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US3957718A Expired / Lapsed US ⏱️ 0.0 years remaining

Compositions containing silica, a phenoplast or an aminoplast, and a silane

Assignee: Evonik Operations GmbH
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Filing: 1974-12-26
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Granted: 1976-05-18
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Expires: 1994-12-26
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Abstract

Abstract Silica containing mixtures for the improvement of the adhesion of vulcanizable mixtures of natural and/or synthetic rubber to reinforcing fillers or supports of textile and/or metallic fabrics after the vulcanization are prepared that substantially consist of (A) active synthetically produced silica or silicates having a specific surface area according to the BET procedure of about 50 to 500 m 2 /g and an average primary particle size of from about 5 to 100 and at least one of (B) phenolic resin or aminoplast forming components, namely on the one hand phenols and/or amines and on the other hand aldehydes or aldehyde donors, and/or at least (C) one organosilane which can be a bisalkoxysilylalkyl-oligosulfide of the formula I. z-alk-S n -Alk-Z, in which Z stands for the group ##EQU1## in which R 1 is an alkyl group with 1 to 4 carbon atoms or the phenyl group and R 2 is an alkoxy group with 1 to 8, preferably 1 to 4 carbon atoms, a cycloalkyl group with 5 to 8 carbon atoms or a straight or branched chain alkylmercapto group with 1 to 8 carbon atoms and wherein all the R 1 and R 2 groups can be the same or different. Alk is a divalent hydrocarbon group with 1 to 8 carbon atoms. It can be straight or branched chain and can be a saturated aliphatic hydrocarbon group, an unsaturated aliphatic hydrocarbon group or a cyclic hydrocarbon group. Preferably Alk has 1 to 6, most preferably 2 or 3 carbon atoms and n is a number of 2 to 6, especially 2, 3 or 4, most preferably 4. The organosilane can be a mercapto group containing silane of the formula Ii. z-alk-SH in which Z and Alk areas are defined as in formula I, or the organosilane can have the general formula Iii. z-alk-A wherein Z and Alk are as defined in formula I and A is the group A. N.tbd.C-S-, b. R-S-, c. RO-CS-S-, d. RS-CS-S-, or E. R 3 S-CS-S- Where R and R 3 are monovalent organic groups, including hydrocarbon groups, saturated or unsaturated, branched or straight chain, acyclic, cyclic, heterocyclic or heteroaromatic group with 1 to 15 carbon atoms and 1 to 5 heteroatoms from the group of nitrogen, oxygen and sulfur and in formula III(e) R 3 can be ##EQU2## wherein R 4 and R 5 are the same or different and are hydrogen, alkyl of 1 to 3 carbon atoms, benzyl, cycloalkyl with 5 to 7 carbon atoms or both together with the nitrogen atom form a ring having 5 to 8 atoms with up to one further nitrogen, oxygen or sulfur atom. R preferably is hydrocarbon with 1 to 8 carbon atoms, e.g., alkyl or alkenyl or heterocyclic with up to 3 nitrogen atoms.

Inventors

  • 👤 Johannes Pochert
  • 👤 Siegfried Wolff
  • 👤 Friedrich Thurn

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 04:33
CPC Classifications
C; C08; C08J; C08J5/00; C08J5/04; C08J5/10; C08K; C08K3/00; C08K3/34; C08K3/36; C08K5/00; C08K5/54; C08K5/548; C08L; C08L21/00; C08L61/00; C08J2321/00

