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

Kunisada, Hideo; Yuki, Yasuo; Kondo, Shuji; Miyatake, Jun; Maeda, Chieko

doi:10.1295/polymj.22.559

Cited by 24 publications

(20 citation statements)

References 26 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…16 Styrene (St), methyl methacrylate (MMA), and methyl acrylate (MA) were commercially available and purified by usual …”

Section: Methodsmentioning

confidence: 99%

“…Homopolymerization rates for these monomers in DMAc were remarkably lower than those in DMSO as described previously. 16 The decrease in the r 2 , which means a change in the copolymerization rate constant ratio k 22 /k 21 , is probably due to the decrease in k 22 • Although the monomer reactivity ratios are generally said to be unaffected by changing solvent, some studies have revealed that the reactivity of polar monomers depends on the solvent. 24 -28 Further, when the monomers have the ability of hydrogen bonding, such as acrylic acid, 29 acrylamide, 30 • 31 or 2-hydroxyethyl methacrylate, 32 strong influence of the solvent on the reactivity ratios is observed.…”

Section: Copolymerizationmentioning

confidence: 99%

“…22 the other hand, the endothermic and exothermic peaks were rarely found at this temperature region for the copolymers having alkyl side-chains up to 16 carbon numbers, although the side-chains could be crystallized for homopolymers having above 14 carbon numbers as described in the pervious paper. 16 The transition temperatures determined from the peak tops in the DSC curves are shown in Table II, which give the melting point on the first heating process T ml, crystallization temperature Tw and melting point on the second heating process T mz· Table II also shows the heat of fusion on first heating process AHm 1 , heat of crystallization AH 0 ,, and heat of fusion on second heating process AHm 2 , as estimated from the DSC peak areas.…”

Section: (A)mentioning

confidence: 99%

“…[9][10][11][12][13][14][15] and property of the copolymers. 1 7 -22 As a part of these studies, this paper deals with copolymerization parameters of isopropenyl-1,3,5-triazines containing long alkyl groups, and with the T 8 s and the side-chain crystallization of the resulting comb-like copolymers.In a previous paper, 16 we reported the synthesis and polymerization of 2-amino-4-(Nn-alkylanilino )-6-isopropenyl-1,3,5-triazines, and found that long alkyl side-chains in the resulting comb-like polymers could be crystallized below the glass transition temperature (T 8 ) of the main-chain. On the other hand, we have studied substituent effects of isopropenyl-1,3,5-triazines on copolymerization behavior…”

mentioning

confidence: 99%

“…In a previous paper, 16 we reported the synthesis and polymerization of 2-amino-4-(Nn-alkylanilino )-6-isopropenyl-1,3,5-triazines, and found that long alkyl side-chains in the resulting comb-like polymers could be crystallized below the glass transition temperature (T 8 ) of the main-chain. On the other hand, we have studied substituent effects of isopropenyl-1,3,5-triazines on copolymerization behavior…”

mentioning

confidence: 99%

See 4 more Smart Citations

Comb-Like Copolymers Obtained by Copolymerization of 2-Amino-4-(N-alkylanilino)-6-isopropenyl-1,3,5-triazines

Kunisada

Yuki

Kondo

et al. 1990

Polym J

Self Cite

View full text Add to dashboard Cite

ABSTRACT:Copolymerizations of 2-amino-4-(N-alkylanilino )-6-isopropenyl-1,3,5-triazines with styrene, methyl methacrylate and methyl acrylate were carried out using azobisisobutyronitrile as an initiator. Alkyl groups were propyl, hexyl, octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, and docosyl. Copolymerization parameters (ri, r2, Q, and e) were determined for these monomers. No significant effect of alkyl chain length on the copolymrization parameters could be observed. Relationships between glass transition temperatures and composition of the copolymers were investigated. Crystallization exothermic and melting endothermic peaks due to the side-chains were observed in the DSC thermograms of the comb-like copolymers containing octadecyl and docosyl groups. The crystallinity of the side-chains decreased with increasing content of styrene or methyl methacrylate in the copolymers. KEY WORDSIsopropenyltriazines / Long Alkyl Group / Copolymerization Parameters / Glass Transition Temperature / Comb-Like Copolymer / Side-Chain Crystallization / Polymers containing long alkyl side-chains, so-called comb-like polymers, have attracted much attention due to specific properties such as side-chain crystallization, 1 -3 peculiar mechanical properties, 3 ability of liquid crystal formation,4-7 and formation of LangmuirBlodgett film. 8 Furthermore, comb-like copolymers prepared by the copolymerization of long-chain monomers with common comonomers have been studied to improve solubility and to increase flexibility by internal plasticization. [9][10][11][12][13][14][15] and property of the copolymers. 1 7 -22 As a part of these studies, this paper deals with copolymerization parameters of isopropenyl-1,3,5-triazines containing long alkyl groups, and with the T 8 s and the side-chain crystallization of the resulting comb-like copolymers.In a previous paper, 16 we reported the synthesis and polymerization of 2-amino-4-(Nn-alkylanilino )-6-isopropenyl-1,3,5-triazines, and found that long alkyl side-chains in the resulting comb-like polymers could be crystallized below the glass transition temperature (T 8 ) of the main-chain. On the other hand, we have studied substituent effects of isopropenyl-1,3,5-triazines on copolymerization behaviorThe structures and abbreviations of isopropenyl-1,3,5-triazines used in this study are shown in Figure 1.

