GB2355453A - Preparing hydrophobic calcium carbonate by surface treating with a siloxane - Google Patents
Preparing hydrophobic calcium carbonate by surface treating with a siloxane Download PDFInfo
- Publication number
- GB2355453A GB2355453A GB9924830A GB9924830A GB2355453A GB 2355453 A GB2355453 A GB 2355453A GB 9924830 A GB9924830 A GB 9924830A GB 9924830 A GB9924830 A GB 9924830A GB 2355453 A GB2355453 A GB 2355453A
- Authority
- GB
- United Kingdom
- Prior art keywords
- calcium carbonate
- siloxane
- surface treating
- group
- cyclic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/02—Compounds of alkaline earth metals or magnesium
- C09C1/021—Calcium carbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
- C08K9/06—Ingredients treated with organic substances with silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2006/00—Physical properties of inorganic compounds
- C01P2006/90—Other properties not specified above
Abstract
A method for preparing hydrophobic calcium carbonate comprises surface treating the calcium carbonate with a surface treating agent which comprises a cyclic Si-H containing siloxane or an aqueous emulsion of an Si-H containing siloxane. Preferred surface treating agents include tetramethyltetrahydrogentetracyclosiloxane and pentamethylpentahydrogenpentacyclosiloxane. Hydrophobic calcium carbonate thus prepared is useful as a filler in a natural of synthetic elastomer, or in a polymeric coating.
Description
2355453 METHOD FOR PREPARING HYDROPHOBIC CALCIUM CARBONATE The present
invention relates to a method for the preparation of hydrophobic calcium carbonate, in particular the preparation of a hydrophobic calcium carbonate by treatment thereof with a surface treating agent which comprises an Si-H containing siloxane.
Calcium carbonate is useful as a semi-reinforcing and/or extending filler in natural or synthetic elastomers and plastics. When used as a filler, calcium carbonate conventionally is treated with stearic acid to increase its hydrophobicity and hence its compatibility with the elastomeric or plastics material.
Organosilicon compounds, for example siloxanes and silanes, are used to surface treat fillers to increase their hydrophobicity. For example, EP 0796826 describes how organosilicon compounds are used to hydrophobe gypsum. However, treatment of calcium carbonate with organosilicon compounds is substantially unknown, and conventional wisdom in the art is that organosilicon compounds will not react, i.e. chemisorb, with and onto the surface of calcium carbonate. SU 1051048 teaches how an organic solvent containing ethy1hydrogensiloxane may be used to surface treat various materials, including chalk. US patent number 4,810,305 discloses a modified hydrophobic coloured or magnetic pigment or filler which contains 0.05 to 100i by weight of a linear Si-H containing siloxane having pendant C6-,, alkyl groups, in particular methylhydrogen -met hyl (C,-,,, alkyl)siloxane and dimethylmethylhydrogenmethyl(C6-18 2 alkyl)siloxane, and which may also contain methy1hydrogensiloxane.
According to the present invention there is provided a method for the preparation of hydrophobic calcium carbonate which method comprises surface treating the calcium carbonate with a surface treating agent which comprises a cyclic Si-H containing siloxane or an aqueous emulsion of an Si-H containing siloxane.
Both precipitated and ground calcium carbonate may be used in the method of the present invention. However, precipitated calcium carbonate has a significantly greater surface area than ground calcium carbonate and hence requires a correspondingly greater amount of Si-H containing siloxane, for example up to four times greater.
The surface treating agent used in the present invention may consist of either substantially pure Si-H containing siloxane or an aqueous emulsion thereof. The surface treating agent preferably does not contain any organic solvents.
