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1. 发明授权

US4032502A Organosiloxane compositions for liquid injection 失效
标题翻译：用于液体注射的有机硅氧烷组合物
公开(公告)号：US4032502A
公开(公告)日：1977-06-28
申请号：US621432
申请日：1975-10-10
申请人： Chi-Long Lee , Ollie W. Marko , Jay R. Schulz
发明人： Chi-Long Lee , Ollie W. Marko , Jay R. Schulz
IPC分类号： C08L83/00 , C08K3/10 , C08K5/5419 , C08L83/04 , C08L83/07 , C08L83/08
CPC分类号： C08L83/04 , C08K3/36 , C08K5/54 , C08G77/06 , C08G77/12 , C08G77/20 , C08G77/24 , C08G77/44 , C08G77/70
摘要： Organopolysiloxane compositions suitable for use in a liquid injection molding process of elastomeric articles are produced by mixing a vinyl-endblocked polydiorganosiloxane fluid copolymer containing dimethylsiloxane units and methyl-3,3,3-trifluoropropylsiloxane units, a treated, reinforcing silica filler, a platinum-containing catalyst, a curing agent comprising dimethylhydrogensiloxane units as the only source of silicon-bonded hydrogen atoms and, as an inhibitor for the platinum-containing catalyst, certain olefinic siloxanes and/or acetylenic siloxanes. These compositions are especially suited for liquid injection molding because they can be stored at room temperature for days and can be injected into a hot mold with pressures less than 352 kg./sq.cm. (5,000 psi) whereon they cure rapidly to an elastomeric article having a tensile strength greater than 42 kg./sq.cm., and elongation at break greater than 300 percent and a tear strength greater than 7 kg./cm.

