Oxetane compounds containing maleimide functionality

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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Reexamination Certificate

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06982338

ABSTRACT:
These compounds contain an oxetane functionality and a maleimide functionality. The oxetane functionality is homopolymerizable in reactions that undergo cationic or anionic ring opening, and the maleimide functionality is homopolymerizable, or polymerizable with compounds such as electron donor compounds. The dual functionality allows for dual cure processing. The compounds have the structurein which R1is a methyl or ethyl group, R2is a divalent hydrocarbon, X and Y independently are a direct bond, or an ether, ester, amide, or carbamate functionality, and Q is a divalent organic group, and provided that X and Y will not both be direct bonds.

REFERENCES:
patent: 3867353 (1975-02-01), Hsieh et al.
patent: 4225691 (1980-09-01), Crivello
patent: 6753434 (2004-06-01), Musa
patent: 2002/0089067 (2002-07-01), Crane et al.
patent: 2002/0143112 (2002-10-01), Welnert et al.
patent: 1 156036 (2001-11-01), None
patent: 2001329112 (2001-11-01), 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
patent: WO 03/029227 (2003-04-01), None
Liu, Ying-Ling et al.: “Novel thermosetting resins based on 4-(N-maleimidophenyl)glycidylether I. Preparation and characterization of monomer and cured resins”; Polymer Jun. 8, 2003; pp. 6465-6473.
Motoi, Masatoshi et al.: “Preparation and Characterization of Polyoxetane Resins Having a Primary Amino Group at the Side Chain-End through Moderately Long Spacer Arms”; 2257 Polymer Journal 25 Dec. 15, 1993 No. 12, Tokyo, JP.; pp. 1283-1294.
Kanoh, Shigeyoshi et al.: “Substituent Effect on the Cationic Monomer-Isomerization of (Cyclic Imide)-Substituted Oxetanes with Two Different Ring-Opening Routes”; Macromol. Chem. Phys. 2001, 202, No. 12; pp. 2489-2503.
Singha, Nikhil K. et al.: “Atom Transfer Radical Copolymerization (ATRCP) Of A Monomer Bearing An Oxetane Group”; Polymer Preprints 2002, 43(2), 165.
Hsieh, H.L.: “Terpolymerization of Cyclic Ethers with Cyclic Anhydride”; J. Macromol. Sci.-Chem., A7(7), pp. 1525-1535 (1973).
Bach, Thorsten: “The Paterno-Buchi Reaction of 3-Heteroatom-Substituted Alkenes as a Stereoselective Entry to Polyfunctional Cyclic and Acyclic Molecules”; Liebigs. Ann./Recueil 1997, 1627-1634.
Bach, Thorsten: “Synthesis of syn-and anti-1,2-Amino Alcohols by Regioselective Ring Opening Reactions of cis-3-Aminooxetanes”; Tetrahedron Letters, vol. 38, No. 21, pp. 3707-3710, 1997.
Meijer, Von E.W. et al: “Chiralitat nur im angeregten Zustand”; Angew Chem., 100 (1988) Nr. 7.
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)phenyltrans-4-Alkycyclohexanoate Side Groups”;1995 American Chem. Society; pp. 1673-1680.
Lu, Yong-Hong et al.: “Synthesis of side-chain liquid crystalline polyoxetanes containing 4-dodecanyloxphenyltrans-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 Crystaline Polyoxetanes Bearing Cyanobip

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