US5118735A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Organosilicon composition comprising stabilizers
Assignee: National Starch and Chemical Investment Holding Corp
•
Filing: 1990-10-05
•
Granted: 1992-06-02
•
Expires: 2010-10-05
Abstract
Abstract A composition comprising (A) (i) a crosslinked organosilicon polymer or crosslinkable organosilicon prepolymer comprising alternating (a) cyclic polysiloxane or tetrahedral siloxysilane residues and (b) polycyclic hydrocarbon residues derived from polycyclic polyenes having at least two non-aromatic, non-conjugated carbon-carbon double bonds in their rings linked through carbon to silicon bonds, wherein at least one of the cyclic polysiloxanes or tetrahedral siloxysilanes (a) or the polycyclic polyenes (b) used to form the polymer or prepolymer has more than two reactive sites; or (ii) a crosslinked or crosslinkable linear poly(organohydrosiloxane) polymer having at least 30% of its .tbd.SiH groups reacted to hydrocarbon residues derived from polycyclic polyenes having at least two non-aromatic, non-conjugated carbon-carbon double bonds in their rings; and (B) as an antioxidant, (i) at least one compound containing a hindered phenol substituent and (ii) at least one compound containing a substituent selected from the group consisting of hindered amines and aromatic amines; and the process of making the same, are disclosed.
Inventors
- 👤 Julia S. Burnier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 15:47
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/17; C08K5/04; C08K5/13; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
151 words
A composition comprising: (A) (i) a crosslinked organosilicon polymer or crosslinkable organosilicon prepolymer comprising alternating (a) cyclic polysiloxane or tetrahedral siloxysilane residues and (b) polycyclic hydrocarbon residues derived from polycyclic polyenes having at least two non-aromatic, non-conjugated, carbon-carbon double bonds in their rings linked through carbon to silicon bonds, wherein at least one of the cyclic polysiloxanes or tetrahedral siloxysilanes (a) or the polycyclic polyenes (b) used to form the polymer of prepolymer has more than two reactive sites; or (ii) a crosslinked or crosslinkable linear poly(organohydrosiloxane) polymer having at least 30% of its.tbd.SiH groups reacted with hydrocarbon residues derived from polycyclic polyenes having at least two non-aromatic, non-conjugated, carbon-carbon double bonds in their rings; and (B) as antioxidants, (i) at least one first compound containing a hindered phenol substituent and (ii) at least one second compound containing a substituent selected from the group consisting of hindered amines and aromatic amines.
Claim 2
Dependent Claim
151 words
A composition comprising: (A) (i) a crosslinked organosilicon polymer or crosslinkable organosilicon prepolymer comprising alternating (a) cyclic polysiloxane or tetrahedral siloxysilane residues and (b) polycyclic hydrocarbon residues derived from polycyclic polyenes having at least two non-aromatic, non-conjugated, carbon-carbon double bonds in their rings linked through carbon to silicon bonds, wherein at least one of the cyclic polysiloxanes or tetrahedral siloxysilanes (a) or the polycyclic polyenes (b) used to form the polymer of prepolymer has more than two reactive sites; or (ii) a crosslinked or crosslinkable linear poly(organohydrosiloxane) polymer having at least 30% of its.tbd.SiH groups reacted with hydrocarbon residues derived from polycyclic polyenes having at least two non-aromatic, non-conjugated, carbon-carbon double bonds in their rings; and (B) as antioxidants, (i) at least one first compound containing a hindered phenol substituent and (ii) at least one second compound containing a substituent selected from the group consisting of hindered amines and aromatic amines.
Claim 3
Dependent Claim
19 words
A composition as claimed in claim 1 wherein the second compound (B) (ii) is selected from the hindered amines.
Claim 4
Dependent Claim
19 words
A composition as claimed in claim 1 wherein the second compound (B) (ii) is selected from the aromatic amines.
Claim 5
Dependent Claim
53 words
A composition as claimed in claim 1 wherein the compound containing a hindered phenol substituent is selected from the group consisting of octadecyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate; tetrakis (methylene 3-(3,5-di-t-butyl-4-hydroxyphenyl) proportionate) methane; 4,4'-methylenebis (2,6-di-t-butylphenol), 2,6-di-t-butyl-p-cresol; 1,3,5-trimethyl-2,4,6-tris (3,5-di-t-butyl-4-hydroxybenzyl)benzene; 2,2'-methylene bis(6-t-butyl-p-cresol), the butylated reaction product of p-cresol and dicyclopentadiene, monomethacrylate ester of 2,2'-methylene bis(4-methyl-6-t-butyl phenol), and butylated hydroxytoluene.
Claim 6
Dependent Claim
37 words
A composition as claimed in claim 4 wherein the second compound (B) (ii) is selected from the group consisting of bis (1,2,2,6,6-pentamethyl-4-piperidinyl) sebacate, bis (2,2,6,6-tetramethyl-4-piperidinyl) sebacate, poly(2-N,N'-di (2,2,6,6-tetramethyl-4-piperidinyl)hexane diamine)-4-(1-amino-1,1,3,3-tetramethylbutane) sym triazine, and dimethyl succinate polymer with 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol.
Claim 7
Dependent Claim
31 words
A composition as claimed in claim 4 wherein the second compound (B) (ii) is selected from the group consisting of diphenyl phenylenediamine, octylated diphenylamine, 4,4'-di (alpha, alpha'-dimethylbenzyl) diphenylamine, N-phenyl-N'-(1,3-dimethylbutyl)p-phenylenediamine and (4-anilinophenyl)-methacrylate.
