Covalent Conversion of Cyclic Onium Salt End Groups of Poly(tetrahydrofuran) by Bulky Counteranions in the Absence and Presence of Macrocyclic Compounds

Oike, Hideaki; Kobayashi, Fuminao; Tezuka, Yasuyuki; Hashimoto, Susumu; Shiomi, Tomoo

doi:10.1021/ma981768v

Cited by 7 publications

(5 citation statements)

References 28 publications

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“…1 H NMR (CDCl 3 , δ): 3.41 (br m, 4 H, OC H 2 ), 1.62 (br m, 4 H, OCH 2 C H 2 ) 73 . 13 C{ 1 H} NMR (CDCl 3 , δ): 70.60 (O C H 2 ), 26.49 (OCH 2 C H 2 ).…”

Section: Methodsmentioning

confidence: 99%

Polymerization of methyl methacrylate and other polar monomers with alkylaluminum initiators bearing bidentate and tridentate N‐ and O‐donor ligands

Baugh

Sissano

2002

J. Polym. Sci. A Polym. Chem.

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Dimethylaluminum complexes bearing bidentate amidate, oxypyridine, and salicylaldimine N,O‐ligands and tridentate N,N′,N″‐pyridyliminoamide ligands were synthesized and spectroscopically characterized. The complexes were investigated in both neutral and borane‐activated cationic forms, along with bidentate N,N′‐ligated aluminum amidinates, as catalysts for the polymerization of methyl methacrylate, ϵ‐caprolactone, and propylene oxide. The neutral complexes generally did not carry out polymerization, but the polymerization/oligomerization of all three monomers was achieved when the various catalysts were activated with B(C6F5)3 or [Ph3C]+[B(C6F5)4]−. The N,O‐ligated cations were much less active for polymerization than the analogous, more stable N,N′‐ligated amidinate cations; both types of cationic complexes catalyzed the ring‐opening cationic polymerization of tetrahydrofuran. B(C6F5)3 and [Ph3C]+[B(C6F5)4]− also independently carried out the oligomerization of propylene oxide. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 1633–1651, 2002

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“…1 H NMR (CDCl 3 , δ): 3.41 (br m, 4 H, OC H 2 ), 1.62 (br m, 4 H, OCH 2 C H 2 ) 73 . 13 C{ 1 H} NMR (CDCl 3 , δ): 70.60 (O C H 2 ), 26.49 (OCH 2 C H 2 ).…”

Section: Methodsmentioning

confidence: 99%

Polymerization of methyl methacrylate and other polar monomers with alkylaluminum initiators bearing bidentate and tridentate N‐ and O‐donor ligands

Baugh

Sissano

2002

J. Polym. Sci. A Polym. Chem.

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“…22 By addition of a nucleophile to the solution of living polymers, one can easily end-cap PTHF with various functional groups. 21,23,24 We used a similar method to end-cap PTHF with 1,4-diazabicyclo[2.2.2]octane.…”

Section: Introductionmentioning

confidence: 99%

“…The cationic ring-opening polymerization (CROP) of tetrahydrofuran (THF) has been well established for decades . By addition of a nucleophile to the solution of living polymers, one can easily end-cap PTHF with various functional groups. ,, We used a similar method to end-cap PTHF with 1,4-diazabicyclo[2.2.2]octane.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of PTHF-Grafted PMMA Based on the Reaction of Methyl Esters with Quaternary Ammonium Salts

2001

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A new synthetic procedure is proposed to graft polymer chains onto poly(methyl methacrylate) based on the reaction of methyl esters with quaternary ammonium salts (MEQA reaction) under nonprotic conditions. Mechanistic insight into the MEQA reaction has been given by performing model reactions, for example with methyl benzoate and the N-butylammonium salt of 1,4-diazabicyclo[2.2.2]octane. This reaction has been used to graft poly(tetrahydrofuran) with a 1,4-diazabicyclo[2.2.2]octane end group, synthesized from living cationic ring-opening polymerization, on poly(methyl methacrylate) by simply heating the reaction mixture of both components in 1,2-dichlorobenzene as solvent. GPC and NMR analysis demonstrated high grafting yields. The formation of the grafted structures was further evidenced by a comparative DSC study of the crystallization behavior of the starting and end products.

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“…Compound 4 15 was prepared according to the literature procedures. The compounds of 1, 7 2, 21 7 , and 11 15 were also synthesized by using the modified method reported in the literatures.…”

Section: Methodsmentioning

confidence: 99%

The patent ductus arteriosus‐multiple defects and a moving target

Mullins

2010

Cathet Cardio Intervent

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Covalent Conversion of Cyclic Onium Salt End Groups of Poly(tetrahydrofuran) by Bulky Counteranions in the Absence and Presence of Macrocyclic Compounds

Cited by 7 publications

References 28 publications

Polymerization of methyl methacrylate and other polar monomers with alkylaluminum initiators bearing bidentate and tridentate N‐ and O‐donor ligands

Polymerization of methyl methacrylate and other polar monomers with alkylaluminum initiators bearing bidentate and tridentate N‐ and O‐donor ligands

Synthesis of PTHF-Grafted PMMA Based on the Reaction of Methyl Esters with Quaternary Ammonium Salts

The patent ductus arteriosus‐multiple defects and a moving target

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