); John.Wiley & Sons, Inc.
Lu, Yong-Hong et al.: “Synthesis of Side-Chain Liquid Crystalline Polyoxetanes Containing 4-(Alkanyloxy)phenyl trans-4-Alkylcyclohexanoate Side Groups”;1995 American Chem. Society; pp. 1673-1680.
Lu, Yong-Hong et al.: “Synthesis of side-chain liquid crystalline polyoxetanes containing 4-dodecanyloxphenyl trans-4-alkylcyclohexanoate side groups”;Polymer Bulletin 32, 551-558 (1994); Springer Verlag.
Hsu, Li-Ling et al.: “Studies on the Synthesis and Properties of Ferroelectric Side Chain Liquid Crystalline Polyoxetanes”;Journal of Polymer Science: Part A: Polymer Chemistry; vol. 35, 2843-2855; (1997); John Wiley & Sons, Inc.
Kawakami, Yusuke et al.: “Synthesis and Thermal Transition of Side-chain Liquid Crystalline Polyoxetanes Having Laterally Attached Mesogenic Group”;Polymer International; 0959-8103/93; Great Britain.
Kawakami, Yusuke et al.: “Synthesis of Liquid Crystalline Polymers with a Polyoxetane Main Chain”;Macromolecules; vol. 24, No. 16, 1991; pp. 4531-4537.
Kawakami, Yusuke et al.: “Smectic liquid crystalline polyoxetane with novel mesogenic group”;Polymer Bulletin 25; Springer-Verlag 1991; pp. 439-442.
Crivello, J.V. et al.: “Photoinitiated Cationic Polymerization With Multifunctional Vinyl Ether Monomers”;Journal of Radiation Curing, Jan. 1983; pp. 6-13.
Ishizone, Takashi et al.: “Protection and Polymerization of Functional Monomers. 29. Syntheses of Well-Defined Poly[(4-vinylphenyl)acetic acid], Poly[3-(4-vinylphenyl)propionic acid], and Poly(3-vinylbenzoic acid) by Means of Anionic Living Polymerizations of Protected Monomers Bearing Bicyclic Ortho Ester Moieties”;Macromolecules 1999, 32, 1453-1462.
Sato, Kazuya et al.: “New Reactive Polymer Carrying a Pendant Oxetane Ring”;Macromolecules 1992, 25, 1198-1199; Communications to the Editor.
Moussa, K. et al.: “Light-Induced Polymerization of New Highly Reactive Acrylic Monomers”;Journal of Polymer Science: Part A: Polymer Chemistry, vol. 31, 2197-2203 (1993); John Wiley & Sons, Inc.
Kawakami, Yusuke et al.: “Synthesis of Liquid Crystalline Polyoxetanes Bearing Cyanobiphenyl Mesogen and Siloxane-Containing Substituent in the Repeating Unit”;Polymer Journal, vol. 28, No. 10, pp 845-850 (1996).
Crivello, J. V. et al.: “Synthesis and Photopolymerization of Silicon-Containing Multifunctional Oxetane Monomers”;J.M.S:-Pure Appl. Chem., A30(2 & 3), pp. 173-187 (1993); Marcel Dekker, Inc.
Chappelow, C. C. et al.: “Photoreactivity of Vinyl Ether/Oxirane-Based Resin Systems”;Journal of Applied Polymer Science; vol. 86, 314-326 (2002); Wiley Periodicals; Inc.
Toagosei Co. Ltd.: “Developing Monomers”.
“Oxetane”; Copyright 2000 American Chemical Society.
Hou, Jian et
Dentz Bernard
Gennaro Jane E.
National Starch and Chemical Investment Holding Corporation
LandOfFree
Oxetane compounds containing styrenic functionality does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Oxetane compounds containing styrenic functionality, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Oxetane compounds containing styrenic functionality will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3475603