Claim 8
Dependent Claim
22 words
A composition as claimed in claim 4 wherein the crosslinked organosilicon polymer or crosslinkable organosilicon prepolymer comprises residues derived from tetrahedral siloxysilanes.
Claim 9
Dependent Claim
53 words
A composition as claimed in claim 1 wherein the composition comprises a crosslinked organosilicon polymer or crosslinkable organosilicon prepolymer comprising alternating (a) cyclic polysiloxanes or siloxysilane residues and (b) polycyclic hydrocarbon residues derived from polycyclic polyenes having at least two carbon-carbon double bonds in their rings linked through carbon to silicon bonds (i).
Claim 10
Dependent Claim
22 words
A composition as claimed in claim 8 wherein the crosslinked organosilicon polymer or crosslinkable organosilicon prepolymer comprises residues derived from cyclic polysiloxanes.
Claim 11
Dependent Claim
16 words
A composition as claimed in claim 1 wherein the polycyclic hydrocarbon residues are derived from dicyclopentadiene.
Claim 12
Dependent Claim
105 words
A composition as claimed in claim 1, wherein the composition comprises a crosslinked organosilicon polymer or crosslinkable organosilicon prepolymer comprising residues derived from (a) a polyene having a molecular weight less than 500 having two non-aromatic carbon-carbon double bonds highly reactive in hydrosilation, the carbon-carbon double bonds being either in an alpha, beta or gamma position on a linear carbon moiety, next to two bridgehead positions in a strained polycyclic aliphatic ring structure, or in a cyclobutene ring; (b) a polycyclic polyene having two chemically distinguishable non-aromatic, non-conjugated carbon-carbon double bonds in its rings; and (c) a cyclic polysiloxane containing three or more SiH groups.
Claim 13
Dependent Claim
83 words
A process of forming a crosslinked organosilicon polymer or organosilicon prepolymer comprising reacting a siloxane selected from the group consisting of linear poly(organohydrosiloxane)s, cyclic polysiloxanes or siloxysilanes with a polycyclic polyene having at least two carbon-carbon double bonds in its rings in the presence of a hydrosilation catalyst and, as antioxidants, (i) at least one first compound containing a hindered phenol substituent and (ii) at least one second compound containing a substituent selected from the group consisting of hindered amines and aromatic amines.
Claim 14
Dependent Claim
83 words
A process of forming a crosslinked organosilicon polymer or organosilicon prepolymer comprising reacting a siloxane selected from the group consisting of linear poly(organohydrosiloxane)s, cyclic polysiloxanes or siloxysilanes with a polycyclic polyene having at least two carbon-carbon double bonds in its rings in the presence of a hydrosilation catalyst and, as antioxidants, (i) at least one first compound containing a hindered phenol substituent and (ii) at least one second compound containing a substituent selected from the group consisting of hindered amines and aromatic amines.
Claim 15
Dependent Claim
15 words
The process as claimed in claim 12 wherein polymerization is promoted using a platinum catalyst.
Claim 16
Dependent Claim
19 words
The process as claimed in claim 12 wherein the second compound (B) (ii) is selected from the hindered amines.
Claim 17
Dependent Claim
19 words
The process as claimed in claim 12 wherein the second compound (B) (ii) is selected from the aromatic amines.
Claim 18
Dependent Claim
88 words
A process of forming a crosslinked organosilicon polymer comprising curing a prepolymer which is the partial reaction product of (a) at least one of a cyclic polysiloxane or a tetrahedral siloxysilane and (b) a polycyclic polyene having at least two carbon-carbon double bonds in its rings in the presence of a hydrosilation catalyst and, as antioxidants, (i) at least one first compound containing a hindered phenol substituent and (ii) at least one second compound containing a substituent selected from the group consisting of hindered amines and aromatic amines.
Claim 19
Dependent Claim
88 words
A process of forming a crosslinked organosilicon polymer comprising curing a prepolymer which is the partial reaction product of (a) at least one of a cyclic polysiloxane or a tetrahedral siloxysilane and (b) a polycyclic polyene having at least two carbon-carbon double bonds in its rings in the presence of a hydrosilation catalyst and, as antioxidants, (i) at least one first compound containing a hindered phenol substituent and (ii) at least one second compound containing a substituent selected from the group consisting of hindered amines and aromatic amines.
Claim 20
Dependent Claim
19 words
The process as claimed in claim 16 wherein the second compound (B) (ii) is selected from the hindered amines.
Claim 21
Dependent Claim
19 words
The process as claimed in claim 16 wherein the second compound (B) (ii) is selected from the aromatic amines.
Claim 22
Dependent Claim
25 words
The process as claimed in claim 12 wherein the first and second compounds (B) (i) and (ii) are octadecyl 3,5-di-tert-butyl 4-hydroxyhydrocinnamate and bis (1,2,2,6,6-pentamethyl-4-piperidinyl) sebacate.
Claim 23
Dependent Claim
25 words
A composition as claimed in claim 1 wherein the first and second compounds (B) (i) and (ii) are octadecyl 3,5-di-tert-butyl 4-hydroxyhydrocinnamate and bis (1,2,2,6,6-pentamethyl-4-piperidinyl) sebacate.
References Cited (Backward Citations)
US2938010A
Cited
US4046737A
Cited
US4110304A
Cited
US4021385A
Cited
US4007230A
Cited
US4198334A
Cited
US4419472A
Cited
US4900779A
Cited
US4902731A
Cited
US4877820A
Cited
US5013809A
Cited
US4822839A
Cited
US5008360A
Cited
US5025048A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-06-02 | 1995-12-02 | 1996-06-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-06-02 | 1999-12-02 | 2000-06-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-06-02 | 2003-12-02 | 2004-06-02 | $7700.00 | Window Closed / Lapsed |