Synthesis and functionalities of poly(N-vinylalkylamide). VI. A novel thermosensitive hydrogel crosslinked poly(N-vinylisobutyramide)

Suwa, Kazuo; Wada, Yoshihiro; Kishida, Akio; Akashi, Mitsuru

doi:10.1002/(sici)1099-0518(19971130)35:16<3377::aid-pola5>3.0.co;2-p

Cited by 26 publications

(16 citation statements)

References 5 publications

(6 reference statements)

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“…[17][18][19][20][21][22][23][24][25][26] The monomers have the opposite amide structure of the acrylamide Full Paper: Free radical copolymerization of water-soluble N-vinylamides such as N-vinylacetamide (NVA) and N-vinylformamide (NVF) with hydrophobic vinyl acetate (VAc) gave amphiphilic copolymers. The monomer reactivity ratios were determined as r 1 ¼ 5.8 and r 2 ¼ 0.68 (M 1 ¼ NVA, M 2 ¼ VAc) and r 1 ¼ 6.2 and r 2 ¼ 0.37 (M 1 ¼ NVF, M 2 ¼ VAc), respectively.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Thermosensitive Properties of Poly[(N‐vinylamide)‐co‐(vinyl acetate)]s and Their Hydrogels

Yamamoto

Serizawa

Akashi

2003

Macro Chemistry & Physics

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Free radical copolymerization of water‐soluble N‐vinylamides such as N‐vinylacetamide (NVA) and N‐vinylformamide (NVF) with hydrophobic vinyl acetate (VAc) gave amphiphilic copolymers. The monomer reactivity ratios were determined as r1 = 5.8 and r2 = 0.68 (M1 = NVA, M2 = VAc) and r1 = 6.2 and r2 = 0.37 (M1 = NVF, M2 = VAc), respectively. The growing radical of the terminals of N‐vinylamides propagates more favorably for N‐vinylamide monomers than for VAc monomer, resulting in the possible formation of blocky copolymers. It is found that aqueous solutions of these amphiphilic copolymers exhibited a lower critical solution temperature (LCST), depending on their chemical composition, followed by coacervate formation above the LCST. Furthermore, thermosensitive hydrogels could be prepared by the free radical copolymerization of N‐vinylamide and VAc in the presence of the crosslinker butylenebis(N‐vinylacetamide) (Bis‐NVA). The swelling ratios of these hydrogels decreased with an immediate increase in temperature from 20 to 80 °C, and then reversibly increased with decreasing temperature. These hydrogels showed the same thermosensitive properties as linear copolymers of NVF and VAc.Relationship between LCST and vinyl acetate content in poly(N‐vinylamide‐co‐VAc)s.magnified imageRelationship between LCST and vinyl acetate content in poly(N‐vinylamide‐co‐VAc)s.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Thermosensitive Properties of Poly[(N‐vinylamide)‐co‐(vinyl acetate)]s and Their Hydrogels

Yamamoto

Serizawa

Akashi

2003

Macro Chemistry & Physics

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“…The thermosensitivity for linear PNVIBAs or PNVIBA hydrogels in an aqueous phase were actually more sensitive than those for PNIPAAms. 11,13,14 Accordingly, PNVIBA will be not only a model polymer for the purpose of studying various types of thermosensitivity but also can be substituted for PNIPAAm. In this article, we synthesized poly(styrene) nanospheres having thermosensitive PNVIBAs on their surfaces and we also characterized the changes in their thermosensitive diameter.…”

Section: Introductionmentioning

confidence: 99%

Graft copolymers having hydrophobic backbone and hydrophilic branches. XVIII. Poly(styrene) nanospheres with novel thermosensitive poly(N-vinylisobutyramide)s on their surfaces

Serizawa

Chen

Akashi

1998

J. Polym. Sci. A Polym. Chem.

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Poly(styrene) nanospheres having poly(N‐vinylisobutyramide)s (PNVIBA)s, which are structurally the same composition as well‐known thermosensitive poly(N‐isopropylacrylamide)s (PNIPAAm)s and show the thermosensitive property as well, on their surfaces were synthesized by the free radical polymerization of hydrophilic PNVIBA macromonomers and hydrophobic styrene with AIBN as a radical initiator in ethanol as a polar solvent and were characterized in regard to their thermosensitive properties. Both the NVIBA oligomers and PNVIBA macromonomers that we synthesized showed a lower critical solution temperature (LCST) at around 40°C, as was predicted by our previous research. The nanospheres were spherical in form and have a narrow size distribution. Their sizes could be controlled by varying the molecular weight of the macromonomers and the amount of it in feed. The size in the nanosphere became small above the LCST of the corresponding macromonomer, possibly due to thermosensitive shrinking of the PNVIBA on the nanosphere surface, while transmittance of its dispersion did not change at all at studied temperature range. The nanospheres having the PNVIBA on their surfaces, which response sharply to atmospheres such as dispersion temperature, can be significant and useful materials in technological and medical fields. © 1998 John Wiley & Sons, Inc. J. Polym. Sci. A Polym. Chem. 36: 2581–2587, 1998

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“…Since NVA was first synthesized, Ben‐Ishai and Giger,3 Dawson et al,4 and Stackman and Summerville5 have developed its synthesis and polymerization behavior. Akashi and coworkers6–11 reported the thermosensitive properties of polymers derived from NVA and its derivatives. These results have led to the further development of the synthetic route, the radical polymerization behavior of NVA, and the application of poly( N ‐vinylacetamide) to functional polymers.…”

Section: Methodsmentioning

confidence: 99%

Selective radical cyclopolymerization of a bifunctional vinyl monomer derived from N‐vinylacetamide

Iwamura

Morioka

Nakagawa

et al. 2004

J. Polym. Sci. A Polym. Chem.

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N,N′‐Diacetyl‐N,N′‐divinylmethylenediamine (1) was prepared by the reaction of N‐vinylacetamide with dibromomethane, and the radical polymerization of 1 was carried out in dimethyl sulfoxide, dimethylformamide, or N‐methylpyrrolidone at 60 °C for 36 h in the presence of azobisisobutyronitrile (1 mol %) as an initiator to obtain the corresponding polymer (2) in good yields. 2 was composed of the cyclostructure unit selectively. The radical copolymerization of 1 with N‐vinyl pyrrolidone was also carried out in dimethylformamide at 60 °C for 36 h to obtain the corresponding copolymer accompanying the cyclopolymerization.

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Synthesis and functionalities of poly(N-vinylalkylamide). VI. A novel thermosensitive hydrogel crosslinked poly(N-vinylisobutyramide)

Cited by 26 publications

References 5 publications

Synthesis and Thermosensitive Properties of Poly[(N‐vinylamide)‐co‐(vinyl acetate)]s and Their Hydrogels

Synthesis and Thermosensitive Properties of Poly[(N‐vinylamide)‐co‐(vinyl acetate)]s and Their Hydrogels

Graft copolymers having hydrophobic backbone and hydrophilic branches. XVIII. Poly(styrene) nanospheres with novel thermosensitive poly(N-vinylisobutyramide)s on their surfaces

Selective radical cyclopolymerization of a bifunctional vinyl monomer derived from N‐vinylacetamide

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