Polymer-anchored cobalt tetraarylporphyrin catalysts for the conversion of quadricyclane to norbornadiene

King, R. B.; Sweet, E. M.

doi:10.1021/jo01317a016

Cited by 96 publications

(45 citation statements)

References 6 publications

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“…For the effective use of sunlight energy, photochemical valence isomerization between norbornadiene (NBD) and quadricyclane (QC) derivatives has been noted for solar energy conversion and storage systems. [52][53][54][55] Photoenergy can be stored as strain energy (about 96 kJ/mol) in QC molecules and the energy can be released as thermal energy upon heating. Nishikubo et al reported the preparation of polymers having NBD moieties in the main chain or the side chain, their photochemical properties, and reversion to release stored thermal energy in QC polymers.…”

Section: Immobilization Of Norbornadiene Onto Hyperbranched Pamapam-gmentioning

confidence: 99%

Surface Grafting of Polymers onto Nanoparticles in a Solvent-Free Dry-System and Applications of Polymer-grafted Nanoparticles as Novel Functional Hybrid Materials

Tsubokawa

2007

Polym J

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ABSTRACT:For the prevention of environmental pollution and simplification of reactions, scale-up synthesis of polymer-grafted inorganic nanoparticles in a solvent-free dry-system is reviewed. The grafting of polymers onto nanoparticles in a solvent-free dry-system was achieved by spraying monomers onto nanoparticles having initiating group. After the reaction, unreacted monomer and by-products were removed under high vacuum. For example, grafting of hyperbranched poly(amidoamine) (PAMAM) was successfully achieved using dendrimer synthesis methodology in a solvent-free dry-system. The percentage of PAMAM grafting onto the nanoparticle surface was 141% with repeated reaction cycles of 8-times. In addition, radical graft polymerization of vinyl monomers onto silica nanoparticles was achieved by spraying the monomers onto silica nanoparticles containing azo and peroxycarbonate groups in a solvent-free dry-system. The formation of ungrafted polymer was depressed in comparison with graft polymerization in solution: the grafting efficiency was 90-95%. PAMAM-grafted silica dispersed uniformly in epoxy resin and has an ability to cure the epoxy resin. Glass transition temperature of cured material was much higher than that of the material cured by conventional curing agents. The immobilization of norbornadiene, capsaicin, and flame retardant onto PAMAM-grafted nanoparticle and the properties of the resulting materials are also described.

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Section: Immobilization Of Norbornadiene Onto Hyperbranched Pamapam-gmentioning

confidence: 99%

Surface Grafting of Polymers onto Nanoparticles in a Solvent-Free Dry-System and Applications of Polymer-grafted Nanoparticles as Novel Functional Hybrid Materials

Tsubokawa

2007

Polym J

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“…20 The residue was washed several times with hydrochloric acid (12 mol•L -1 ) and glacial acetic acid (V∶V＝1∶4) mixture and then with methanol. The product on repeated treatment with dilute alcoholic NaOH (5%) produced the corresponding free amine (4).…”

Section: Preparation Of P-amino-polystyrene (4)mentioning

confidence: 99%

Synthesis and Characterization of Polymer Anchored Cu(II) Complexes: Heterogeneous Catalysts for Preparation of Diaryl Ethers

et al. 2010

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Polymer anchored Cu(II) Schiff base complexes have been prepared and characterized by using scanning electron microscope (SEM), elemental analysis, atomic absorption spectroscopy (AAS), thermogravimetric analysis (TGA), spectrometric methods like diffuse reflectance spectra of solid (DRS) and fourier transform infrared spectroscopy (FTIR). These catalysts show excellent catalytic activity in the O-arylation reaction of aryl halides with phenol in acetonitrile using Cs 2 CO 3 at 70 ℃ under an open air condition to give diaryl ethers in high yields. The effects of various parameters such as solvent, catalyst from different copper salt and base on the reaction system have been studied. The reaction is applicable to a wide variety of substituted aryl halides and phenols with different steric and electronic properties. These catalysts are recovered by simple filtration and the reusability experiments show that these catalysts can be used five times without much loss in the catalytic activity.

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“…According to reported methods, typical reactions such as bromination, 34 acylation, 35 and nitration 36 were examined for the benzyl group of each polymer from 7, 8, and 9. The results are summarized in Entries 10-14 in Table II.…”

Section: E/ectrophilic Substitution Ol the Benzy/ Group Of The Po/yoxmentioning

confidence: 99%

Polymer Reactions of the Pendant Alkyl Bromides of Soluble and Insoluble Polyoxetanes for the Preparation of Chemically Modified Polyethers

Motoi

Suda

Kijima

et al. 1989

Polym J

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ABSTRACT:Soluble and insoluble polyoxetanes with w-brom-2-oxaalkyl side chains of -CH2O(CH2).Br (n=4 or 6) were prepared by cationic ring-opening polymerization of 3-(wbromo-2-oxaalkyl)-3-methyloxetanes and by their co-or terpolymerizations with other oxetanes and/or cross-linking agents such as bisoxetanes X-CH2O(CH2),,OCH,-X (X = 3-methyl-3-oxetanyl and n=4 or 6). The bromine at the 2-oxapolymethylene-spacer end of the soluble polymers were converted into the corresponding functional groups by polymer reactions with several nucleophiles such as anions of carboxylates and alkoxides, and amines. The pendant acetoxyl and cyclic acetal groups, thus introduced, were hydrolyzed to give the corresponding hydroxyl groups. Quaternization of the pendant bromides of the uncross-and cross-linked polyoxetanes took place with nicotinamide or tributylamine. The product polymers with a tetraalkylammonium moiety showed catalytic activity for a phase-transfer catalytic reaction of alcohols and alkyl bromides giving ether compounds in satisfactory yields. Electrophilic substitutions such as bromination, nitration, and acylation were examined in pendant aromatic rings of poly(3-benzyloxetane)s. The electrophilic substitutions occurred at 70 to 90%, although some decrease in the molecular weight of the product polymer was observed owing to ether cleavage of the polymer chain under acidic conditions.

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Polymer-anchored cobalt tetraarylporphyrin catalysts for the conversion of quadricyclane to norbornadiene

Cited by 96 publications

References 6 publications

Surface Grafting of Polymers onto Nanoparticles in a Solvent-Free Dry-System and Applications of Polymer-grafted Nanoparticles as Novel Functional Hybrid Materials

Surface Grafting of Polymers onto Nanoparticles in a Solvent-Free Dry-System and Applications of Polymer-grafted Nanoparticles as Novel Functional Hybrid Materials

Synthesis and Characterization of Polymer Anchored Cu(II) Complexes: Heterogeneous Catalysts for Preparation of Diaryl Ethers

Polymer Reactions of the Pendant Alkyl Bromides of Soluble and Insoluble Polyoxetanes for the Preparation of Chemically Modified Polyethers

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