2. 发明授权

US3971818A Method of preparing olefinic siloxane by GLC 失效
标题翻译：通过GLC制备烯属硅氧烷的方法
公开(公告)号：US3971818A
公开(公告)日：1976-07-27
申请号：US528959
申请日：1974-12-02
申请人： Chi-Long Lee , Ollie W. Marko
发明人： Chi-Long Lee , Ollie W. Marko
IPC分类号： C07F7/08 , C07F7/18
CPC分类号： C07F7/0879
摘要： Injecting a mixture of an acetylenic alcohol and a siloxane compound having at least three silicon-bonded hydrogen atoms into a gas liquid chromatographic (GLC) column through an injection port heated at 300.degree.C. to 375.degree.C. and coated with a layer of a platinum catalyst where the column is heated at 100.degree.C. to 375.degree.C. provides an olefinic siloxane compound which is, below 100.degree.C., an inhibitor for the reaction between the acetylenic alcohol and the siloxane compound having at least three silicon-bonded hydrogen atoms in the presence of a platinum catalyst. This method provides high purity products which do not need further distillation and which do not contain platinum.BACKGROUND OF THE INVENTION1. Field of the InventionThis invention relates to a method of preparing a siloxane compound having olefinic unsaturation by using a GLC column.2. Description of the Prior ArtThe reaction between compounds having aliphatically unsaturated carbon linkages such as C=C or C.tbd.C with silicon compounds having silicon-bonded hydrogen atoms in the presence of platinum to form new silicon compounds is well known in the art and is known as hydrosilation. A patent by John L. Speier and Donald E. Hook, U.S. Pat. No. 2,823,218, teaches that such reactions can be carried out in the presence of chloroplatinic acid. Speier et al. teach that both olefinic compounds and acetylenic compounds readily react to form new silicon compounds wherein the SiH adds across the unsaturated carbon bonds with a high product yield. Speier et al. also teach that the presence of other substituents in the unsaturated molecule, whether they be functional or entirely inert, does not prohibit the reaction. The unsaturated compounds which undergo reaction are taught as including unsaturated alcohols such as allyl alcohol, methylvinylcarbinol and ethynyldimethylcarbinol. Speier et al. teach that if an unsaturated alcohol is employed, a competing alcoholysis reaction will take place, but the reactants will no longer be those introduced where the source for the SiH is a silane, however, in general this problem does not arise when a siloxane is used as the source of SiH because the siloxanes are relatively inert to any extraneous substituents in the unsaturated reactant.Speier et al. teach that the reaction temperature can vary over an extremely wide temperature range and optimum temperatures depend upon the concentration of catalyst present and the nature of the reactants. Temperatures suggested range from 0.degree.C. to below 300.degree.C. The temperature should be such that at least one of the reactants or a portion of the reaction mixture is in a mobile stage, liquid or gaseous and the maximum temperature is determined only by the stability of the reactants and the operator's desire to avoid decomposition products.Speier et al. teach that the reaction time is variable and depends upon the reactants, reaction temperature and catalyst concentration among other things. Contact times of greater than 16 or 17 hours do no harm unless an extremely elevated temperature is employed, however, many reactants give a practically quantitative yield with contact times of 30 minutes or less and often an excellent yield can be obtained as soon as the exothermic reaction has begun which may be a matter of seconds. Speier et al. also teach that the reaction can be carried out at atmospheric, subatmospheric or superatmospheric pressures. The choice of conditions is a matter of logic based upon the nature of the reactants and the equipment available where non-volatile reactants are adaptable to being heated at atmospheric pressure with or without reflux and gaseous reactants at ordinary temperatures are preferably reacted at substantially constant volume under autogenous or induced pressure wherein the best results are obtained by maintaining at least a portion of the reactants in the liquid phase.Speier et al., as well as others, have been concerned with obtaining addition products from the reaction of aliphatically unsaturated compounds and silicon compounds having silicon-bonded-hydrogen atoms. However, none have suggested that there are situations where the product of such a reaction is an inhibitor for the very reaction by which it is made. Thus, the reaction begins but as soon as a small amount of product is produced the reaction stops because the products inhibit the reaction by poisoning the catalyst. The present invention is directed to a preparation of a unique class of compounds which inhibit the catalyst at low temperatures but not at high temperatures. Because the catalyst which is inhibited is used to make the inhibiting compound, the preparation method to provide a commercially suitable process was not obvious. The inhibiting compounds are a class of siloxane compounds containing olefinic unsaturation and are prepared from acetylenic alcohols and siloxane compounds having silicon-bonded-hydrogen atoms. The earliest work did not produce an inhibiting compound for the platinum catalyzed addition of aliphatic unsaturation to silicon-bonded hydrogen, but instead provided a complex mixture which may be called "a crosslinker-catalyst-inhibitor". This work is the subject of a copending application Ser. No. 528,962, filed Dec. 2, 1974, entitled "Crosslinker-Platinum Catalyst-Inhibitor and Method of Preparation Thereof" by Randolph G. Niemi and assigned to the same party. Niemi combined polysiloxane having multiple silicon-bonded hydrogen atoms, a platinum catalyst and an acetylenic alcohol, heated the mixture for about 16 hours at 70.degree.C. and obtained a complex mixture after removing unreacted acetylenic alcohol by reduced pressure at room temperature, which when mixed with vinyl containing siloxane polymers remained uncured at room temperature but would cure at elevated temperatures. Thus, Niemi had found one could make room temperature stable compositions from his mixture, but for each composition a separate mixture of crosslinker, catalyst and acetylenic alcohol was required. Attempts to separate the complex mixture into various components were impractical and expensive. The product could not be characterized to identify any particular species which were responsible for the inhibiting effects on platinum catalysts.Using the method of Niemi, Chi-Long Lee and Ollie W. Marko as described in a copending application Ser. No. 528,966, filed Dec. 2, 1974 entitled "Olefinic Siloxanes As Platinum Inhibitors" and assigned to the same party prepared specific olefinic siloxane compounds which were inhibitors for the platinum catalysts in the addition reaction between aliphatic unsaturation and silicon-bonded hydrogen atoms. For example, Lee and Marko mixed equal molar quantities of ##EQU1## and(CH.sub.3).sub.3 SiO{(CH.sub.3)HSiO}.sub.3 Si(CH.sub.3).sub.3 (II)with a catalytic amount of a platinum catalyst from 2 to 50 parts per million platinum, heated the mixture at 70.degree.C. for 16 hours, stripped off the unreacted starting ingredients, left set over