show abstract

“…16 Styrene (St), methyl methacrylate (MMA), and methyl acrylate (MA) were commercially available and purified by usual …”

Section: Methodsmentioning

confidence: 99%

Section: Copolymerizationmentioning

confidence: 99%

Section: (A)mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

See 3 more Smart Citations

Comb-Like Copolymers Obtained by Copolymerization of 2-Amino-4-(N-alkylanilino)-6-isopropenyl-1,3,5-triazines

Kunisada

Yuki

Kondo

et al. 1990

Polym J

Self Cite

View full text Add to dashboard Cite

show abstract

Comb‐like polymer‐graphene nanocomposites with improved adhesion properties via surface‐initiated atom transfer radical polymerization (SI‐ATRP)

Nutenki

Suresh

Sreedhar

2017

J of Applied Polymer Sci

View full text Add to dashboard Cite

The synthesis and properties of comb‐like polymer‐graphene nanocomposites via surface initiated atom transfer radical polymerization is reported. The crystallization temperature (Tc) and melt temperature (Tm) of the comb‐like homopolymer increases from −18 to −8 °C and 1 to 11 °C, respectively, in the nanocomposite synthesized with 0.6 wt % graphene initiator. The rheological properties like modulus and complex viscosity of the nanocomposite show a twofold increase. Transmission electron microscopy results of the nanocomposite show a well‐intercalated structure with nanoscale distribution of graphene domains and in scanning electron microscopy a sheet‐like structure with corrugations, and crumples are seen. The hydrophobicity, as measured by water contact angle, increases from 101° in the homopolymer to 118° in the nanocomposite. The nanocomposites exhibit substantial increase in adhesive strength on different substrates, with peel strength increasing by more than 1000 times, as compared to the homopolymer. The improved tack and adhesion properties of the nanocomposites suggest them as novel materials for adhesive applications. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 45885.

show abstract

Bis(dialkylamino)‐substituted isopropenyltriazines: effect of the length of the alkyl chains on the polymerization as well as on the properties of the resulting comb‐like polymers

et al. 1992

View full text Add to dashboard Cite

1Bis(dialky1amino)-substituted isopropenyltriazines: effect of the length of the alkyl chains on the polymerization as well as on the properties of the resulting comb-like polymers SUMMARY New isopropenyltriazines, e. g., 2-diethylamino-4-dimethylamino-6-isopropenyl-1,3,5-triazine (2 a) and 2-dimethylamino-4-dioctadecylamino-6-isopropenyl-l,3,5-triazine (2 b) were prepared by the alkylation reaction of 2-amino-4-dimethylamino-6-isopropyl-l,3,5-triazine (1) with corresponding alkyl halides in the presence of sodium hydride. In the free-radical homopolymerization of these monomers, the polymerization yield of 2 b was lower than that of 2 a due to a lower ceiling temperature. Copolymerizations of these monomers with styrene and methyl methacrylate were carried out, and monomer reactivity ratios (rl and r 2 ) were determined. The monomer reactivity decreases by the introduction of two octadecyl groups into the monomer. Exothermic crystallization and endothermic melting peaks based on the octadecyl side chains were observed in differential scanning calorimetry of the resulting comb-like polymers. The thermal stability of the polymers is not affected by the long alkyl groups. 0 1992, Hiithig & Wepf Verlag, Basel CCC 0025-1 16X/92/$05.00

show abstract

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

Cited by 24 publications

References 26 publications

Comb-Like Copolymers Obtained by Copolymerization of 2-Amino-4-(N-alkylanilino)-6-isopropenyl-1,3,5-triazines

Comb-Like Copolymers Obtained by Copolymerization of 2-Amino-4-(N-alkylanilino)-6-isopropenyl-1,3,5-triazines

Comb‐like polymer‐graphene nanocomposites with improved adhesion properties via surface‐initiated atom transfer radical polymerization (SI‐ATRP)

Bis(dialkylamino)‐substituted isopropenyltriazines: effect of the length of the alkyl chains on the polymerization as well as on the properties of the resulting comb‐like polymers

Contact Info

Product

Resources

About