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
2003-06-19
2004-10-12
Moore, Margaret G. (Department: 1712)
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...
C524S268000, C524S837000, C528S028000, C528S040000, C514S001000, C514S553000
Reexamination Certificate
active
06803399
ABSTRACT:
FIELD OF THE INVENTION
This invention is directed to organosilicon compositions, and more particularly to certain silicone liquid crystals, silicone vesicles, and silicone gels.
BACKGROUND OF THE INVENTION
At least as early as 1957, Plueddemann in U.S. Pat. No. 3,046,250 (Jul. 24, 1962) had prepared new polymers in the form of solutions, fluids, viscous fluids, tars, and rubbery solids, by reacting organosilicon epoxides with amine compounds. However, the systems used to prepare these new polymers were anhydrous, and even when a polar solvent such as ethanol was used, it was present at a very high solids level during the reaction, i.e., at least forty-nine percent by weight or more. No new polymers were prepared by Plueddemann in silicone fluids like (i) volatile polydimethylsiloxanes such as hexamethyldisiloxane, octamethyltrisiloxane, and decamethylcyclopentasiloxane; or (ii) nonvolatile polydimethylsiloxanes with a viscosity in the range of 5-10,000 centistoke (mm
2
/s).
As a result, Plueddemann was not able, and it was not Plueddeman's intent, to prepare any new organosilicon compositions in the form of a silicone liquid crystal, silicone vesicle, or silicone gel, which are the primary focus of the present invention.
BRIEF SUMMARY OF THE INVENTION
The invention relates to silicone liquid crystals, silicone vesicles, and silicone gels, formed by combining (i) an amine functional silicone or an organic amine compound, (ii) an organic epoxide containing at least two epoxy groups or an epoxy functional silicone containing at least two epoxy groups, and (iii) water.
In a second embodiment, silicone gels are formed by combining (i) an amine functional silicone or an organic amine compound, (ii) an organic epoxide containing at least two epoxy groups or an epoxy functional silicone containing at least two epoxy groups, and (iii) a silicone fluid other than the silicone defined in (i) and (ii).
A third embodiment involves forming silicone gels by combining (i) an amine functional silicone or an organic amine compound; (ii) an organic epoxide containing at least two epoxy groups or an epoxy functional silicone containing at least two epoxy groups; and (iii) a polar organic compound or a nonpolar organic compound other than the organic compounds defined in (i) and (ii), in which the polar organic compound or the nonpolar organic compound is present at a concentration to provide a level of solids less than 40 percent by weight based on the total weight of (i)-(iii), where (i) and (ii) are the solids.
One or more active ingredients can be included in any of the above embodiments.
These and other features of the invention will become apparent from a consideration of the detailed description.
DETAILED DESCRIPTION OF THE INVENTION
Silicone liquid crystals and silicone vesicles can be prepared according to this invention by combining:
(i) 0.01-95 percent by weight of an amine functional silicone or an organic amine compound;
(ii) 0.01-95 percent by weight of an organic epoxide or an epoxy functional silicone;
(iii) 0.1-99.98 percent by weight of water; optionally
(iv) 1-30 percent by weight of a surfactant; and optionally
(v) 0.01-50 percent by weight of one or more active ingredients.
Silicone gels can be prepared according to this invention by combining:
(i) 0.1-99.89 percent by weight of an amine functional silicone or an organic amine compound;
(ii) 0.01-99.89 percent by weight of an organic epoxide or an epoxy functional silicone;
(iii) 0.1-99.89 percent by weight of a fluid which can be water, a silicone fluid other than a silicone used in (i) and (ii), a polar organic compound, or a non-polar organic compound; optionally
(iv) 1-30 percent by weight of a surfactant; and optionally
(v) 0.01-50 percent by weight of one or more active ingredients.
In one embodiment, a silicone gel composition is obtained by combining (i) an organic amine compound; (ii) an epoxy functional silicone containing at least two epoxy groups; and (iii) a polar organic compound or a nonpolar organic compound other than the organic compound at defined in (i), in which the polar organic compound or the nonpolar organic compound is present in the composition at a concentration of less than 40 percent by weight based on the total weight of (i)-(iii).
