1

General Chemistries and Manufacturing Capabilities

Tom Karol, Ph.D.Research Director

R. T. VANDERBILTR. T. VANDERBILTCompanyCompany

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MANUFACTURING

CHEMICAL PLANTS

Murray KentuckyBethel Connecticut

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Carbon Disulfide & Secondary Amines

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CARBON DISULFIDE CHEMISTRY

CS2

N

R

R

S

S O

O

O

O

R'

R'

SS

N

S

R

R

N

S

R

R

S

N N

S

O

O

O

O

S

R

R H

S

N N

S SRS SR

MSN

S

R

R n

S

N N

S SH H

S

N N

S SH S

N N

S S H

N

NS H

N

NS Zn2

CH3

CH3

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Dithiocarbamic acid reactions

CS2

N

R

R

S

S O

O

O

O

R'

R' SSN

S

R

R

N

S

R

RMS

N

S

R

R n

NR

RH

N

R

R

S

S

H

NaOHN

R

R

S

S

Na+

Metaloxide

CH2Cl2

Metal

salt

N

R

R

S

S

SN

S

R

R

SxSN

R

R

S

SN

S

R

R

N

S

R

R

N

R

R

S

S

oxidation

maleate

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2-Mercaptotoluimidazole

CS2

N

NS H

N

NS Zn2

CH3

CH3

N

N

H

H

H

HCH3

+

Zn+

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CS2 to 1,3,4-Thiadiazole

CS2

S

N N

S

O

O

O

O

S

R

R H

S

N N

S SS S R

R

S

N N

S SH H

S

N N

S SH S

N N

S S H

N

H

H

NH

H

NaOH S

N N

S SH

H+

S

N N

-S SNa

+Na

+Na

+

oxidation

maleate

oxidative

S

N N

S HS

N N

S SH

coupling

NaOH

R- -HS

coupling

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Cooperative Research RTV will enter into cooperative research agreements

Confidential information may be exchanged to promote inter-company cooperation

Mutually beneficial results