Abstract: Novel thermosetting resin compositions comprise (a) a cyanatoaryl-substituted 1,6-diaza[4.4]spirodilactam having cyanatoaryl-containing substituents on each spiro ring nitrogen atom and (b) at least one additional polymerizable monomer having two substituents with multiple bonds between adjacent atoms. The compositions cure upon application of heat to crosslinked resins having good properties.

Abstract: Novel thermosetting resin compositions comprise a mixture of a 1,6-diaza [4.4] spirodilactam having an arylcyclobutenealkyloxyaryl substituent on each spiro ring nitrogen atom and at least one other polymerizable monomer having at least two functional groups with multiple bonds between adjacent atoms. The cured compositions obtained by heating the resin compositions have relatively high glass transition temperatures and good physical properties.

Abstract: Novel thermoplastic polymers of relatively high glass transition temperatures are characterized by five-carbon moieties having a keto group in the 3-position alternating with bis(benzoheterocyclic) moieties. The polymers are produced by reaction of a keto-C.sub.5 source, selected from 4-oxoheptanedioic acid compounds or a 1,6-dioxa [4.4] spirodilactone, with a bis(ortho-phenylene amine) compound. Further cyclization of the initial polymer product or reaction of a bis(ortho-phenylenediamine) provides a polymer having a hexacyclic repeating unit.

Abstract: Novel polyarylate polymers comprise alternating moieties derived from an aromatic dicarboxylic acid halide, from a hydroxyaryl-substituted 1,6-diaza [4.4] spirodilactam and, optionally, from a di(hydroxyphenyl) compound. The polyarylate polymers are thermoplastic polymers characterized by relatively high glass transition temperatures.

Abstract: Novel, thermoplastic heterocyclic-substituted 3-oxopentane derivatives, and the method of their production by reaction of an o-phenylene amine compound and the source of a five-carbon keto-containing moiety selected from 4-oxoheptanedioic acid compounds or 1,6-dioxa [4.4] spirodilactones.

Abstract: Novel polycarbonate polymers of relatively high glass transition temperatures comprise carbonyl moieties alternating with moieties of a 1,6-diaza [4.4] spirodilactam having an oxyaryl-containing substituents on each ring nitrogen atom and, optionally, moieties of di(oxyphenyl)alkane.

Abstract: Novel epoxyalkoxy-containing [4.4] spirodilactams having ring nitrogen atoms in the 1- and the 6- ring positions and having a substituent on each ring nitrogen atom, at least one of which substituents contains an epoxyalkyl moiety. Such epoxy compounds are produced by reaction of a 1-halo-2,3-epoxyalkane and the corresponding hydroxy-containing spirodilactam followed by treatment with strong base.

Abstract: Novel polymeric polyhydroxy polyethers containing moieties of 2,2-di(oxyphenyl)propane and a 1,6-diazaspiro[4.4] spirodilactam having oxyaryl substituents on each spiro ring nitrogen atom, which moieties are connected by 2-hydroxy-1,3-propylidene connecting groups, are characterized by relatively high glass transition temperatures.

Abstract: Novel linear polymeric polyhydroxy polyethers characterized by alternating moieties of (1) a 1,6-diaza [4.4] spirodilactam having oxyaryl-containing substituents on each ring nitrogen atom and (2) a 2-hydroxy-1,3-propylene connecting group, exhibit relatively high glass transition temperatures.

Abstract: Novel 1,6-diaza[4.4]spirodilactams having a hydroxyaryl substitutent on each spiro ring nitrogen atom and at least one alkenyl group located on an aromatic ring carbon atom which is ortho to the hydroxy of the hydroxyaryl substituents are produced by Claisen Rearrangement of an alkenyl ether of the hydroxyaryl-substituted spirodilactam having one fewer ortho-alkenyl substitueunt. The spirodilactam derivatives are precursors of useful cured products.

Abstract: Novel unsaturated derivatives of 1,6-diaza [4.4] spirodilactams having a monovalent unsaturated substituent on each spiro ring nitrogen atom react with curing agents to produce cured, crosslinked products having good properties.

Abstract: A novel class of unsaturated polycyclic ethers and esters comprises unsaturated ether and ester derivatives of a hydroxyaryl-substituted [4.4] spirodilactams having nitrogen atoms in the 1- and 6-positions of the spiro ring system and having the hydroxyaryl groups attached to each spiro ring nitrogen. Such unsaturated ethers and esters react with conventional curing agents to produce cured, insoluble products having high glass transition temperatures.

Abstract: Novel keto-diesters are produced by a 2:1 condensation of lower alkyl esters of .alpha.,.beta.-ethylenically unsaturated carboxylic acids and aldehydes having two hydrogen atoms as portions of a formyl group, in the presence of a thiazolium salt as catalyst and a tertiary amine.

Abstract: Novel aminoalkyl hydantoins and glycidyl derivatives thereof are prepared from previously unknown 3-(amidoalkyl) hydantoins.

Abstract: The invention is a process for the preparation of a N- or S-1,2-ethylenically unsaturated organic compound which comprises(a) contacting a N- or S-silylated organic compound with an aldehyde, wherein the aldehyde has a hydrogen atom bonded to the carbon adjacent to the carbonyl moiety, at elevated temperatures under conditions such that a N- or S-1-siloxyalkyl-substituted organic compound is prepared; and(b) pyrolyzing the N- or S-1-siloxyalkyl-substituted organic compound under conditions such that the siloxy moiety is elminated to prepare a N- or S-1,2-ethylenically unsaturated compound.

Abstract: Unsaturated heterocyclic carbonyl-containing compounds, e.g., 2H-imidazol-2-ones, 2(3H)-oxazolones and 2H,3H-pyrrol-2-ones, are prepared by the anodic oxidation of saturated heterocyclic carbonyl-containing precursors of the above compounds in a C.sub.1-4 alcohol or carboxylic acid solvent in the presence of a supporting electrolyte followed by dehydrosubstitution of the alkoxy- or acyloxy-substituted intermediate.The products formed may be polymerized or copolymerized with other ethylenically unsaturated monomers to prepared resins, films, etc. or they may be employed as intermediates for the preparation of various biologically active compounds.