A novel process for synthesizing polystyrene and polyarylate block copolymers utilizing telechelic polystyrene

Ohishi, Hiroshi; Ohwaki, Takamasa; Nishi, Toshio

doi:10.1002/(sici)1099-0518(19981130)36:16<2839::aid-pola2>3.0.co;2-i

Cited by 18 publications

(33 citation statements)

References 9 publications

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“…Initially, the procedure of Ohishi et al 29 was studied. They had synthesized CTPS using ACVA at 90 °C and obtained M n about 20000 g mol −1 .…”

Section: Resultsmentioning

confidence: 99%

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Synthesis of carboxy‐terminated telechelic oligostyrenes by Dead End Polymerization

David¹,

Boutevin²,

Robin³

et al. 2002

Polymer International

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Styrene was polymerized with 4,4′‐azobiscyanovaleric acid (ACVA) in order to obtain carboxy‐telechelic polystyrene (CTPS) using the Dead‐End Polymerization (DEP) conditions. First, we focused on experimental conditions leading to oligomers with molecular weights about 2000 g mol−1. Second, we demonstrated by‐products of ACVA radicals are also synthesized in the DEP conditions by combination or by disproportionation. The purification of CTPS was investigated in order to extract the by‐products of ACVA. An extraction of these by‐products in H2O pH 7 is suggested. Finally, the acid functionality of oligostyrene is evaluated by 1H NMR and conductimetric titrations. A functionality about 2 is obtained that confirmed the synthesis of CTPS. Copyright © 2002 Society of Chemical Industry

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“…Initially, the procedure of Ohishi et al 29 was studied. They had synthesized CTPS using ACVA at 90 °C and obtained M n about 20000 g mol −1 .…”

Section: Resultsmentioning

confidence: 99%

“…So the use of carboxy‐telechelic diazoïc initiators appears to be more judicious. Several authors28–30 have prepared CTPS with 4,4′‐azobis(cyanovaleric acid) (ACVA). However these authors synthesized carboxy‐telechelic oligostyrene with M n close to 10 000 g mol −1 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of carboxy‐terminated telechelic oligostyrenes by Dead End Polymerization

David¹,

Boutevin²,

Robin³

et al. 2002

Polymer International

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“…Our aim was to synthesize HOOC‐PS‐COOH (PSCT) with a molecular weight of about 2000 g/mol. Ohishi et al22 developed the synthesis of PSCT with ACVA. However, these researchers studied the synthesis of carboxy‐telechelic oligostyrene with a number‐average molecular weight ( M n ) of 10,000 g/mol.…”

Section: Resultsmentioning

confidence: 99%

“…Konter and colleagues20, 21 were the first to obtain PSCT by DEP with azobisisobutyronitrile (AIBN) as an initiator. We synthesized HOOC‐PS‐COOH with 4,4′azobiscyanovaleric acid (ACVA) and obtained a telechelic‐type polystyrene 22, 23…”

Section: Introductionmentioning

confidence: 99%

Kinetic Evaluation of Cooperative [Co(salen)] Catalysts in the Hydrolytic Kinetic Resolution of rac‐Epichlorohydrin

et al. 2010

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A wide variety of [Co(salen)] catalysts with different structures designed to enhance salen–salen cooperative interactions have been reported as catalysts for the hydrolytic kinetic resolution (HKR) of epoxides. However, the myriad catalysts have been evaluated under inconsistent experimental conditions, at different catalyst loadings, at different temperatures, with various epoxides and in several different laboratories, making rigorous comparisons between the catalysts impossible. To this end, 12 representative catalysts from our studies, as well as catalysts originally described by others, are reported in the HKR of epichlorohydrin under rigorously identical conditions. The comparison of the reactivity and selectivity of the different catalysts indicates that the soluble, oligomeric [Co(salen)] catalysts with cyclic frameworks impart the highest activity and enantioselectivity (>99 % ee, krel>99) in this representative reaction, requiring very short reaction times (<30 min), including the most active catalyst reported to date for the target reaction. In general, it is found that soluble polymer or oligomer‐supported catalysts are more active than insoluble supported catalysts under the conditions used. Among the insoluble catalysts, a polymer resin supported [Co(salen)] catalyst with excellent enantioselectivity (>99 % ee, krel>99) and medium reaction time (222 min), is the most active and selective of the class. The lessons demonstrated herein regarding design of active and selective catalysts offer useful insights into refining design strategies for other related cooperative catalytic reactions, suggesting emphases on catalyst flexibility and solubility under reaction conditions.

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“…We have carried out research and development of polystyrene and polyarylate block copolymers (PAr–PS–PAr) aiming at a new high‐performance polymer, especially a resin for precise optical application 5–7. In the earlier publications, we have proposed a novel synthetic route of PAr–PS–PAr utilizing telechelic polystyrene (PS) 5.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of styrene-acrylonitrile random copolymers (SAN) and polyarylate block copolymers and the control of their mechanical properties by morphology generation

Ohishi

Kishimoto

Ikehara

et al. 2000

J. Polym. Sci. B Polym. Phys.

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A novel process for synthesizing polystyrene and polyarylate block copolymers utilizing telechelic polystyrene

Cited by 18 publications

References 9 publications

Synthesis of carboxy‐terminated telechelic oligostyrenes by Dead End Polymerization

Synthesis of carboxy‐terminated telechelic oligostyrenes by Dead End Polymerization

Kinetic Evaluation of Cooperative [Co(salen)] Catalysts in the Hydrolytic Kinetic Resolution of rac‐Epichlorohydrin

Synthesis of styrene-acrylonitrile random copolymers (SAN) and polyarylate block copolymers and the control of their mechanical properties by morphology generation

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