Reaction of 1,1-Diphenylethylene with Lithium. Characterization and Stability of the Resultant Initiator

Stella Sioula; Nikos Hadjichristidis; Patrizia Dardani; Francesco Morandi

doi:10.1080/10236669908014172

Reaction of 1,1-Diphenylethylene with Lithium. Characterization and Stability of the Resultant Initiator

Stella Sioula, Nikos Hadjichristidis^*, Patrizia Dardani, Francesco Morandi

^*Corresponding author for this work

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

2 Scopus citations

Abstract

1,1,4,4-Tetraphenyl-1,4-dilithiobutane (TPDLi) was prepared, by using high vacuum techniques, from 1,1-diphenylethylene and lithium metal, in tetrahydrofuran (THF)/ benzene (4/1 by vol.) mixture, at room temperature and at 0°C. The quality of the difunctional initiator (DFI) was evaluated by polymerizing styrene and by characterizing the neutralized by (methanol) DFI, GC/MS and NMR spectroscopy. The TPDLi prepared at 0°C is almost 100% difunctional whereas the TPDLi prepared at room temperature is contaminated by the monofunctional species LiCPh₂CH₂CH₂CPh₂(CH ₂CH₂CH₂CH₂OLi) (∼ 30%), produced from the reaction of one of its active centers with THF.

Original language	English (US)
Pages (from-to)	35-46
Number of pages	12
Journal	International Journal of Polymer Analysis and Characterization
Volume	5
Issue number	1
DOIs	https://doi.org/10.1080/10236669908014172
State	Published - 1999
Externally published	Yes

Keywords

1,1,4,4-Tetraphenyl-1,4-dilithiobutane
1,1-Diphenylethylene
GC/MS
Lithium
NMR

ASJC Scopus subject areas

Analytical Chemistry
General Chemical Engineering
Polymers and Plastics

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10.1080/10236669908014172

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@article{ccd58fb8fba943d181f3853d9630eeb6,

title = "Reaction of 1,1-Diphenylethylene with Lithium. Characterization and Stability of the Resultant Initiator",

abstract = "1,1,4,4-Tetraphenyl-1,4-dilithiobutane (TPDLi) was prepared, by using high vacuum techniques, from 1,1-diphenylethylene and lithium metal, in tetrahydrofuran (THF)/ benzene (4/1 by vol.) mixture, at room temperature and at 0°C. The quality of the difunctional initiator (DFI) was evaluated by polymerizing styrene and by characterizing the neutralized by (methanol) DFI, GC/MS and NMR spectroscopy. The TPDLi prepared at 0°C is almost 100% difunctional whereas the TPDLi prepared at room temperature is contaminated by the monofunctional species LiCPh2CH2CH2CPh2(CH 2CH2CH2CH2OLi) (∼ 30%), produced from the reaction of one of its active centers with THF.",

keywords = "1,1,4,4-Tetraphenyl-1,4-dilithiobutane, 1,1-Diphenylethylene, GC/MS, Lithium, NMR",

author = "Stella Sioula and Nikos Hadjichristidis and Patrizia Dardani and Francesco Morandi",

year = "1999",

doi = "10.1080/10236669908014172",

language = "English (US)",

volume = "5",

pages = "35--46",

journal = "International Journal of Polymer Analysis and Characterization",

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TY - JOUR

T1 - Reaction of 1,1-Diphenylethylene with Lithium. Characterization and Stability of the Resultant Initiator

AU - Sioula, Stella

AU - Hadjichristidis, Nikos

AU - Dardani, Patrizia

AU - Morandi, Francesco

PY - 1999

Y1 - 1999

N2 - 1,1,4,4-Tetraphenyl-1,4-dilithiobutane (TPDLi) was prepared, by using high vacuum techniques, from 1,1-diphenylethylene and lithium metal, in tetrahydrofuran (THF)/ benzene (4/1 by vol.) mixture, at room temperature and at 0°C. The quality of the difunctional initiator (DFI) was evaluated by polymerizing styrene and by characterizing the neutralized by (methanol) DFI, GC/MS and NMR spectroscopy. The TPDLi prepared at 0°C is almost 100% difunctional whereas the TPDLi prepared at room temperature is contaminated by the monofunctional species LiCPh2CH2CH2CPh2(CH 2CH2CH2CH2OLi) (∼ 30%), produced from the reaction of one of its active centers with THF.

AB - 1,1,4,4-Tetraphenyl-1,4-dilithiobutane (TPDLi) was prepared, by using high vacuum techniques, from 1,1-diphenylethylene and lithium metal, in tetrahydrofuran (THF)/ benzene (4/1 by vol.) mixture, at room temperature and at 0°C. The quality of the difunctional initiator (DFI) was evaluated by polymerizing styrene and by characterizing the neutralized by (methanol) DFI, GC/MS and NMR spectroscopy. The TPDLi prepared at 0°C is almost 100% difunctional whereas the TPDLi prepared at room temperature is contaminated by the monofunctional species LiCPh2CH2CH2CPh2(CH 2CH2CH2CH2OLi) (∼ 30%), produced from the reaction of one of its active centers with THF.

KW - 1,1,4,4-Tetraphenyl-1,4-dilithiobutane

KW - 1,1-Diphenylethylene

KW - GC/MS

KW - Lithium

KW - NMR

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U2 - 10.1080/10236669908014172

DO - 10.1080/10236669908014172

M3 - Article

AN - SCOPUS:0033435822

SN - 1023-666X

VL - 5

SP - 35

EP - 46

JO - International Journal of Polymer Analysis and Characterization

JF - International Journal of Polymer Analysis and Characterization

IS - 1

ER -

Reaction of 1,1-Diphenylethylene with Lithium. Characterization and Stability of the Resultant Initiator

Abstract

Keywords

ASJC Scopus subject areas

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