Cellulose-based hybrid glycosilicones via grafted-to metal-catalyzed hydrosilylation

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Cellulose-based hybrid glycosilicones via grafted-to metal-catalyzed hydrosilylation : "When opposites unite". / Dobrynin, Mikhail V.; Kukushkin, Vadim Yu ; Islamova, Regina M.

In: Carbohydrate Polymers, Vol. 241, 116327, 01.08.2020.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{2660f29939b946d8945d6968f98276b8,

title = "Cellulose-based hybrid glycosilicones via grafted-to metal-catalyzed hydrosilylation: {"}When opposites unite{"}",

abstract = "Hydrosilylation catalyzed by the rhodium(I) complex [Rh(acac)(CO)2] or platinum(0)-based Karstedt's catalyst was employed to combine hydrophilic propargylated hydroxyethyl cellulose and hydrophobic hydride-terminated polydimethylsiloxane to give polymer hybrid structures. The final polymers were characterized by FTIR, solid state 1H, 13C and 29Si NMR, contact angle, microcalorimetry and thermogravimetry measurements. The grafting degree was controlled by the catalyst choice and by the reagent load variations; an increase of the polysiloxane load and a change from Karstedt's to the rhodium catalyst led to a higher (from 2 to 7%) silicon content in the glycosilicones. The glycosilicones were insoluble in water, but swelled in organic solvents (DMSO, DMF, and chloroform). The hydrophilicity of the glycosilicones decreased with incrementing silicon content: the contact angles increased from 30 (cellulose) to 103-131° in the hybrids. The glycosilicones obtained via the hydrosilylation are less toxic toward algae Chlorella vulgaris and infusoria Paramecium caudatum than those obtained with CuAAC.",

keywords = "Glycosilicone, Hydride-terminated polysiloxane, Hydrosilylation, Karstedt{\textquoteright}s catalyst, Propargylated hydroxyethyl cellulose, [Rh(acac)(CO)(2)], Karstedt's catalyst, [Rh(acac)(CO) ], BLOCK, CROSS-LINKING, GLUCOSE, POLYSILOXANES, POLYDIMETHYLSILOXANES, FUNCTIONALITIES, PDMS, SILOXANES",

author = "Dobrynin, {Mikhail V.} and Kukushkin, {Vadim Yu} and Islamova, {Regina M.}",

note = "Publisher Copyright: {\textcopyright} 2020 Elsevier Ltd",

year = "2020",

month = aug,

day = "1",

doi = "10.1016/j.carbpol.2020.116327",

language = "English",

volume = "241",

journal = "Carbohydrate Polymers",

issn = "0144-8617",

publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Cellulose-based hybrid glycosilicones via grafted-to metal-catalyzed hydrosilylation

T2 - "When opposites unite"

AU - Dobrynin, Mikhail V.

AU - Kukushkin, Vadim Yu

AU - Islamova, Regina M.

PY - 2020/8/1

Y1 - 2020/8/1

N2 - Hydrosilylation catalyzed by the rhodium(I) complex [Rh(acac)(CO)2] or platinum(0)-based Karstedt's catalyst was employed to combine hydrophilic propargylated hydroxyethyl cellulose and hydrophobic hydride-terminated polydimethylsiloxane to give polymer hybrid structures. The final polymers were characterized by FTIR, solid state 1H, 13C and 29Si NMR, contact angle, microcalorimetry and thermogravimetry measurements. The grafting degree was controlled by the catalyst choice and by the reagent load variations; an increase of the polysiloxane load and a change from Karstedt's to the rhodium catalyst led to a higher (from 2 to 7%) silicon content in the glycosilicones. The glycosilicones were insoluble in water, but swelled in organic solvents (DMSO, DMF, and chloroform). The hydrophilicity of the glycosilicones decreased with incrementing silicon content: the contact angles increased from 30 (cellulose) to 103-131° in the hybrids. The glycosilicones obtained via the hydrosilylation are less toxic toward algae Chlorella vulgaris and infusoria Paramecium caudatum than those obtained with CuAAC.

AB - Hydrosilylation catalyzed by the rhodium(I) complex [Rh(acac)(CO)2] or platinum(0)-based Karstedt's catalyst was employed to combine hydrophilic propargylated hydroxyethyl cellulose and hydrophobic hydride-terminated polydimethylsiloxane to give polymer hybrid structures. The final polymers were characterized by FTIR, solid state 1H, 13C and 29Si NMR, contact angle, microcalorimetry and thermogravimetry measurements. The grafting degree was controlled by the catalyst choice and by the reagent load variations; an increase of the polysiloxane load and a change from Karstedt's to the rhodium catalyst led to a higher (from 2 to 7%) silicon content in the glycosilicones. The glycosilicones were insoluble in water, but swelled in organic solvents (DMSO, DMF, and chloroform). The hydrophilicity of the glycosilicones decreased with incrementing silicon content: the contact angles increased from 30 (cellulose) to 103-131° in the hybrids. The glycosilicones obtained via the hydrosilylation are less toxic toward algae Chlorella vulgaris and infusoria Paramecium caudatum than those obtained with CuAAC.

KW - Glycosilicone

KW - Hydride-terminated polysiloxane

KW - Hydrosilylation

KW - Karstedt’s catalyst

KW - Propargylated hydroxyethyl cellulose

KW - [Rh(acac)(CO)(2)]

KW - Karstedt's catalyst

KW - [Rh(acac)(CO) ]

KW - BLOCK

KW - CROSS-LINKING

KW - GLUCOSE

KW - POLYSILOXANES

KW - POLYDIMETHYLSILOXANES

KW - FUNCTIONALITIES

KW - PDMS

KW - SILOXANES

UR - http://www.scopus.com/inward/record.url?scp=85086354576&partnerID=8YFLogxK

U2 - 10.1016/j.carbpol.2020.116327

DO - 10.1016/j.carbpol.2020.116327

M3 - Article

C2 - 32507199

AN - SCOPUS:85086354576

VL - 241

JO - Carbohydrate Polymers

JF - Carbohydrate Polymers

SN - 0144-8617

M1 - 116327

ER -

ID: 60232319

Cellulose-based hybrid glycosilicones via grafted-to metal-catalyzed hydrosilylation: "When opposites unite"

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