Preparation of soluble graft polymers from allyl benzoate/2,2′-azobis(N-(2-propenyl)-2-methylpropionamide) crosslinked polymers as insoluble polymeric azo initiators

Matsumoto, Akira; Ichiryu, Yoshikatsu; Aota, Hiroyuki; Shiraki, Kazuo; Henmi, Akio

doi:10.1002/1521-3927(20001101)21:17<1248::aid-marc1248>3.0.co;2-7

Cited by 6 publications

(3 citation statements)

References 15 publications

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“…Other allyl monomers (Schildknecht, 1973) deserve commercial interest as crosslinking agents, or as heat-resistant materials. Nowadays, various studies are carried out on allyl monomers due to their peculiar properties (Matsumoto et al, 2000). The title compound, (I), is one of these compounds, including two functionalities, viz.…”

Section: Commentmentioning

confidence: 99%

Allyl 4-hydroxybenzoate

2003

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Section: Commentmentioning

confidence: 99%

Allyl 4-hydroxybenzoate

2003

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“…Moreover, this method allows for a large amount of graft polymer to be polymerized. 2,2′‐Azobis[ N ‐(2‐propenyl)‐2‐methylpropionamide] (APMPA) is one such polymerizable azo initiator,9–12 with two vinyl groups and an azo group. By reacting the vinyl groups of APMPA with a comonomer, one can obtain a crosslinked copolymer having azo groups.…”

Section: Introductionmentioning

confidence: 99%

“…Some studies concerning the reactivity of the vinyl groups of APMPA with styrene (ST) and vinyl benzoate have been published 9–12. However, in these studies, the copolymerization of the vinyl groups of APMPA with other monomers and graft polymerization with the produced copolymer having azo groups were insufficient for industrial applications.…”

Section: Introductionmentioning

confidence: 99%

Kinetics of the polymerizable azo initiator 2,2′‐azobis[N‐(2‐propenyl)‐2‐methylpropionamide] and its application to graft copolymerization

Yasuda

Kunieda

Fujiwara

et al. 2010

J of Applied Polymer Sci

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The polymerizable azo initiator 2,2 0 -azobis[N-(2-propenyl)-2-methylpropionamide] (APMPA) has both vinyl groups and azo groups. To develop a new graft polymerization method, the radical polymerization kinetics of APMPA and graft polymerization with the produced macromolecular azo initiator were studied. Because the azo group of APMPA was stable below 80 C, the vinyl group of APMPA could be polymerized with 2,2 0 -azobis(2,4-dimethylvaleronitrile) as an initiator at 60 and 70 C. However, the homopolymerization of APMPA could not proceed because of APMPA self-circulation reactions. Using comonomers such as styrene (ST), methyl methacrylate (MMA), and vinyl acetate, we synthesized copolymers of APMPA. The 1 H-NMR spectra of the resulting copolymers showed the incorporation of APMPA. With the copolymer composed of ST and APMPA used as an initiator, the gel permeation chromatogram showed that the high-molecular-mass fraction of the grafted polymer increased with time. By this method, grafted copolymers having branched chains composed of ST, MMA, or an amphiphilic macromonomer were obtained.

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Free‐radical crosslinking copolymerization of 2,2′‐azobis[N‐(2‐propenyl)‐2‐methylpropionamide] with vinyl benzoate resulting in polymeric azo initiators

Matsumoto

Ichiryu

Aota

et al. 2001

J. Polym. Sci. A Polym. Chem.

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Abstract2,2′‐Azobis[N‐(2‐propenyl)‐2‐methylpropionamide] (APMPA) with two carbon–carbon double bonds and an azo group was copolymerized with vinyl benzoate (VBz) at 60 °C, resulting in azo groups containing VBz/APMPA prepolymers and crosslinked polymers as soluble and insoluble polymeric azo initiators, respectively. The polymerization characteristics of APMPA as a novel diallyl monomer were clarified with the rate and degree of polymerization and the monomer reactivity ratios. The gelation behaviors in VBz/APMPA crosslinking copolymerizations were examined in detail with a comparison of the actual gel point and the theoretical gel point calculated according to Stockmayer's equation with the tentative assumption of equal reactivity for both vinyl groups belonging to VBz and APMPA. The effectiveness of the resulting branched or crosslinked poly(VBz‐co‐APMPA)s as soluble or insoluble polymeric azo initiators, respectively, at providing graft polymers through the cleavage of azo groups at an elevated temperature was examined by the polymerization of allyl benzoate at 120 °C. © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 40: 317–325, 2002

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Preparation of soluble graft polymers from allyl benzoate/2,2′-azobis(N-(2-propenyl)-2-methylpropionamide) crosslinked polymers as insoluble polymeric azo initiators

Cited by 6 publications

References 15 publications

Allyl 4-hydroxybenzoate

Allyl 4-hydroxybenzoate

Kinetics of the polymerizable azo initiator 2,2′‐azobis[N‐(2‐propenyl)‐2‐methylpropionamide] and its application to graft copolymerization

Free‐radical crosslinking copolymerization of 2,2′‐azobis[N‐(2‐propenyl)‐2‐methylpropionamide] with vinyl benzoate resulting in polymeric azo initiators

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