night and then vacuum distillation was used to recover the product. The product was an olefinic siloxane compound of the formula ##EQU2## This compound mixed with a vinylsiloxane polymer, a silicon-bonded hydrogen containing compound and a platinum catalyst did not cure at room temperature in 10 days but when heated to 150.degree.C. the composition cured in two minutes. Thus, this compound is a platinum catalyst inhibitor at room temperature, but not at elevated temperature.Although Lee and Marko were able to characterize specific inhibitor compounds, the method of preparation was impractical. The process provided only a low conversion from 2 to 20 percent and the yield was less than 5 percent after distillation. In addition to both low conversion and yield, the reaction was difficult to control and could become violently exothermic, thus creating a safety hazard.SUMMARY OF THE INVENTIONAn object of this invention is to provide a method for preparing an olefinic siloxane compound which is an inhibitor for platinum at room temperature and which is not an inhibitor at elevated temperature.This invention relates to a method for preparing olefinic siloxane compounds by coating the inside of an injection port of a GLC column with a layer of platinum catalyst, injecting a mixture of acetylenic alcohol and siloxane compound having at least three silicon-bonded hydrogen atoms where the injection port and column are heated. The product collected is an olefinic siloxane compound which contains silicon-bonded hydrogen atoms and which inhibits the reaction between aliphatically unsaturated compounds and silicon-bonded hydrogen atoms catalyzed by a platinum catalyst at room temperature but allows the reaction to occur at elevated temperatures.DESCRIPTION OF THE INVENTIONThis invention relates to a method of reacting an acetylenic alcohol with a siloxane compound having at least three silicon-bonded hydrogen atoms bonded to at least three different silicon atoms in the presence of a platinum catalyst to provide an olefinic siloxane compound wherein the olefinic siloxane compound is an inhibitor for the platinum catalyst comprising coating the inside of an injection port of a gas liquid chromatographic column with a layer of a platinum catalyst, heating the injection port to a temperature of from 300.degree.C. to 375.degree.C. and the column at a temperature from 100.degree.C. to 375.degree.C., injecting into the heated injection port and column a mixture of the acetylenic alcohol and the siloxane compound having at least three silicon-bonded hydrogen atoms with an inert carrier gas where residence times in said injection port are from 0.5 to 10 seconds and collecting from said column an olefinic siloxane compound which is, below 100.degree.C., an inhibitor for the reaction between the acetylenic alcohol and the siloxane compound having at least three silicon-bonded-hydrogen atoms in the presence of a platinum catalyst.The method of this invention can be operated as a continuous method fully automated or it can be operated in a one shot manner by manual injections with a syringe and variations therebetween, depending upon the degree of sophistication one wishes to use. The basic equipment necessary to operate this invention are those of conventional gas liquid chromatographic (hereinafter referred to as GLC) units, namely an injection port capable of being heated, a column with a unit for heating, a detection unit or analyzer, a collection point which may be cooled and a means for inputting inert carrier gas. The nature and style of the GLC unit used is unimportant except for those specific characteristics discussed herein.The injection port should be of stainless steel or other substances which do not interfere with the present method, such as quartz or glass. The injection port is coated on the inside with a layer of a platinum catalyst. The coating can be done in any manner such as by injecting the platinum catalyst dissolved in a solvent into the injection port wherein the catalyst is deposited from the solution onto the injection port surface. The only requirement for the platinum catalyst is that it be in a form so that it can be coated on the surface of the injection port, especially from a solution. It is within the scope of this invention to use metallic platinum which has been coated on the inside surface of the injection port. However, because this type of coating would be expensive and wasteful of platinum, the soluble platinum catalysts are preferred. By soluble platinum catalyst it is to be understood that any platinum catalyst which can be put into a solution wherein the solvent can be removed and the platinum catalyst deposited without damaging the injection port or other GLC equipment is within the scope of soluble platinum catalyst. Because the solvent for the platinum catalyst does not remain in the system, there is no need to be concerned about its potential reactivity with the reactants of the method of this invention.The GLC column can be packed with a variety of materials known for packing such columns, however, one should predetermine if a particular packing is suitable for the temperature ranges to be used and whether the reactants or products are reactive with the material to be used. For example, the column can be packed with supports of commercially available screened calcined diatomic aggregates which have been acid washed and treated with dimethyldichlorosilane. The packing is coated with a non-volatile polyethyleneglycol or a polydiorganosiloxane. The polyethyleneglycol can be used up to temperatures of about 200.degree.C. and the polydiorganosiloxanes can be used up to temperatures of 375.degree.C. or higher. The column can vary in diameter and length depending on ones needs.The injection port is heated to a temperature from 300.degree.C. to 375.degree.C. Below a temperature of 300.degree.C., the reaction is too slow to be practical and no useful quantities of adduct product is obtained. Above 375.degree.C., the amount of degradation is sufficiently high and becomes the dominating product with little or no useful adduct product obtained. Preferably, the injection port is heated from 325.degree.C. to 360.degree.C., where optimum yields of useful product are obtained.The column, usually enclosed in an oven, is heated to a temperature between 100.degree.C. and 375.degree.C. Below a temperature of 100.degree.C., no useful amounts of adduct product is obtained and above 375.degree.C. degradation of the product occurs and no useful amount of adduct product is obtained. Preferably, the column is heated from 200.degree.C. to 360.degree.C. for optimum results. The column can be heated at one temperature, isothermal, or it can be programmed to operate at a defined rate of increase over a temperature range such as from 100.degree.C. to 350.degree.C. at 20.degree.C. per minute. Preferably, the column is heated at a single temperature because the operation can be made continuous more conveniently.After the injection port and column have been heated to the operating temperatures, a mixture of the acetylenic alcohol and the siloxane compound having at least three silicon-bonded hydrogen atoms per molecule is injected into the injection port. The residence time in the injection port can be