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 247 words
A silica containing composition for the improvement of the adhesion of a vulcanizable mixture of natural or synthetic rubber to reinforcing fillers or supports of textile or metallic fabrics after the vulcanization which comprises, (A) a siliceous filler which is an active synthetically produced silica or silicate having a specific surface area according to the BET procedure of about 50 to 500 m 2 /g and an average primary particle size of from about 5 to 100 microns, (B) phenolic resin or aminoplast forming components, incluidng (1) a phenol or an amine and (2) an aldehyde or aldehyde donors, and (C) an oganosilane which is either (1) a bis-alkoxy-silyalkyl-oligosulfide of the formula I z-alk-S n Alk-Z, I ,, in which Z stands for the groups ##EQU6## in which R 1 is an alkyl group with 1 to 4 carbon atoms or the phenyl group and R 2 is an alkoxy group with 1 to 8 carbon atoms, a cycloalkyl group with 5 to 8 carbon atoms or an alkylmercapto group with 1 to 8 carbon atoms, Alk is a divalent hydrocarbon group with 1 to 18 carbon atoms, n is a number of 2 to 6, Z-alk-SH II in which Z and Alk are as defined in formula I, or the organosilane can have the general formula Z-alk-A III wherein Z and Alk are as defined in formula I and A is the group a. N=C-S, b. R-S-, c. RO-CS-S, d. RS-CS-S-, or e. R 3 S-CS-S-,
Claim 2
Dependent Claim 247 words
A silica containing composition for the improvement of the adhesion of a vulcanizable mixture of natural or synthetic rubber to reinforcing fillers or supports of textile or metallic fabrics after the vulcanization which comprises, (A) a siliceous filler which is an active synthetically produced silica or silicate having a specific surface area according to the BET procedure of about 50 to 500 m 2 /g and an average primary particle size of from about 5 to 100 microns, (B) phenolic resin or aminoplast forming components, incluidng (1) a phenol or an amine and (2) an aldehyde or aldehyde donors, and (C) an oganosilane which is either (1) a bis-alkoxy-silyalkyl-oligosulfide of the formula I z-alk-S n Alk-Z, I ,, in which Z stands for the groups ##EQU6## in which R 1 is an alkyl group with 1 to 4 carbon atoms or the phenyl group and R 2 is an alkoxy group with 1 to 8 carbon atoms, a cycloalkyl group with 5 to 8 carbon atoms or an alkylmercapto group with 1 to 8 carbon atoms, Alk is a divalent hydrocarbon group with 1 to 18 carbon atoms, n is a number of 2 to 6, Z-alk-SH II in which Z and Alk are as defined in formula I, or the organosilane can have the general formula Z-alk-A III wherein Z and Alk are as defined in formula I and A is the group a. N=C-S, b. R-S-, c. RO-CS-S, d. RS-CS-S-, or e. R 3 S-CS-S-,
Claim 3
Dependent Claim 116 words
Where R and R.sub. 3 are monovalent hydrocarbon groups, heterocyclic or heteroaromatic groups with 1 to 15 carbon atoms and 1 to 5 heteroatoms from the group of nitrogen, oxygen and sulfur and wherein in formula III(e) R 3 can be ##EQU7## wherein R.sub. 4 and R 5 are hydrogen, alkyl of 1 to 5 carbon atoms, benzyl, cycloalkyl with 5 to 7 carbon atoms or both together with the nitrogen atom form a ring having 5 to 8 carbon atoms with up to one further nitrogen, oxygen or sulfur atom, the total of (B) and (C) being 3 to 100% of (A) and (B) is 10 to 90% of the total of (B) and (C).
Claim 4
Dependent Claim 116 words
Where R and R.sub. 3 are monovalent hydrocarbon groups, heterocyclic or heteroaromatic groups with 1 to 15 carbon atoms and 1 to 5 heteroatoms from the group of nitrogen, oxygen and sulfur and wherein in formula III(e) R 3 can be ##EQU7## wherein R.sub. 4 and R 5 are hydrogen, alkyl of 1 to 5 carbon atoms, benzyl, cycloalkyl with 5 to 7 carbon atoms or both together with the nitrogen atom form a ring having 5 to 8 carbon atoms with up to one further nitrogen, oxygen or sulfur atom, the total of (B) and (C) being 3 to 100% of (A) and (B) is 10 to 90% of the total of (B) and (C).
Claim 5
Dependent Claim 19 words
A siliceous filler containing composition according to claim 1 wherein when (C) is III(e) it is other than ##EQU8##
Claim 6
