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Diphenylacetylene having a trimethylsilyl group and two methoxy groups [p-(CH3)3SiC6H4CCC6H4-m,p-(OCH3)2 (1a)] polymerized with TaCl5/n-Bu4Sn catalyst to provide a high-molecular-weight polymer (2a). In contrast, monomers without trimethylsilyl group (1b) and having two t-butyldimethylsiloxy groups (1c) hardly polymerized because of poor solubility of the produced polymer 2b and steric hindrance of...
Local dynamics of polyacetylenes having polymethylated indan/tetrahydronaphthalene moieties have been studied using quasielastic neutron scattering, and the results obtained have been discussed together with former results with various poly(diphenylacetylene) derivatives. Clear quasielastic scattering was observed for the present polymers although they were in the glassy state, and the observed dynamic...
Diphenylacetylenes having a 2-bromoethoxy group [p-(BrCH 2 CH 2 O)C 6 H 4 CCC 6 H 4 -p-R; R = SiMe 3 (1a), H (1c)] were synthesized and then polymerized with TaCl 5 /n-Bu 4 Sn catalyst to provide the corresponding poly(diphenylacetylene)s (2a and 2c). These polymers afforded tough free-standing membranes by casting from toluene...
The Sonogashira–Hagihara polymerization of 3′,5′-diiodo-N-α-tert-butoxycarbonyl-l-tyrosine methyl ester (1) and 3′,5′-diiodo-N-α-tert-butoxycarbonyl-O-methyl-l-tyrosine methyl ester (2) with para-diethynylbenzene (3) was carried out to obtain optically active poly(m-phenyleneethynylene-p-phenyleneethynylene)s [poly(1) and poly(2)] with M n ’s ranging from 9900 to 15,000 in 80–87% yields. Poly(1)...
Diarylacetylene monomers having trimethylsilyl groups and other substituents (substituted biphenyl, 1a and 1b; trimethylsilylmethylphenyl, 1c–e) were synthesized and polymerized with TaCl 5 -n-Bu 4 Sn catalyst to produce the corresponding poly(diarylacetylene)s (2a–d). Polymers 2a–c had high molecular weights and were soluble in common organic solvents. Free-standing membranes of 2a–c...
Novel DNA-lipid complexes carrying azobenzene moieties were prepared by substituting sodium counter cations with cationic amphiphilic lipids, namely lipid(AZO) and lipid(diAZO), in which the actual molar ratios of phosphate to lipid were 1:1.05 and 1:1.02, respectively. DNA-lipid(AZO) and DNA-lipid(diAZO) complexes were soluble in common organic solvents including CHCl 3 , CH 2 Cl...
Novel conjugated polymers P1–P7 containing 3,9-linked carbazole units in the main chain were synthesized by the polycondensation of 3-ethynyl-9-(4-ethynylphenyl)carbazole (EEPCz) and dihaloarenes, and their optical and electrical properties were studied. Polymers with weight-average molecular weights of 4100–48,000 were obtained in 24–92% yields by the Sonogashira coupling polycondensation in tetrahydrofuran...
Diarylacetylenes having fluorenyl groups and other substituents (trimethylsilyl, t-butyl, bromine, fluorine) (1a–1) were polymerized with TaCl 5 –n-Bu 4 Sn. Monomers 1a–l produced high molecular weight polymers 2a–l (M w 5.1×10 5 –1.3×10 6 ) in 12–59% yields. All of the polymers were soluble in common organic solvents, and gave tough free-standing membranes...
The ring-opening metathesis polymerization (ROMP) of norbornene derivatives 1–5 bearing oligomeric siloxane pendant groups was carried out with Grubbs 1st and 2nd generation, and Grubbs–Hoveyda ruthenium (Ru) catalysts. Monomer 1 gave high-molecular-weight polymers (M n ca. 27 000–180 000) in high yields (80–100%). Monomers 2–5 also polymerized with Ru carbene catalysts to give high-molecular-weight...
TEMPO-containing 7-oxanorbornene monomers 1–4 (TEMPO=2,2,6,6-tetramethylpiperidine-1-oxy) were synthesized and polymerized via ring-opening metathesis using a ruthenium carbene catalyst. Monomers 1 and 3 gave polymers with number-average weights of 80 100 and 112 200 in 85 and 96% yields, respectively, whereas monomers 2 and 4 did not provide high molecular weight polymers. Poly(1) and poly(3) were...
Novel DNA–lipid complexes carrying carbazole and triphenylamine moieties were prepared by substituting the sodium counter cation with cationic amphiphilic lipids, namely lipid(Cz) and lipid(TPA), in which the actual mole ratios of phosphate to lipid were 1:1.10 and 1:0.83, respectively. The DNA–lipid(Cz) and DNA–lipid(TPA) complexes were soluble in common organic solvents including CHCl 3 ...
The polymerization of diphenylacetylene derivatives possessing tert-amine moieties, such as triphenylamine, N-substituted carbazole and indole, was examined in the presence of TaCl 5 –n-Bu 4 Sn (1:2) catalyst. A polymer with high molecular weight (M w =570×10 3 ) was obtained in good yield by the polymerization of diphenylamine-containing monomer 1b, whereas the isopropylphenylamine...
Ethyl cellulose derivatives [EC-T and EC-P] and cellulose acetate derivatives [CA-T and CA-P] carrying TEMPO or PROXY radicals (TEMPO=2,2,6,6-tetramethyl-1-piperidinyloxy, PROXY=2,2,5,5-tetramethyl-1-pyrrolidinyloxy) were synthesized with moderate number-average molecular weights of 62 400–126 000 in 84–88% yield by the reaction of 4-carboxy-TEMPO or 3-carboxy-PROXY with residual hydroxyl group of...
Pyrene-functionalized chiral methylpropargyl esters, (R)-3-butyn-2-yl-1-pyrenebutyrate [(R)-1], (S)-3-butyn-2-yl-1-pyrenebutyrate [(S)-1], (R)-3-butyn-2-yl-1-pyrenecarboxylate [(R)-2], and 3-butyn-2-yl-1-pyrenecarboxylate [(R,S)-2] were polymerized with (nbd)Rh + [η 6 -C 6 H 5 B − (C 6 H 5 ) 3 ] to obtain the corresponding polymers with...
Carbazole-based novel hyperbranched conjugated polymers linked with triphenylamine and benzene moieties were synthesized by Sonogashira coupling polycondensation of N-octadecyl- and N-octyl-3,6-diethynylcarbazoles with tris(4-iodophenyl)amine and 1,3,5-tribromobenzene. Solvent-soluble polymers with number-average molecular weights in the range of 3500–21,000 were obtained in 48–66% yields. The UV–vis...
Novel chiral acetylene monomers bearing carbazole and triphenylamine groups, namely, (S)-3-butyn-2-yl 2-(9-carbazolyl)ethyl carbonate (1) and (S)-3-butyn-2-yl 4-(diphenylamino)benzoate (2) were synthesized, and polymerized with Rh + (nbd)[η 6 -C 6 H 5 B − (C 6 H 5 ) 3 ] catalyst to give the corresponding polymers with moderate molecular...
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