varied from 0.5 to 10 seconds, preferably 1 or 2 seconds. The injection can be done at one time, where the amounts are usually small or small amounts can be injected at various time intervals. For sufficient quantities of product, it is preferred to inject small amounts at intervals such as every 10 to 60 seconds. The injection of reactants can be done automatically for convenience. The mixture injected into the injection port is transported in vapor form by an inert carrier gas through the column. The inert carrier gases can be any of those gases conventionally used in GLC units, such as helium, neon, argon or nitrogen. Reactive gases should not be used, such as hydrogen gas.The product is collected as it comes through the column. The material coming out of the column will be unreacted starting species, as well as, adduct product and thus the GLC unit should preferably contain a detector or analyzer which can be used to determine unreacted starting materials from adduct product so as to not collect them together. By separating the materials as they are collected, the products are collected in high purity and need not be further distilled. One of the main features of this method is that the olefinic siloxane compounds can be obtained in high purity and thus the collection of the olefinic siloxane compound separated from the unreacted starting material is a real advantage.The present method also permits the use of a wide range of reactants and is particularly useful for products which cannot be readily distilled because of degradation problems or because they have boiling points close to the reactants. Thus, although this method is not broadly applicable to commercialization because of problems encountered with the plugging of the column, it is useful to prepare certain compounds which are not readily prepared by other methods. Under long usage the column may plug and requires cleaning before continuing to produce more product. For this reason, the manufacture of large quantities is not practical. However, for small quantities of all materials and for specific products not readily obtained by other means in high purity, this method offers a unique means of obtaining these products. This method also provides the products, free of platinum or platinum catalysts which are sometimes difficult to eliminate by other methods.The yield of product can be increased by adding 1 to 15 parts by weight platinum per one million parts by weight of mixture in the form of a platinum catalyst to the mixture of acetylenic alcohol and the siloxane compound having at least three silicon-bonded hydrogen atoms per molecule. The use of platinum catalyst in this manner, however, can hasten the time plugging of the column takes place. Also observed was that an increase in size of the GLC column resulted in a decrease in yield. The particular yield which one finds acceptable will depend upon the desirability of the product and the ability to recycle starting materials.The acetylenic alcohol can be any of those alcohols having a C.tbd.C bond which when reacted with a siloxane compound having SiH results in an olefinic containing siloxane which are inhibitors for platinum catalyst at room temperature but not at elevated temperatures above 100.degree.C. Examples of such acetylenic alcohols, include, 3-methyl-1-butyn-3-ol, 1-ethynylcyclohexan-1-ol, 3,5-dimethyl-1-hexyn-3-ol, 3-methyl-1pentyn-3-ol and the like.The siloxane compounds are those having at least three silicon-bonded hydrogen atoms bonded to at least three separate silicon atoms. These siloxane compounds can be straight chains, cyclics, or branched. These siloxanes can be copolymers, homopolymers, single species, mixtures of the various types mentioned above. It is preferred that these siloxane compounds have at least two silicon-bonded hydrogen atoms bonded to silicon atoms separated by one oxygen atom, preferably three silicon-bonded hydrogen atoms bonded to three silicon atoms which are only separated by oxygen. Some of the siloxane compounds for use in the present method are defined by the following generic formulae,R.sub.3 SiO(RHSiO).sub.x SiR.sub.3, HR.sub.2 SiO(RHSiO).sub.u SiR.sub.2 H, (RHSiO).sub.y,HR.sub.2 SiO(RHSiO).sub. u (R.sub.2 SiO).sub.z SiR.sub.2 H,r.sub.3 siO(R.sub.2 SiO).sub.z (RHSiO).sub.x SiR.sub. 3, HR.sub.2 SiO(RHSiO).sub.v SiR.sub.3,hr.sub.2 siO(R.sub.2 SiO).sub.z (RHSiO).sub.v SiR.sub.3, ##EQU3## and the like, wherein each R is a monovalent hydrocarbon radical having no aliphatic unsaturation such as methyl, ethyl, phenyl, propyl, hexyl, cyclohexyl, octyl, dodecyl, cyclopentyl, isopropyl, or fluorinated monovalent hydrocarbon radicals such as 3,3,3-trifluoropropyl, other perfluoroalkylethyl radicals, .alpha.,.alpha., .alpha.-trifluoromethylphenyl, hexafluorophenyl and the like. The number of siloxane units per molecule can vary from as little as 3 to any number which can be passed through the system, preferably from 3 to 10 siloxane units per molecule. Other siloxane compounds are also suitable such as those which have arylene or alkylene bonds between some of the silicon atoms. Some specific siloxane compounds include ##EQU4## and the like.The platinum catalyst is not narrowly critical and can be chloroplatinic acid, platinum chlorides, platinum salts, platinum metal coated on the injection port, platinous halide complexes with olefins and other well known platinum catalysts. These and other platinum catalysts are further defined and illustrated in U.S. Pat. No. 3,453,234, issued July 1, 1969 to Gust J. Kookootsedes, and hereby included by reference to illustrate platinum catalyst.The amount of acetylenic alcohol and siloxane compound having silicon-bonded hydrogen atoms can vary broadly. Molar ratios of one to one have been found to be the most suitable. Other ratios would result in lower yields and are thus not considered to be the most practical.The method of this invention produces an olefinic siloxane compound which is the addition product of the acetylenic alcohol and the siloxane compound having at least three silicon-bonded hydrogen atoms. The addition products, which are produced in major amounts and which are the inhibitors, are those which do not add to all the silicon-bonded hydrogen atoms. There should be at least one unreacted silicon-bonded hydrogen bond per molecule of olefinic siloxane compound. The method of this invention provides addition products, which are inhibitors, in yields of up to 35 weight percent mono-adduct. Both the mono- and di-adducts are inhibitors, however, when all the silicon-bonded hydrogen atoms are reacted the product is markedly reduced in inhibition activity.The olefinic siloxane compound inhibitors are useful in that these compounds retard the room temperature reaction of vinyl compounds with silicon-bonded hydrogen atoms which are catalyzed with platinum but allow the reaction to occur rapidly at elevated temperature such as at 150.degree.C. Thus, these olefinic siloxane compounds can be used to make one package compositions which cure on heating but are stable over extended periods of time at ambient conditions.
摘要翻译：将具有至少三个与硅键合的氢原子的炔属醇和硅氧烷化合物的混合物通过加热至300℃至375℃的注射口注入气相色谱（GLC）柱中，并涂覆有一层将柱在100℃至375℃下加热的铂催化剂提供低于100℃的烯属硅氧烷化合物，其中炔属醇与具有至少三个硅的硅氧烷化合物之间的反应抑制剂在铂催化剂存在下的键合氢原子。该方法提供不需要进一步蒸馏并且不含铂的高纯度产物。

