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Polyhedral Oligomeric Silsesquioxanes with Controlled Structure: Formation and Application in New Si-Based Polymer Systems

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Book cover Silicon Polymers

Part of the book series: Advances in Polymer Science ((POLYMER,volume 235))

Abstract

Features of the formation of cage oligomeric silsesquioxanes, including several new compounds, are described and possible reaction mechanism is proposed. Synthesis of phenyl oligomeric silsesquioxanes selectively functionalized at the 4-position is reported. Formation and utilization of incompletely condensed oligomeric silsesquioxanes are also described.

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Abbreviations

AP:

Azidopropyl

4-BrPh:

4-Bromo-substituted phenyl

BzTMAH:

Benzyltrimethylammonium hydroxide

CHCl3 :

Chloroform

dba:

Dibenzylideneacetone

DMF:

N,N-Dimethylformamide

DMS:

Dimethylsilyl

dvs:

1,3-Divinyl-1,1,3,3-tetramethyldisiloxane

Et:

Ethyl

EtOH:

Ethanol

GPC:

Gel permeation chromatography

i-Bu:

2-Methylpropyl

i-Bu7T8Cl:

1-Chloro-3,5,7,9,11,13,15-hepta(2-methylpropyl)-pentacyclo[9.5.1.13, 9.15, 15.17, 13]octasiloxane

i-Bu7T8H:

1-Hydro-3,5,7,9,11,13,15-hepta(2-methylpropyl)-pentacyclo[9.5.1.13, 9.15, 15.17, 13]octasiloxane

i-Bu7T8OH:

1-Hydroxy-3,5,7,9,11,13,15-hepta(2-methylpropyl)-pentacyclo[9.5.1.13, 9.15, 15.17, 13]octasiloxane

i-Bu7T7-triol:

1,3,5,7,9,11,14-Hepta(2-methylpropyl)-tricyclo[7.3.3.15, 11]heptasiloxane-3,7,14-triol

i-Bu7T8ODMS:

1-[Di(methylsilyl)oxy]-3,5,7,9,11,13,15-hepta(2-methylpropyl)pentacyclo[9.5.1.13, 9.15, 15.17, 13]-octasiloxane

i-Bu,H;i-Bu,H-B10 :

5,15-Di(2-methylpropyl)-5,15-dihydro-1,3,7,9,11,13,17,19-octaphenylpentacylo[11.7.1.13, 11.17, 19.19, 17]decasiloxane

i-Bu,OH;i-Bu,OH-B10 :

5,15-Di(2-methylpropyl)-5,15-dihydroxy-1,3,7,9,11,13,17,19-octaphenylpentacylo[11.7.1.13, 11.17, 19.19, 17]decasiloxane

i-Pr:

1-Methylethyl

LAH:

Lithium aluminum hydride

M:

Methyl

M2B9-diol:

3,3-Dimethyl-1,5,7,9,11,13,15,17-octaphenyl-tetracyclo[11.5.1.15, 11.17, 17]nonasiloxane-9,15-diol

M2;BS-B10 :

5,5-Dimethyl-15,15-propylene-1,3,7,9,11,13,17,19-octaphenylpentacyclo[11.7.1.13, 11.17, 19.19, 17]-decasiloxane

M,EP;M,EP-B10 :

5,15-Di[(2-triethoxysilyl)ethyl]-5,15-dimethyl-1,3,7,9,11,13,17,19-octaphenyl-pentacyclo[11.7.1.13, 11.17, 19.19, 17]decasiloxane

M,H;M,H-B10 :

5,15-Dimethyl-5,15-dihydro-1,3,7,9,11,13,17,19-octaphenylpentacyclo[11.7.1.13, 11.17, 19.19, 17]-decasiloxane

M2;M2-B10 :

5,5,15,15-Tetramethyl-1,3,7,9,11,13,17,19-octaphenyl-pentacyclo[11.7.1.13, 11.17, 19.19, 17]decasiloxane

M,OE;M,OE-B10 :

5,15-[Di(triethoxysilyl)oxy]-5,15-dimethyl-1,3,7,9,11,13,17,19-octaphenylpentacyclo-[11.7.1.13, 11.17, 19.19, 17]decasiloxane

M,OH;M,OH-B10 :

5,15-Dimethyl-5,15-dihydroxy-1,3,7,9,11,13,17,19-octaphenylpentacyclo[11.7.1.13, 11.17, 19.19, 17]-decasiloxane

MALDI:

Matrix assisted laser desorption ionization

M n :

Number-average molecular weight

MS:

Mass spectrometry

M w :

Weight-average molecular weight

NMR:

Nuclear magnetic resonance spectroscopy

Np:

Naphthyl

Ph:

Phenyl

POSS:

Polyhedral oligomeric silsesquioxane

Q8 :

Spherooctasilicate

R f :

Relative distance of development of solutes

SEC:

Size exclusion chromatography

TBAF:

Tetrabutylammonium fluoride

T d5 :

5% Weight loss by thermogravimetric analysis

TFB:

Tris(pentafluorophenyl)borane

T g :

Glass transition temperature

TGA:

Thermogravimetric analysis

THF:

Tetrahydrofuran

T m :

Melting temperature

TMS:

Trimethylsilyl

TMSPh:

Trimethylsilylphenyl

Tn :

Number of silicon atoms in the POSS frame structure

TOF:

Time of flight

Tolyl:

4-Methylphenyl

T s :

Softening temperature

Vi:

Vinyl

XRD:

X-ray diffraction

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Authors and Affiliations

  1. Japan Advanced Institute of Science and Technology (JAIST), Asahidai 1-1, Nomi, 9231292, Japan

    Yusuke Kawakami, Yuriko Kakihana, Akio Miyazato, Seiji Tateyama & Md. Asadul Hoque

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  1. Yusuke Kawakami
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  2. Yuriko Kakihana
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Correspondence to Yusuke Kawakami .

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  1. Moscow State University, Inst. Synthetic Polymeric Materials, Russian Academy of Sciences, ul. Profsoyuznaya 70, Moskva, 117393, Russian Federation

    Aziz M. Muzafarov

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Kawakami, Y., Kakihana, Y., Miyazato, A., Tateyama, S., Hoque, M.A. (2010). Polyhedral Oligomeric Silsesquioxanes with Controlled Structure: Formation and Application in New Si-Based Polymer Systems. In: Muzafarov, A. (eds) Silicon Polymers. Advances in Polymer Science, vol 235. Springer, Berlin, Heidelberg. https://doi.org/10.1007/12_2010_55

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