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US006979717B2

(12) United States Patent ao) Patent No.: us 6,979,717 B2

Moore (45) Date of Patent: Dec. 27,2005

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Roovers, J. E. L., et al, Macromolecules, V 8, # 3, May-Jun. 1975, Relevant pages are: P 252.

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1968, Relevant pages are: P 9, 16, 19.

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Sci. & Eng., V 16 P 1-246, John Wiley & Sons 1989,

Relevant pages are: P 7, 30, 31, 76-77.

Crowder, M. I., et al, Poly Eng. & Sci., Mid Oct 1994, V 34,

#19, p 1497, Relevant pages are: P 1503, 1504.

Kim, Dong-Min, et al, Ind. Eng. Chem. Res. 38, #5,

1856-1862, 1999, Relevant pages are: P 1861.

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1990, Relevant pages are: P 276.

Moore, E. R. "Significance of the Gel Point etc.", PhD Thesis, Case West. Res. U., 1962, Relevant pages are: P 35. Hirao, A., et al, Macromolecules, V. 26, #9 , Apr. 26, 1993, Relevant pages are: P 2148, 2149.

Priddy et al, JAPS, 40, 41-45 1990, Relevant pages are: P 41, 44^15.

Kern, W. J., et al, JAPS, V 16, # 12, P 23-3131, 1972, Relevant pages are: P 3128, 3130.

Kern, W. J., Preprint, Div of Poly. Chem, ACS, V 12, # 1,

1971, Relevant pages are: P 453.

Quirk, Roderic P., et al, Macromolecules, V 22, 85-90, 1989, Relevant pages are: P 85.

Morton, M., et al, JAPS, Part C, #1, 311-323, 1963, Relevant pages are: P 312.

Welch, F. J., J. Am. Chem. Soc, v 81, pl345,1959, Relevant pages are: P 1345.

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1972, Relevant pages are: P 393 +.

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Chemetall Informational Brochure, Handling butyllithium, Relevant pages are: P 18.

Roper, A. N., et al, Br. Polym. J., V. 7, 195-203, 1975, Relevant pages are: P 195-203.

* cited by examiner

Primary Examiner—Fred Teskin

(57) ABSTRACT

The extremely rapid anionic polymerization rate of polystyrene has made polymerization difficult to control and has prevented large-scale development. This invention uses batch polymerization to utilize the rapid rate of polymerization to complete polymerization from zero to 100% conversion in minutes and turns this rapid rate into an advantage. Polystyrene itself is used as a heat sink to limit and control the maximum temperature reached during polymerization. Adiabatic polymerization increases the polymer temperature to the desired processing temperature of the polymer for either removal of volatile compounds or for direct pellet formation when no solvent is employed. The polystyrene to be used as a heat sink is added either as pellets or is first formed at a low controllable temperature. Extremely low levels of residual monomer are found in the product. This invention also demonstrates techniques to prevent gel formation or to reduce formation to an acceptable level.

28 Claims, 9 Drawing Sheets

Figure 1
CHEMISTRY

Initiation (with Normal Butyl Lithium)

C4H9 Li + H2C=QH >■ C4H9—H2C—LI"

0 O

Propagation H

C<H9— H2C—O" U* + n H2C=CH >► C4HB-f HaC—C H2C—6' U+

6 6

o o

H
I

H
I

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