3. 发明授权

US3989667A Olefinic siloxanes as platinum inhibitors 失效
标题翻译：烯属硅氧烷作为铂抑制剂
公开(公告)号：US3989667A
公开(公告)日：1976-11-02
申请号：US528966
申请日：1974-12-02
申请人： Chi-Long Lee , Ollie W. Marko
发明人： Chi-Long Lee , Ollie W. Marko
IPC分类号： C08L83/00 , C07F7/08 , C08G77/04 , C08L83/04 , C08L83/07
CPC分类号： C08G77/045 , C07F7/0852 , C07F7/0867 , C08L83/04 , C08G77/12 , C08G77/14 , C08G77/20 , C08G77/24 , C08G77/26 , C08G77/50 , C08G77/52 , C08G77/70 , Y02P20/582
摘要： Olefinic siloxanes which are inhibitors for platinum catalyst can be made by the reaction of secondary or tertiary acetylenic alcohols with siloxanes having silicon-bonded-hydrogen atoms. These olefinic siloxanes inhibit the platinum catalyst such that it will not catalyze the addition of SiH to aliphatic unsaturation at room temperature and does not inhibit the reaction at elevated temperatures. These olefinic siloxanes contain from 3 to 10 siloxane units with a total of at least three units from at least one RHSiO and/or R.sub.2 HSiO.sub.0..sub.5, at least one ##EQU1## and the remaining siloxane units being ##EQU2##R.sub.3 SiO.sub.0..sub.5, SiO.sub.2 or RSiO.sub.1..sub.5but no more than three units of any one of these siloxane units. An example of such an olefinic siloxane is
摘要翻译：作为铂催化剂的抑制剂的烯属硅氧烷可以通过二级或叔乙炔醇与具有硅键合氢原子的硅氧烷的反应来制备。这些烯属硅氧烷抑制铂催化剂，使得它不会催化在室温下将SiH加成脂族不饱和度，并且不会在升高的温度下抑制反应。这些烯属硅氧烷含有3至10个硅氧烷单元，其总共至少3个单元来自至少一个RHSiO和/或R2HSiO0.5，至少一个RSiO和/或R2SiO0.5 | | CH = CHR'CH = CHR' 剩余的硅氧烷单元为CH 3 CH 3 CH 3 |（CH 3）3 SiOSi-O-Si-O-Si-O-Si（CH 3）3。 ||| HCHH PARALLEL CHC（CH3）2OH R3SiO0.5，SiO2或RSiO1。