Dependent Claim 31 words
A siliceous filler containing composition according to claim 1 wherein Alk is a divalent hydrocarbon group with 1 to 18 carbon atoms and n is a number from 2 to 4.
Claim 7
Dependent Claim 31 words
A siliceous filler containing composition according to claim 3 wherein Alk is a divalent hydrocarbon group with 1 to 18 carbon atoms and n is a number from 3 to 4.
Claim 8
Dependent Claim 22 words
A siliceous filler containing composition according to claim 1 wherein (B) includes (1) a phenol and (2) formaldehyde or a formalehyde donor.
Claim 9
Dependent Claim 14 words
A siliceous filler containing composition according to claim 1 wherein (C) has formula I.
Claim 10
Dependent Claim 13 words
A siliceous filler containing composition according to claim 6 wherein Z is ##EQU9##
Claim 11
Dependent Claim 24 words
A siliceous filler containing composition according to claim 7 wherein Alk is alkylene and R 2 is alkoxy of 1 to 4 carbon atoms.
Claim 12
Dependent Claim 15 words
A siliceous filler containing composition according to claim 8 wherein Alk is ethylene or propylene.
Claim 13
Dependent Claim 19 words
A siliceous filler containing composition according to claim 9 wherein (C) contains bis(3-triethoxysilylpropyl)-polysulfide having 2 to 4 sulfur atoms.
Claim 14
Dependent Claim 13 words
A siliceous filler containing composition according to claim 7 wherein (B) contains resorcinol.
Claim 15
Dependent Claim 14 words
A siliceous filler containing composition according to claim 11 where (B) also contains hexamethylenetetramine.
Claim 16
Dependent Claim 33 words
A silica containing vulcanizable composition comprising a vulcanizable natural or synthetic rubber and the composition of claim 1, the amount of siliceous filler being 5 to 150 parts per 100 parts of rubber.
Claim 17
Dependent Claim 19 words
A siliceous filler containing composition according to claim 13 wherein when (C) is III(e) it is other than ##EQU10##
Claim 18
Dependent Claim 31 words
A siliceous filler containing composition according to claim 14 wherein Alk is a divalent hydrocarbon group with 1 to 18 carbon atoms and n is a number from 2 to 4.
Claim 19
Dependent Claim 31 words
A siliceous filler containing composition according to claim 15 wherein Alk is a divalent hydrocarbon group with 1 to 18 carbon atoms and n is a number from 3 to 4.
Claim 20
Dependent Claim 22 words
A siliceous filler containing composition according to claim 14 wherein (B) includes (1) a phenol and (2) formaldehyde or a formaldehyde donor.
Claim 21
Dependent Claim 14 words
A siliceous filler containing composition according to claim 14 wherein (C) has formula I.
Claim 22
Dependent Claim 13 words
A siliceous filler containing composition according to claim 18 wherein Z is ##EQU11##
Claim 23
Dependent Claim 24 words
A siliceous filler containing composition according to claim 19 wherein Alk is alkylene and R 2 is alkoxy of 1 to 4 carbon atoms.
Claim 24
Dependent Claim 15 words
A siliceous filler containing composition according to claim 20 wherein Alk is ethylene or propylene.
Claim 25
Dependent Claim 19 words
A siliceous filler containing composition according to claim 21 wherein (C) contains bis(3-triethoxysilylpropyl)-polysulfide having 2 to 4 sulfur atoms.
Claim 26
Dependent Claim 13 words
A siliceous filler containing composition according to claim 19 wherein (B) contains resorcinol.
Claim 27
Dependent Claim 14 words
A siliceoous filler containing composition according to claim 23 where (B) also contains hexamethylenetetramine.
Claim 28
Dependent Claim 14 words
A silica containing composition according to claim 14 wherein the vulcanizable composition includes sulfur.

References Cited (Backward Citations)

US2827474A Cited
US3751331A Cited
US3847860A Cited
US3650810A Cited
US3798196A Cited
US3746669A Cited
US3842111A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-05-18 1979-11-17 1980-05-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-18 1983-11-17 1984-05-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-18 1987-11-17 1988-05-18 $7700.00 Window Closed / Lapsed

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