The amine functional polysiloxane used in preparing these compositions has the formula:
wherein R′ denotes an alkyl group of 1 to 30 carbons, an aryl group, an aralkyl group, or an alkaryl group, with the proviso that at least 50 percent of the total number of R′ groups are methyl; Q denotes an amine functional substituent of the formula —R″Z wherein R″ is a divalent alkylene radical of 3 to 6 carbon atoms and Z is a monovalent radical selected from the group consisting of —NR
2
′″, and —NR′″(CH
2
)
b
NR
2
′″; wherein R′″ denotes hydrogen or an alkyl group of 1 to 4 carbons, and b is a positive integer having a value of from 2 to 6; z has a value of 0 or 1; x has an average value of 25 to 3000; y has an average value of 0 to 3,000 when z is 1, y has an average value of 1 to 3,000 when z is 0.
Suitable R′ groups are represented by and may be independently selected from among methyl, ethyl, propyl, isopropyl, butyl, isobutyl, phenyl, xenyl, benzyl, phenylethyl, and tolyl, with the proviso that at least fifty percent of the R′ groups are methyl.
The alkylene radicals represented by R″ may include trimethylene, tetramethylene, pentamethylene, —CH
2
CH(CH
3
)CH
2
—, and —CH
2
CH
2
CH(CH
3
)CH
2
—. Siloxanes where R″ is a trimethylene or an alkyl substituted trimethylene radical such as —CH
2
CH(CH
3
)CH
2
—, are preferred.
Alkyl groups of 1 to 4 carbon atoms as represented by R′″ include methyl, ethyl, propyl, isopropyl, butyl, and isobutyl.
Useful Z radicals include the unsubstituted amine radical —NH
2
, alkyl substituted amine radicals such as —NHCH
3
, —NHCH
2
CH
2
CH
2
CH
3
, and —N(CH
2
CH
3
)
2
; and aminoalkyl substituted amine radicals such as —NHCH
2
CH
2
NH
2
, —NH(CH
2
)
6
NH
2
, and —NHCH
2
CH
2
CH
2
N(CH
3
)
2
.
When z is zero, the silicone polymer has only pendent amine functional substituents in the polymer chain. When z is one, the silicone polymer may have only terminal amine functional substituents or both terminal and pendent amine functional substituents in the polymer chain. Preferably, x may vary from a value of 25 to 500, and y may vary from zero to 100 when z is one and from one to 100 when z is zero. Most preferably, the value of x+y is in the range of about 50 to 1,000.
The amine content, i.e., the number of amine functional groups in the molecule of the amine functional polysiloxane, is generally expressed as mol percent amine, and this is determined according to the relationship y/DP×100, where y is the value of integer y in the above formula for the amine functional polysiloxane, and the Degree of Polymerization (DP) is x+y+2 which indicates the chain length of the amine functional polysiloxane.
Such amine functional polysiloxanes are well known in the art and available commercially from sources such as the Dow Corning Corporation, Midland, Mich. USA.
When it is desired to use an organic amine compound instead of an amine functional polysiloxane, reference may be had to Plueddemann's U.S. Pat. No. 3,046,250 for a detailed list of some representative organic amine compounds, among which are for example, ammonia, diethylene triamine, ethylene diamine, methane diamine, m-phenylene diamine, methylene dianiline, benzohydrazide, guanidine, benzidene sulfone, thioacetamide, piperazine, p-amino benzoic acid, thiosemicarbizide, allanturic acid, p,p′-thiodianiline, p-bromophenyl hydrazine, benzene pentamine, and N,N′-dimethyl ethylene diamine.
Organic epoxides containing at least two epoxy groups, i.e., diepoxides, suitable for use herein include compositions such as ethylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, glycerine diglycidyl ether, tri
Ferritto Michael Salvatore
Lin Zuchen
Schulz, Jr. William James
Dow Corning Corporation
Moore Margaret G.
Zimmer Marc S.
Zombeck Alan
LandOfFree
Silicone liquid crystals, vesicles, and gels does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Silicone liquid crystals, vesicles, and gels, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Silicone liquid crystals, vesicles, and gels will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3275160