Characterization of the Chemical Composition of Polyisobutylene-Based

Oil-Soluble Dispersants by FluorescenceSolmaz Pirouz and Jean Duhamel

Department of Chemistry

University of Waterloo

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Introduction

Rudnik, L. R. in  Lubricant Additives : Chemistry and Application, Barbadsz, E. A.; Lamb, G. D. Ed., CRC Press, Boca Raton, 2003, pp 458‐490.

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O

O

O

H

H H

H n

Synthesis Protocols

Polyisobutylene succinic anhydride (PIBSA)

bis- Polyisobutylene succinimide(b-PIBSI)

2

-2 H2O

3

Polyamine

+

Xylene 130 0C

NH2 NH2NH m

N

O

O

H H

H N

O

O

HH

HNH HH

m nnIPR 20

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0

4000

8000

12000

16000

350 400 450 500 550 600Fluo

resc

ence

Inte

nsity

(a.u

.)

Wavelength (nm)

Dodecanone

b‐PIBSI‐HMDAb‐PIBSI‐DETAb‐PIBSI‐TETAb‐PIBSI‐TEPAb‐PIBSI‐PEHAPIBSA

4

0

4000

8000

12000

16000

350 400 450 500 550 600

Fluo

resc

ence

Inte

nsity

(a.u

.)

Wavelength (nm)

Dodecane

0

4000

8000

12000

16000

350 400 450 500 550 600

Fluo

resc

ence

Inte

nsity

(a.u

.)

Wavelength (nm)

THF

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5

012345

0 1 2 3 4 5

0/

Number of Amines

Stern-Volmer Plot:

012345

0 1 2 3 4 5

I 0/I

Number of Amines

M + Q               MQ

M*+Q                MQ  

Ks

M‐1

ƒ (ƒ-1)

h +

Fluorescence quenching of the PIBSI dispersants increases with the number of secondaryamines present in the polar core. The quenching is static in nature since the quenchingobserved by steady‐state fluorescence (Io/I versus [Q]) is much larger than that observed bytime‐resolved fluorescence (o/ versus [Q]). The linear relationship found between the ratioIo/I and the number of secondary amines suggests that fluorescence can be used to determinethe chemical composition of PIBSI‐based dispersants.

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Yulin Wang, Dr. Duhamel’s  and Dr. Gauthier’s Research Groups.

Imperial Oil and NSERC

Acknowledgments

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