4. 发明授权

US5696210A Flowable adhesive 失效
标题翻译：可流动粘合剂
公开(公告)号：US5696210A
公开(公告)日：1997-12-09
申请号：US723461
申请日：1996-10-09
申请人： Russell Keith King , Chi-Long Lee
发明人： Russell Keith King , Chi-Long Lee
IPC分类号： C09J183/05 , C08F299/08 , C09J183/04 , C09J183/07 , C08F283/00
CPC分类号： C08F299/08 , C09J183/04
摘要： This invention pertains to an addition-curable silicone adhesive composition that is extrudable and flowable at room temperature in the absence of a solvent comprising (A) 40 to 95 parts of an alkenyl functional siloxane resin consisting essentially of R.sub.3 SiO.sub.1/2 siloxane units and SiO.sub.4/2 siloxane units, wherein R is a monovalent hydrocarbon radical having 1 to 6 carbon atoms; there being from 0.5 to 1.5 R.sub.3 SiO.sub.1/2 units for every SiO.sub.4/2 units; said resin containing 0.01 to 22 wt % alkenyl functionality; (B) 0.5 to 10 parts of an SiH containing polyorganosiloxane having an average of at least 2 silicon-bonded hydrogen atoms per molecule and having a viscosity of 0.8 to 2,000 mm.sup.2 /s; (C) a hydrosilylation catalyst in sufficient quantity to promote curing of said composition; (D) optionally, up to 70 parts of a polydiorganosiloxane having at least two ethylenically or acetylenically unsaturated groups per molecule and having a viscosity of 100 to 80,000 mm.sup.2 /s; and (E) optionally, an inhibitor in sufficient quantity for the composition to be stable at room temperature in the absence of oxygen and SiH reactive hydroxylated compounds.
摘要翻译：本发明涉及在不存在溶剂的情况下在室温下可挤出和流动的可加成固化的硅氧烷粘合剂组合物，其包含（A）40至95份基本上由R 3 SiO 1/2硅氧烷单元和SiO 4 / 2个硅氧烷单元，其中R是具有1至6个碳原子的一价烃基; 每个SiO 4/2单位为0.5〜1.5个R3SiO1 / 2单位; 所述树脂含有0.01至22重量％的链烯基官能团; （B）0.5〜10份含有SiH的聚有机硅氧烷，每分子平均具有至少2个与硅键合的氢原子，粘度为0.8〜2,000mm 2 / s; （C）足够量的氢化硅烷化催化剂以促进所述组合物的固化; （D）任选地，至多70份每分子具有至少两个烯属或炔属不饱和基团并且具有100至80,000mm 2 / s粘度的聚二有机硅氧烷; 和（E）任选地，足够量的抑制剂使组合物在室温下在不存在氧和SiH反应性羟基化合物的情况下是稳定的。

5. 发明授权

US5279898A Storage stable heat curable organosiloxane compositions containing a microencapsulated catalyst and method for preparing said catalyst 失效
标题翻译：含有微囊化催化剂的储存稳定的可热固化的有机硅氧烷组合物和制备所述催化剂的方法
公开(公告)号：US5279898A
公开(公告)日：1994-01-18
申请号：US1607
申请日：1993-01-07
申请人： Steven M. Evans , Chi-Long Lee , Ming-Hsiung Yeh
发明人： Steven M. Evans , Chi-Long Lee , Ming-Hsiung Yeh
IPC分类号： B01J13/02 , B01J13/14 , B01J33/00 , C07C255/41 , C08K5/5475 , C08K7/22 , C08L83/04 , C08L83/05 , C08L83/07 , B32B15/02 , C08K9/10
CPC分类号： C07C255/41 , Y10S525/936 , Y10T428/2985 , Y10T428/2987
摘要： The present invention provides microencapsulated hydrosilylation catalysts for one-part heat curable organosiloxane compositions. Compositions containing these exhibit long-term storage stability yet cure rapidly when heated above the melting point of the encapsulating polymer. At least a portion of these microcapsules are less than one micron in diameter, and substantially all are less than about three microns in diameter. Compositions containing the preferred platinum group metals as catalysts are optically transparent.The microencapsulated curing catalysts of this invention are prepared by irradiating with UV light in the wavelength range of from 300 to 400 nanometers a solution containing (1) at least one of a specified group of photocrosslinkable organosiloxane compounds derived from propargyl esters of carboxylic acids containing a terminal aromatic hydrocarbon radical and at least two ethylenically unsaturated carbon atoms and (2) a liquid or solubilized hydrosilylation catalyst.
摘要翻译：本发明提供用于一部分可热固化的有机硅氧烷组合物的微囊化氢化硅烷化催化剂。含有这些物质的组合物显示出长期的储存稳定性，当加热至高于包封聚合物的熔点时，其迅速固化。这些微胶囊的至少一部分直径小于1微米，并且基本上全部直径小于约3微米。含有优选的铂族金属作为催化剂的组合物是光学透明的。本发明的微胶囊化固化催化剂是通过用波长范围为300-400纳米的紫外线照射制备的，该溶液含有（1）衍生自羧酸炔丙酯的特定组的可光致交联的有机硅氧烷化合物中的至少一种，末端芳族烃基和至少两个烯属不饱和碳原子和（2）液体或溶解的氢化硅烷化催化剂。

