Asymmetrical siloxy compounds

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...

Reexamination Certificate

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Details

C252S511000, C524S265000, C524S492000, C524S502000, C524S505000

Reexamination Certificate

active

06410625

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to a compound which is useful in silica-filled rubber compositions and the processing of a sulfur curable rubber composition containing silica.
BACKGROUND OF THE INVENTION
Sulfur containing organosilicon compounds are useful as reactive coupling agents between rubber and silica fillers providing for improved physical properties. They are also useful as adhesion primers for glass, metals and other substrates.
U.S. Pat. Nos. 3,842,111, 3,873,489 and 3,978,103 disclose the preparation of various sulfur containing organosilicon compounds. These organosilicon compounds are prepared by reacting
(a) 2 moles of a compound of the formula
Z—Alk—hal
where hal is a chlorine, bromine or iodine; Z is
where R
1
is an alkyl of 1 to 4 carbon atoms or phenyl and R
2
is alkoxy of 1 to 8 carbon atoms; or cycloalkoxy of 5 to 8 carbon atoms; or alkylmercapto with 1 to 8 carbon atoms; Alk is a divalent aliphatic hydrocarbon or unsaturated hydrocarbon or a cyclic hydrocarbon containing 1 to 18 carbon atoms; with
(b) 1 mole of a compound of the formula
 Me
2
S
n
where Me is ammonium or a metal atom and n is a whole number from 2 to 6.
Japanese Patent Application No. 124400-1984 and U.S. Pat. No. 4,820,751 each disclose a rubber composition containing a silicate-based filler and a compound containing siloxy groups and a benzothiazole group. One example of such compound is trimethyoxysilylpropyl-mercaptobenzothiazole-tetrasulfide.
SUMMARY OF THE INVENTION
The present invention relates to asymmetrical siloxy compounds of the formula:
wherein R
1
, R
2
and R
3
are independently selected from the group consisting of alkoxy radicals having from 1 to 8 carbon atoms; R
4
is selected from the group consisting of alkylene groups having from 1 to 15 carbon atoms and arylene and alkyl-substituted arylene groups having from 6 to 10 carbon atoms; n is an integer of from 2 to 8 and X is selected from the group consisting of
and R
5
is selected from the group consisting of alkyl groups having from 1 to 15 carbon atoms, aryl and alkyl substituted aryl groups having 6 to 20 carbon atoms.


REFERENCES:
patent: 4820751 (1989-04-01), Takeshita et al.
patent: 5663358 (1997-09-01), Cohen et al.
patent: 5698619 (1997-12-01), Cohen et al.
patent: 1244001984 (1984-06-01), None

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