The Structure of Cyclohexylidenemalononitrile Dimer

Weir, Mary R. S.; Hyne, J. B.

doi:10.1139/v63-426

Cited by 16 publications

(6 citation statements)

References 1 publication

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“…Structure 26 has been previously assigned to a condensation product of acetone and malononitrile (22,23) and our physical properties corresponded closely to those reported. A sample of 26 prepared from acetone and malononitrile in the presence of piperidine (23) was identical to the mesityl oxide sample.…”

Section: Pulegone (10)supporting

confidence: 87%

Potassium fluoride catalyzed reactions between malononitrile and α, β-unsaturated ketones

ApSimon¹,

Hooper²,

Laishes³

1970

Can. J. Chem.

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The preparation and structure elucidation of the condensation products between malononitrile and a variety .of a,e-unsaturated ketones using potassium fluoride as catalyst is described. If the carbonyl group,of the a,e-unsaturated ketone is hindered, then Michael addition occurs. If, however, the carbonyl group is unencumbered, a Knoevenagel reaction appears to occur first which, in many cases, is then followed by conjugate addition and intramolecular condensation to yield compounds of unusual structure.

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Section: Pulegone (10)supporting

confidence: 87%

Potassium fluoride catalyzed reactions between malononitrile and α, β-unsaturated ketones

ApSimon¹,

Hooper²,

Laishes³

1970

Can. J. Chem.

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“…The assignments were deduced from the comparison with those of the homopolymers of cyano monomers, [23][24][25] poly(CVA) homopolymer and poly(VCN-co-CVA) copolymer. 19 The spectra showed The composition of the copolymers can be assessed from the integrals of some characteristic peaks in the 13 C NMR spectra.…”

Section: Spectroscopic Characterizations and Microstructuresmentioning

confidence: 99%

Copolymerization of α‐cyanovinyl acetate with acrylonitrile and methacrylonitrile: Synthesis, characterization, and study of their dielectric behavior

Arous

Kallel

Kaddami³

et al. 2009

J of Applied Polymer Sci

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ABSTRACT:In the frame of a research aiming at developing new dielectric polymers containing CACN substituent with strong dipole moment, the radical copolymerization of cyano (nitrile) monomers and an a-cyanovinyl acetate (CVA) as the comonomer, initiated by AIBN is described. Methacrylonitrile (MAN) and acrylonitrile (AN) were chosen as the cyano monomers. The homopolymer of CVA was also prepared and the corresponding yield was close to 60%. All these polymers were characterized by 13 C NMR, IR, DSC, and TGA. The percentages of incorporation of AN and MAN in the copolymers were 36 and 56%, respectively. These products showed high glass transition temperatures, T g , ranging between 124 and 142 C. The thermogravimetry analyses showed that these copolymers are stable up to 200 C. Dielectric spectroscopy analysis revealed a weak relaxation b process below T g . The a relaxation phenomena have also been characterized around the T g and associated to the cooperative movements of the polar groups (CN). The values of dielectric relaxation increment were calculated at 150 C using the Havriliak-Negami equation and indicated that these polymers exhibit interesting dielectric properties comparatively to similar cyano materials. The a-activation energies were also calculated. New statistic copolymers based on CVA were characterized. The values of the intensity of a relaxation show the potential application of such materials in the domain of electronics.

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“…The assignments were deduced from the comparison with those of the homopolymers of cyano monomers [36,37] and homopolymer and copolymers of MATRIF [22,24]. The spectra showed the chemical shifts of different protons in the copolymers.…”

Section: Spectroscopic Characterizations Microanalyses and Gpcmentioning

confidence: 99%

“…Hence, MVCN monomer exhibits repulsive effects [9] when adding MATRIF comonomer and contains high proportions of MATRIF monomer because MVCN does not homopolymerize giving trimer only. The various resonances in 13 C NMR spectra of copolymers of MATRIF were assigned by comparing them with the spectra of the homopolymers [24][25][26][27][28][29][30][31][32][33][34][35][36][37]. Table 3 summarizes the 13 C NMR chemical shifts of these copolymers and Fig.…”

Section: Spectroscopic Characterizations Microanalyses and Gpcmentioning

confidence: 99%

Radical copolymerization of 2,2,2-trifluoroethyl methacrylate with cyano compounds for dielectric materials: Synthesis and characterization

Raihane¹,

Améduri

2006

Journal of Fluorine Chemistry

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The Structure of Cyclohexylidenemalononitrile Dimer

Abstract: not available

Cited by 16 publications

References 1 publication

Potassium fluoride catalyzed reactions between malononitrile and α, β-unsaturated ketones

Potassium fluoride catalyzed reactions between malononitrile and α, β-unsaturated ketones

Copolymerization of α‐cyanovinyl acetate with acrylonitrile and methacrylonitrile: Synthesis, characterization, and study of their dielectric behavior

Radical copolymerization of 2,2,2-trifluoroethyl methacrylate with cyano compounds for dielectric materials: Synthesis and characterization

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