6. 发明授权

US5077249A Storage stable heat curable organosiloxane compositions containing a microencapsulated catalyst and method for preparing said catalyst 失效
标题翻译：含有微囊化催化剂的储存稳定的可热固化的有机硅氧烷组合物和制备所述催化剂的方法
公开(公告)号：US5077249A
公开(公告)日：1991-12-31
申请号：US672814
申请日：1991-03-21
申请人： Chi-Long Lee , Ming-Hsiung Yeh
发明人： Chi-Long Lee , Ming-Hsiung Yeh
IPC分类号： C08J3/24 , C08K5/54 , C08K9/10 , C08L83/04
CPC分类号： C08J3/241 , C08K5/54 , C08K9/10 , C08L83/04 , C08G77/06 , C08J2383/04 , Y10S502/522
摘要： The present invention provides microencapsulated liquid or solubilized curing catalysts for one-part heat curable organosiloxane compositions. Compositions containing these exhibit long-term storage stability yet cure rapidly when heated above the melting point of the encapsulating polymer. At least a portion of these microcapsules are less than one micron in diameter, and substantially all are less than about three microns in diameter. Compositions containing the preferred platinum group metals as catalysts are optically transparent.The microencapsulated curing catalysts of this invention are prepared by the photoinitiated polymerization of at least one solubilized hydroxyl-containing ethylenically unsaturated organic compound in the presence of a photoinitiator for the polymerization of said compound, an optional surfactant, and a liquid or solubilized curing catalyst for organosiloxane compositions. The curing agent is in the form of a coordination complex with an ethylenically or acetylenically unsaturated organic compound and the solvent for the polymerization reaction is a mono- or polyhydric alcohol.
摘要翻译：本发明提供用于一部分可热固化的有机硅氧烷组合物的微胶囊化液体或溶解的固化催化剂。含有这些物质的组合物显示出长期的储存稳定性，当加热至高于包封聚合物的熔点时，其迅速固化。这些微胶囊的至少一部分直径小于1微米，并且基本上全部直径小于约3微米。含有优选的铂族金属作为催化剂的组合物是光学透明的。本发明的微囊化固化催化剂是通过在光引发剂存在下使至少一种溶解的含羟基的烯键式不饱和有机化合物进行光引发聚合来制备的，所述光引发剂用于所述化合物，任选的表面活性剂和液体或溶解的固化催化剂有机硅氧烷组合物。固化剂是与烯属或炔属不饱和有机化合物的配位络合物的形式，聚合反应的溶剂是一元醇或多元醇。

7. 发明授权

US4593049A Method of producing elastomeric silicone foam 失效
标题翻译：生产弹性硅酮泡沫的方法
公开(公告)号：US4593049A
公开(公告)日：1986-06-03
申请号：US787857
申请日：1985-10-16
申请人： Therese M. Bauman , Chi-Long Lee , James A. Rabe
发明人： Therese M. Bauman , Chi-Long Lee , James A. Rabe
IPC分类号： C08J9/02 , C08L83/04 , C08L83/07 , C08J9/14
CPC分类号： C08J9/02 , C08J2383/04
摘要： A method of producing elastomeric silicone foams from a two-part system is disclosed. The method mixes the ingredients then allows a froth to form and cure at ambient temperature to an elastomeric silicone foam. The method mixes a vinyl-containing polydiorganosiloxane (1), a hydroxylated polydiorganosiloxane (2), a platinum catalyst (3), an organohydrogensiloxane (4) and a profoamer (5). The profoamer is a resinous, benzene-soluble organosiloxane copolymer consisting essentially of SiO.sub.4/2 units, silicone bonded hydroxyl groups, (CH.sub.3).sub.3 SiO.sub.1/2 units, and fluorine-containing units. An embodiment of the method includes a liquified blowing agent and stores the mixture under superatmospheric pressure, forming a foam by releasing the mixture to atmospheric pressure. Another embodiment includes an alcohol in the mixture to provide a foam of lower density. When lauryl alcohol is used and the alcohol is mixed with (1), (3), and (5) before (2) is admixed, the foam has a Bashore resiliency of less than 20.
摘要翻译：公开了一种从两部分系统生产弹性硅酮泡沫的方法。该方法混合成分，然后允许泡沫在环境温度下形成和固化成弹性硅酮泡沫。该方法混合含乙烯基的聚二有机硅氧烷（1），羟基化聚二有机硅氧烷（2），铂催化剂（3），有机氢硅氧烷（4）和溶剂（5）。溶剂是基于SiO 4/2单元，硅氧烷键合羟基，（CH3）3SiO1 / 2单元和含氟单元组成的树脂，可溶于苯的有机硅氧烷共聚物。该方法的一个实施方案包括液化发泡剂并将混合物储存在超大气压下，通过将混合物释放到大气压来形成泡沫。另一个实施方案包括混合物中的醇以提供较低密度的泡沫。当使用月桂醇并将醇与（1），（3）和（5）混合在（2）之前混合时，泡沫的底部弹性小于20。

