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Macromolecular Architectural Control via NewPolymer Synthetic

Seah, Eliora Wan Yin

2016

Seah, E. W. Y. (2016, March). Macromolecular Architectural Control via New PolymerSynthetic. Presented at Discover URECA @ NTU poster exhibition and competition,Nanyang Technological University, Singapore.

https://hdl.handle.net/10356/84145

© 2016 The Author(s).

Downloaded on 27 Aug 2021 22:00:07 SGT

Category: Physical and Biological Sciences Student: Eliora Seah Wan Yin (Xie Wan Yin) Project ID: SPMS15052School of Physical and Mathematical Sciences

Project Title: Macromolecular Architectural Control via New Polymer SyntheticSupervisor: Assoc Prof Atsushi Goto Co-Supervisor: Dr Xiao Long Qiang

Azo Compound – V501

Results & Discussion

Chain-end functional polymers were successfully synthesized from functional initiators.

Dual chain-end functional polymers were successful synthesized by chain-end transformation.

Other monomers, such as 2-Methyloxyethyl Acrylate (MEA) and 2-Hydroxyethyl Methacrylate (HEMA), can be explored and these polymers can potentially be used for medical applications.

Macromolecular Architectural Control via New Polymer Synthetic

URECA

Undergraduate Research Experience on CAmpus

IBMH PAMO

= =

Polymerization of MMA from R-N=N-R

Polymerizations of Methyl Methacrylate (MMA)

MMA

0 20 40 600

2

4

6

8

Theoretical line

Mn / 1

000

conversion / %

1.0

1.1

1.2

1.3

1.4

1.5

Mw/M

n

Conclusions

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Robust

monomer

R-N=N-R

I2

Catalyst

R-N=N-R 2R-II2

Alkyl Iodide

[MMA]0 = 8 M (100 eq)[I2]0 = 80 mM (1 eq)[BNI]0 = 80 mM (1 eq)[V501]0 = 200 mM (40 eq)80 oC

Chain-end transformation of PMMA-I

[PMMA]0 = 80 mM (1 eq)[NH2CH2CH2Ph]0 = 800 mM (10 eq)100 oC

0 1 2 3 4 5 6 70.0

0.1

0.2

0.3

0.4

0.5

0.6

ln ( [M

] 0 / [M

] )

t / h0 10 20 30 40 50 60

0

1

2

3

4

Theoretical line

Mn /

100

0conversion / %

1.0

1.1

1.2

1.3

1.4

1.5

Mw/M

n

UV/ heat

UV/ heat

Organocatalyzed Controlled Radical Polymerization

Polymer-I + catalyst Polymer + I・・・catalyst

Functional Group 1 Functional Group 2

Attractive features: Inexpensive & Little toxic & Easy to handle

This work- Syntheses of chain-end functional polymers

organic catalyst

Bu4NI (BNI)

alkyl iodide

monomer

Possible Applications

ka

kda

Introduction

co

nve

rsio

n / %

40

30

20

10

0 1 2 3 4 5 60.0

0.2

0.4

0.6

0.8

1.0

ln ( [M

] 0 / [M

] )

t / h

60

50

30

10

co

nv

ers

ion

/ %

[MMA]0 = 8 M (100 eq)[PAMO]0 = 80 mM (1 eq)[BNI]0 = 80 mM (1 eq)[V501]0 = 200 mM (40 eq)80 oC

Low polydispersity

Low polydispersity

Chain-end Functionality

Effective chain-end transformation

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www.ntu.edu.sg/ureca

2R + N2

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www.ntu.edu.sg/ureca

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www.ntu.edu.sg/urecawww.ntu.edu.sg/ureca