Side-Chain Crystallization in Alkyl Polyacrylates

Kaufman, H. S.; Sacher, A.; Alfrey, Turner; Fankuchen, I.

doi:10.1021/ja01189a515

Cited by 63 publications

(30 citation statements)

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“…1,2 Crystalline main chain with amorphous side chain [3][4][5][6][7][8][9][10][11] comb polymers and amorphous main chain with crystalline side chain [12][13][14][15][16][17][18] ones have been studied extensively and reviewed in terms of their chemistry 19,20 and physical properties. 21 The movement of crystalline segments is variably inhibited by the amorphous portion; thus, formation of various segregated structures is often observed from similar materials.…”

Section: Introductionmentioning

confidence: 99%

Direct condensation polymerization of N-alkylated p-aminobenzoic acid and packing of rigid-rod main chains with flexible side chains

Shibasaki

Abe

Sato

et al. 2010

Polym J

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Direct condensation polymerization of N-alkylated p-aminobenzoic acid, in which methyl, propyl, butyl, pentyl, heptyl, octyl and heptadecyl substituents were used as the alkyl group, was performed using hexachloroethane, triphenylphosphine and pyridine as condensation reagents. Pale-yellow N-alkylated poly(p-benzamide) (PABA n ) polymers, where n is the number of carbon atoms of the alkyl side chain, were obtained in 46-87% yields with an inherent viscosity of 0.06-0.65 per 100 ml g À1 (conc. H 2 SO 4 , 30 1C). The structures of PABA n were identified using infrared, nuclear magnetic resonance and elemental analysis. PABA n with long alkyl side chains (n43) showed good solubility in chloroform, as well as conc. H 2 SO 4 and m-cresol. The glass transition temperature (T g ) of PABA n measured by differential scanning calorimetry gradually decreased with an increase in the length of the alkyl group. The endothermic peak corresponding to melting was observed for PABA n with n¼3, 4, 5 and 17 on DSC profiles. The wide-angle powder X-ray scattering of the polymer samples indicated that PABA n polymers with n¼0, 1, 3, 4, 5 and 17 were crystalline polymers. X-ray scattering profiles showed PABA n with n¼3, 4 and 5 crystallized in an orthorhombic lattice, whereas PABA 1 crystallized in a monoclinic lattice. PABA 17 crystallized in hexagonal packing at the long side chain with an interplanar spacing of 4.2 Å .

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Section: Introductionmentioning

confidence: 99%

Direct condensation polymerization of N-alkylated p-aminobenzoic acid and packing of rigid-rod main chains with flexible side chains

Shibasaki

Abe

Sato

et al. 2010

Polym J

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“…Kaufman et al 2 found that alkyl groups of poly(n-alkyl acrylates) undergo side-chain crystallization. Wiley et al 3 and Rogers et al 4 reported the relationships between the glass transition temperature (Tg) and the length of alkyl groups of poly(n-alkyl methacrylate).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Side-Chain Crystallization of New Comb-Like Polymers from 2-Amino-4-(N-alkylanilino)-6-isopropenyl-1,3,5-triazines

Kunisada

Yuki

Kondo

et al. 1990

Polym J

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“…Rehberg and Fisher studied the brittle points of polyacrylates and poly(methacrylates) and found that upon an increase in carbons within the alkyl side chain the brittle points decrease up to 8 carbons for acrylates and 12 carbons for methacrylates, above which the brittle points increased. 13 This was attributed to the increase in the melting point of the side chains 14,15 Jordan et al investigated the crystallinity of the alkyl side chains in poly(n-alkyl acrylates) and they established that only the outer methylene units contributed to the crystal lattice. 16,17 This was also independently confirmed by several other investigators, it was proposed that the 8-9 methylene units closest to the polymer backbone do not contribute to the side chain crystallinity.…”

Section: Introductionmentioning

confidence: 99%

Controlling the melting transition of semi-crystalline self-assembled block copolymer aggregates: controlling release rates of ibuprofen

et al. 2017

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. (2017) Controlling the melting transition of semi-crystalline self-assembled block copolymer aggregates: controlling release rates of ibuprofen. Polymer Chemistry, 8 (35 where PEO is the hydrophilic block (25 wt%) and PODMA/PDSMA is the semi-crystalline hydrophobic block (75 wt%) that gives a thermoresponsive component to the self-assembled aggregates. By varying the relative molar proportion of DSMA to ODMA (from 0:1 to 1:0) in the synthesis of the copolymers by atom transfer radical polymerisation, the melting transition of the hydrophobic block could be varied from 21.5 to 41.1°C in the solid state. When self-assembled in aqueous dispersions the Tm range was 23.4 to 41.3°C, closely matching that of the solid samples. Preliminary analysis of the rate of release of ibuprofen from three of the block copolymer aggregates demonstrated that the rate of release was correlated with the degree of crystallinity of the hydrophobic block and that increasing temperature causes melting and a significantly enhanced release rate.

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Side-Chain Crystallization in Alkyl Polyacrylates

Cited by 63 publications

References 0 publications

Direct condensation polymerization of N-alkylated p-aminobenzoic acid and packing of rigid-rod main chains with flexible side chains

Direct condensation polymerization of N-alkylated p-aminobenzoic acid and packing of rigid-rod main chains with flexible side chains

Synthesis and Side-Chain Crystallization of New Comb-Like Polymers from 2-Amino-4-(N-alkylanilino)-6-isopropenyl-1,3,5-triazines

Controlling the melting transition of semi-crystalline self-assembled block copolymer aggregates: controlling release rates of ibuprofen

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