Nickel(0)-catalyzed cycloaddition copolymerization involving two diynes and carbon dioxide to poly(2-pyrone)

Journal Article · Sun Aug 01 00:00:00 EDT 1993 · Macromolecules; (United States)

DOI:https://doi.org/10.1021/ma00070a018· OSTI ID:5846423

Tsuda, Tetsuo; Ooi, Osamu; Maruta, Ken-ichi ^[1]

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1. Kyoto Univ., Yoshida, Kyoto (Japan)

A copolymerizability order of five diynes, i.e., 3,11-tetradecadiyne (A), 2,6-octadiyne (B), 1,4-di(2-hexynyl)benzene (C), 1,3-di(2-hexynyl)benzene (D), and 1,7-cyclotridecadiyne (E), in the nickel(0)-catalyzed 1:1 cycloaddition copolymerization of the diyne with CO[sub 2] to the poly(2-pyrone) was determined by the nickel(0)-catalyzed copolymerization involving two diynes and CO[sub 2]. The copolymerizability order obtained by analyzing the copolymer composition using [sup 1]H NMR spectroscopy was A [gt] E [gt] B [gt] C [gt] D. This order was explained in terms of the steric hindrance exerted by the substituent on the terminal C[triple bond]C bond of the cooligomer or the copolymer to its cycloaddition along with mobility of its terminal C[triple bond]C bond moiety for the cycloaddition. An order of cycloaddition reactivity of the diyne, which is related to formation of the cooligomer, was determined by measuring the unreacted diyne in the copolymerization involving five diynes and CO[sub 2] using gas chromatography. The result was E [gt] B [gt] C [gt] D [gt] A. Thus high copolymerizability of diyne A is noteworthy.

• OSTI ID: 5846423
• Journal Information: Macromolecules; (United States), Vol. 26:18; ISSN 0024-9297
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALKYNES
COPOLYMERIZATION
NICKEL
CATALYTIC EFFECTS
CARBON DIOXIDE
CHEMICAL REACTION KINETICS
NMR SPECTRA
PYRONES
CARBON COMPOUNDS
CARBON OXIDES
CHALCOGENIDES
CHEMICAL REACTIONS
ELEMENTS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
KINETICS
METALS
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
POLYMERIZATION
PYRANS
REACTION KINETICS
SPECTRA
TRANSITION ELEMENTS
400201* - Chemical & Physicochemical Properties