A New Amphiphilic and Thermoresponsive Polysilsesquioxane Having Alkoxyethylamide Group

Matsuoka, Tomonori; Yamamoto, Shinichi; Moriya, Osamu

doi:10.1246/cl.2008.772

Cited by 8 publications

(8 citation statements)

References 24 publications

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“…34 Analogously, in preliminary experiments, several methacrylate monomers with alkoxyethylamide groups were prepared. For example, the monomers that had a bis(2-methoxyethyl)amide group yielded the corresponding thermoresponsive polymer.…”

Section: Resultsmentioning

confidence: 99%

“…The thermoresponsive properties of PSQ were examined in a previous report. 34 On the basis of its properties, to expand applicability of the functional groups for providing the thermoresponsive property, methacrylate polymer was chosen as a versatile polymeric component in this report.The starting monomer (MEMMA) was obtained by the reaction of commercially available 2-isocynatoethyl methacrylate (ICMA) with (2-methoxyethyl)methylamine (MEMAm). The photoiniferter technique was applied to the syntheses of thermoresponsive PSQs through graft polymerization of MEMMA, in which the PSQ with a dimethyldithiocarbamate group (DTPSQ) was used.…”

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confidence: 99%

“…The measurement of transmittance (%T) for thermoresponsive behavior in an aqueous solution was carried out in the same manner as described previously. 34 Synthesis of the methacrylate monomer MEMAm (1.26 g, 14. Typical procedure for grafting of the methacrylate polymer from DTPSQ A solution of DTPSQ (0.05 g, 0.14 mmol eq of the dithiocarbamate group) and MEMMA (0.40 g, 1.45 mmol) in DMF (1.5 ml) was introduced into a glass tube.…”

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Thermoresponsive polysilsesquioxane grafted methacrylate polymer with a methoxyethylamide group

Kashio

Sugizaki

Takushima

et al. 2010

Polym J

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Recently, thermoresponsive synthetic polymers, which have shown a reversible phase separation in an aqueous solution, have attracted much attention and their applications are presented in various material scenes. [1][2][3][4][5][6] A variety of investigations on thermoresponsive materials have been presented, especially, in the fields of microencapsulation, biosensors and drug delivery. [7][8][9][10][11][12][13][14][15][16][17] Owing to the interest in such utilities we have also initiated studies on thermoresponsive organic-inorganic hybrids based on polysilsesquioxane (PSQ). The combination of PSQ with functional polymers is expected to present useful and practical hybrid materials that maintain the essential characteristics of the inorganic polysiloxane structure, such as improved mechanical strength, weatherability and heat durability. [18][19][20][21] In fact, the modifications of PSQ or oligo-silsesquioxanes by grafting polymeric components have been reported by several groups. [22][23][24][25][26] Our previous efforts, in which a polymer of N-isopropylacrylamide (NIPAM) was chosen and introduced as the graft chain into PSQ backbone, focused on thermoresponsive properties and were also examples of modified hybrids. [27][28] In the graftings from PSQ, one of the findings in the grafting of poly(NIPAM) was that at least 20 monomer units of NIPAM in a graft chain were necessary to maintain a good solubility in water. Consequently, the copolymerization of NIPAM with N,N-dimethylacrylamide was required when a small number of NIPAM monomer units in one graft chain were grafted. Consequently, copolymerization of NIPAM with N,N-dimethylacrylamide was required when a small number of NIPAM monomer units in one graft chain were grafted. This leads us to conclude that a more hydrophilic polymeric component is favorable for the efficient synthesis of thermoresponsive PSQ derivatives, which show reversible hydrophobic aggregation at the lowest critical solution temperature (LCST).The typical structures that cause thermoresponsive property usually contain hydrophilic amide or ethylenedioxy groups with hydrophobic alkyl groups; 29-33 therefore, we designed readily obtainable functional groups that were formed by the simple addition reaction of 2-alkoxyethylamines to the isocyanato group. The functional group, which consisted of 2-alkoxyethylamino groups and a urea bond, was introduced into PSQ as a substituent. The thermoresponsive properties of PSQ were examined in a previous report. 34 On the basis of its properties, to expand applicability of the functional groups for providing the thermoresponsive property, methacrylate polymer was chosen as a versatile polymeric component in this report.The starting monomer (MEMMA) was obtained by the reaction of commercially available 2-isocynatoethyl methacrylate (ICMA) with (2-methoxyethyl)methylamine (MEMAm). The photoiniferter technique was applied to the syntheses of thermoresponsive PSQs through graft polymerization of MEMMA, in which the PSQ with a dimethyldithiocarbamate gro...

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Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Thermoresponsive polysilsesquioxane grafted methacrylate polymer with a methoxyethylamide group

Kashio

Sugizaki

Takushima

et al. 2010

Polym J

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“…In fact, as reported in a previous work, the use of the silane coupling reagents caused the PSQs to show the expected amphiphilicity and thermoresponsive property in an aqueous solution. 43 The lower critical solution temperature (LCST) of the obtained PSQs could be controlled by the hydrophobic alkyl groups.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of thermoresponsive polysilsesquioxane with methoxyethylamide group and crown ether

Matsuoka

Yamamoto

Moriya

et al. 2010

Polym J

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A polysilsesquioxane with a bis(2-methoxyethyl)amide group and 15-crown-5-ether ring (MCPSQ) was newly prepared by the co-condensation of silane coupling reagents, which were obtained from (3-isocyanatopropyl)triethoxysilane and the corresponding amines with the respective groups. MCPSQ showed the expected amphiphilic and thermoresponsive properties. The behaviors of hydrophobic aggregation of MCPSQ in the aqueous solutions containing the chlorides of lithium, potassium and sodium reflected the selective ion recognition property due to the presence of the crown ether. The highest aggregation temperature of 32 1C was observed in the solution containing sodium ion as expected from the coordination ability of the crown ether group. With the use of the sodium salt of 4-phenylazobenzoic acid as an additive in the aqueous solution of MCPSQ, the aggregation temperature was changed according to the photochemical isomerization of the phenylazobenzoate group. The results show the efficient coordination of the sodium salt with the crown ether ring.

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Animated organic-inorganic hybrid materials and their use as catalyst scaffolds

Hunoor

Patil²,

Edmiston³

et al. 2023

Catalysis Today

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A New Amphiphilic and Thermoresponsive Polysilsesquioxane Having Alkoxyethylamide Group

Cited by 8 publications

References 24 publications

Thermoresponsive polysilsesquioxane grafted methacrylate polymer with a methoxyethylamide group

Thermoresponsive polysilsesquioxane grafted methacrylate polymer with a methoxyethylamide group

Synthesis of thermoresponsive polysilsesquioxane with methoxyethylamide group and crown ether

Animated organic-inorganic hybrid materials and their use as catalyst scaffolds

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