Synthesis of Polymers with an Alicyclic Structure in the Main Chain. Living Anionic Polymerization of 1,3-Cyclohexadiene with the n-Butyllithium/N,N,N‘,N‘-Tetramethyl- ethylenediamine System

Natori, Itaru

doi:10.1021/ma961331s

Cited by 102 publications

(118 citation statements)

References 20 publications

(6 reference statements)

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“…Among the three types of catalysts used, RhCl(PPh 3 ) 3 and PdCl 2 (PPh 3 ) 2 gave poor conversions. On the other hand, RuHCl(CO)(PPh 3 ) 3 gave a 95% conversion in TCBz at 165 • C under hydrogen pressure of 3.9 MPa.…”

Section: Hydrogenation Of Cyclohexene As a Model Compoundmentioning

confidence: 99%

“…The order of activity of each catalyst for the hydrogenation of cyclohexene in TCBz was RuHCl(CO)(PPh 3 ) 3 > RhCl(PPh 3 ) 3 > PdCl 2 (PPh 3 ) 2 . 3 ) 3 In order to determine the optimum reaction conditions using RuHCl(CO)(PPh 3 ) 3 as a catalyst, the hydrogenation of cylohexene was conducted with various organic solvents. As shown in Table II, strong solvent effects for the hydrogenation of cyclohexene with RuHCl(CO)(PPh 3 ) 3 were observed.…”

Section: Hydrogenation Of Cyclohexene As a Model Compoundmentioning

confidence: 99%

“…The activity of the catalyst was slightly reduced by TG (a polar solvent). The order of solvent effects on the hydrogenation of cyclohexene using RuHCl(CO)(PPh 3 ) 3 were Decalin > Toluene > TCBz > TG. Under a high hydrogen pressure (7.8 MPa), TCBz gave a 96% conversion (Table II; No.2).…”

Section: Hydrogenation Of Cyclohexene As a Model Compoundmentioning

confidence: 99%

“…Therefore, the maximum conversion of CHE units from CHD units under the above-mentioned reaction condition seem to represent a limit imposed by steric factors between the polymer chain structure of PCHD containing 1,2-CHD units and the size of the catalyst, RuHCl(CO)(PPh 3 ) 3 . Co(acac) 3 /(i-C 4 H 9 ) 3 Al system.…”

Section: Solvent Effect For Pchd Containing 12-chd Unitsmentioning

confidence: 99%

“…The catalytic hydrogenation of PCHD has not been attempted before this paper. 1,2 In previous papers, [3][4][5] we reported the first successful living anionic polymerization of 1,3-CHD with the n-BuLi/N,N,N ,N -tetramethylethylenediamine (TME-DA) system as an initiator, and showed examples of the synthesis of homopolymers and block copolymers with a narrow molecular weight distribution and controlled molecular weight. Furthermore, we prepared PCHE with various molecular weights and their block copolymers by the hydrogenation of PCHD homopolymer and block copolymers with heterogeneous catalysts.…”

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confidence: 99%

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Hydrogenation of Poly(1,3-cyclohexadiene)

Natori

2003

Polym J

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ABSTRACT:The hydrogenation of poly(1,3-cyclohexadiene)s (PCHDs) with various homogeneous catalysts are reported. The initial screening for hydrogenation catalysts was carried out using cyclohexene as a model compound for the monomeric unit in the polymer chain. High conversion for both cyclohexene and 1,4-linked PCHD were found with carbonylchlorohydridotris(triphenylphosphine)ruthenium(II)[RuHCl(CO)(PPh 3 ) 3 ]. The existence of units formed by 1,2-addition (the 1,2-CHD unit) in the polymer chain strongly influenced the extent of hydrogenation of PCHD. Complete hydrogenation of PCHD (polycyclohexane: PCHE) containing 1,2-CHD units was found with the cobalt(III)acetylacetonate[Co(acac) 3 ] /triisobutylaluminium[(i-C 4 H 9 ) 3 Al] system. The PCHE obtained was composed of cyclohexane rings directly connected in the main chain, and had excellent thermal stability.

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Section: Hydrogenation Of Cyclohexene As a Model Compoundmentioning

confidence: 99%

Section: Hydrogenation Of Cyclohexene As a Model Compoundmentioning

confidence: 99%

Section: Hydrogenation Of Cyclohexene As a Model Compoundmentioning

confidence: 99%

Section: Solvent Effect For Pchd Containing 12-chd Unitsmentioning

confidence: 99%

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confidence: 99%

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Hydrogenation of Poly(1,3-cyclohexadiene)

Natori

2003

Polym J

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Hydrocarbon polymers containing six-membered rings in the main chain. Microstructure and properties of poly(1,3-cyclohexadiene)

Natori

Imaizumi

Yamagishi

et al. 1998

J. Polym. Sci. B Polym. Phys.

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119

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Stereoselective Polymerization of Conjugated Dienes

Takeuchi

2013

Encyclopedia of Polymer Science and Technology

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Stereospecific polymerization of conjugated dienes, especially 1,3‐butadiene and isoprene, is summarized. Various transition metal catalysts are utilized for the stereospecific polymerization of conjugated dienes. For example, Ti, V, Co, Ni, and lanthanides for cis ‐1,4‐polymerization of 1,3‐butadiene, V, Cr, Fe, and lanthanides for trans ‐1,4‐polymerization of 1,3‐butadiene, and Cr, Co, and Fe for 1,2‐polymerization of 1,3‐butadiene. Lanthanide catalysts are very effective for stereospecific polymerization of isoprene. Stereospecific living polymerization of conjugated dienes is also achieved. A mechanism of the polymerization affording stereoregular polymers and stereospecific polymerization of other diene monomers is also mentioned.

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Synthesis of Polymers with an Alicyclic Structure in the Main Chain. Living Anionic Polymerization of 1,3-Cyclohexadiene with the n-Butyllithium/N,N,N‘,N‘-Tetramethyl- ethylenediamine System

Cited by 102 publications

References 20 publications

Hydrogenation of Poly(1,3-cyclohexadiene)

Hydrogenation of Poly(1,3-cyclohexadiene)

Hydrocarbon polymers containing six-membered rings in the main chain. Microstructure and properties of poly(1,3-cyclohexadiene)

Stereoselective Polymerization of Conjugated Dienes

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