8. 发明授权

US4552901A Nonslumping, foamable polyorganosiloxane compositions containing organosiloxane graft copolymers 失效
标题翻译：含有机硅氧烷接枝共聚物的非共沸发泡聚有机硅氧烷组合物
公开(公告)号：US4552901A
公开(公告)日：1985-11-12
申请号：US720768
申请日：1985-04-08
申请人： Therese M. Bauman , Chi-Long Lee
发明人： Therese M. Bauman , Chi-Long Lee
IPC分类号： C08J9/14
CPC分类号： C08J9/14 , C08J2383/04
摘要： Moisture curable, foamable compositions that do not slump appreciably in the uncured state when applied on a vertical surface, consist essentially of an RTV elastomeric composition, from 10 to 50 weight percent of a liquified blowing agent and at least 12 weight percent finely divided filler. The RTV elastomeric composition comprises the product obtained by mixing at least two moisture curable polydiorganosiloxanes with an effective amount of a moisture reactive crosslinker. A graft copolymer derived from a liquid polydiorganosiloxane and an ethylenically unsaturated organic monomer constitutes from 5 to 80 weight percent of the polydiorganosiloxanes.
摘要翻译：当应用于垂直表面时，不会在未固化状态下明显塌陷的可湿固化的可发泡组合物基本上由RTV弹性体组合物，10至50重量％的液化发泡剂和至少12重量％的细碎填料组成。 RTV弹性体组合物包含通过将至少两种可湿气固化的聚二有机硅氧烷与有效量的水分反应性交联剂混合而获得的产物。衍生自液体聚二有机硅氧烷和烯属不饱和有机单体的接枝共聚物占聚二有机硅氧烷的5-80重量％。

9. 发明授权

US4550125A Foamable polyorganosiloxane compositions 失效
公开(公告)号：US4550125A
公开(公告)日：1985-10-29
申请号：US715807
申请日：1985-03-25
申请人： Chi-Long Lee , Myron T. Maxson , James A. Rabe
发明人： Chi-Long Lee , Myron T. Maxson , James A. Rabe
IPC分类号： C08J9/04 , C08J9/14 , C08L83/04 , C08L83/05 , C08L83/07 , C08L83/08
CPC分类号： C08J9/14 , C08L83/04 , C08G77/12 , C08G77/16 , C08G77/20 , C08G77/24 , C08G77/70 , C08J2383/04
摘要： Polyorganosiloxane foams are prepared by the volatilization of a blowing agent within a polyorganosiloxane composition that is curable by a hydrosilation reaction and includes as a foam stabilizer a resinous polyorganosiloxane comprising trimethylsiloxy units, SiO.sub.4/2 units and a specified class of fluorine-containing siloxane units.

10. 发明授权

US4402908A Method for reducing heat loss from contained bodies of water using polysiloxane foams 失效
标题翻译：使用聚硅氧烷泡沫来减少包含水分体积的热损失的方法
公开(公告)号：US4402908A
公开(公告)日：1983-09-06
申请号：US392420
申请日：1982-06-25
申请人： Chi-Long Lee , James A. Rabe
发明人： Chi-Long Lee , James A. Rabe
IPC分类号： C08J9/02 , B01J19/16 , C02F1/00 , C02F1/14 , C08J9/04 , F24J2/04
CPC分类号： F24J2/0461 , B01J19/16 , C02F1/00 , C02F1/14 , Y02E10/44
摘要： Heat loss and evaporation from contained bodies of water are reduced by generating a cured polysiloxane foam on the surface of the water. The foam is formed by reacting an organohydrogenpolysiloxane with the water in the presence of a rhodium catalyst or an inhibited or chelated platinum catalyst.
摘要翻译：通过在水的表面产生固化的聚硅氧烷泡沫来减少来自水体的热量损失和蒸发。通过在铑催化剂或抑制或螯合的铂催化剂存在下使有机氢聚硅氧烷与水反应形成泡沫。

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