Suitable cyclic Si-H containing siloxanes for use in the present invention are of the formula (R2S'O)a wherein each R is independently a hydrogen atom, an alkyl group (e.g. a CI-2, alkyl group), an aryl group (e.g. a phenyl group), an aralkyl group (e.g. a benzyl group), an alkaryl group (e.g. a tolyl group) or a glycol group (e.g. ethylene and propylene glycol), with at least one R group being a hydrogen atom, and a is an integer of at least 3, preferably from 3 to 8, more preferably from 4 to 6. When not a hydrogen atom, R is preferably an alkyl group, more preferably a methyl group. Preferred cyclic Si-H containing 3 siloxanes are of the formula (AlkHSiO) a wherein Alk is an alkyl group having up to 8 carbon atoms, most preferably a methyl group, and a is 4 or 5. Mixtures of suitable cyclic Si-H containing siloxanes may be used. 5 The surface treating agent may also include other Si-H containing siloxanes, in particular linear and/or branched Si-H containing siloxanes. Suitable linear Si-H containing siloxanes are of the formula R3SiO(R2S'O)bSiR, wherein R is as defined above and b is 0 or a positive integer. The value of b determines the viscosity of the siloxane, the higher the value of b the higher the viscosity. The maximum usable viscosity of the linear siloxane is of the order of 10,000 MM2/S, although preferred linear siloxanes have a viscosity of 1,000 MM2/S or less. Particularly preferred linear siloxanes have a value of b of from 10 to 100, most preferably from 40 to 70. Suitable linear siloxanes include those of the formulae H3SiO(H2SiO)bSiH3' Me,SiO (MeHSiO) c (AlkMeSiO)dSiMe,, wherein Me represents a methyl group, Alk is as defined above, c is an integer of at least 1 and d is 0 or a positive integer. A particularly preferred linear Si-H containing siloxane is Me3SiO(MeHSiO)bSiMe,, wherein b is a positive integer and Me is defined above, most preferably wherein b is an integer of from 40 to 70.
Suitable branched Si-H containing siloxanes are of the formula R3S'O(R2S'O)b(RRlS'O) eSiR3 wherein R1 comprises a siloxane group of the formula (R 2 3siol/2)f(R 2 2S'02/2) g (R 2S '03/2) h (S'01/2) j, e is a positive integer, each R 2 is independently a hydrogen atom, an alkyl group (e.g. a CI-24 alkyl group), an aryl group (e.g. a 4 phenyl group), an aralkyl group (e.g. a benzyl group), an alkaryl group (e.g. a tolyl group) or a glycol group (e.g.
ethylene and propylene glycol), f is a positive integer and g, h and i are 0 or a positive integer.
In theory a single Si-H group per siloxane molecule will suffice to bond the siloxane molecule to the calcium carbonate particle. However, a preferred minimum amount of Si-H groups is at least 100i of the total silicon bonded groups in the siloxane molecule, a more preferred amount being from 25 to 50915.
An aqueous emulsion of an Si-H containing siloxane may be also be used in the present invention. Suitable aqueous emulsions include aqueous emulsions of cyclic, linear and/or branched Si-H containing siloxanes as defined above. Such emulsions and methods of making the same are well known to those skilled in the art. For example, an aqueous emulsion of a siloxane may be made by preparing a first mixture containing an emulsion stabilising agent and a majority of the water to be used in the emulsion (the aqueous phase), and a second mixture containing the siloxane and a minority of the water (the "thick" phase). The aqueous and thick phases are then stirred together and passed into an emulsifying device to prepare the emulsion. Emulsion stabilising agents which may be used to prepare aqueous emulsions of siloxanes for use in the present invention include non-ionic, cationic and anionic silicone and organic emulsifiers and thickeners. Aqueous emulsions of Si-H containing siloxanes are advantageous over non- emulsified siloxanes in terms of ease of handling and compatibility with other aqueous systems, for example an aqueous system containing calcium carbonate used during the process for the preparation of precipitated calcium carbonate.
The calcium carbonate may be treated with the Si-H containing siloxane by simply adding the siloxane thereto and mixing. The minimum amount of siloxane required to treat the calcium carbonate will depend upon the surface area of the calcium carbonate particles and the desired degree of hydrophobicity. Ground calcium carbonate has a lower surface area than precipitated calcium carbonate and hence the amount of siloxane required to treat the former is correspondingly lower than the amount required to treat the latter for equal degrees of hydrophobicity. A typical minimum amount of siloxane to treat ground calcium carbonate is 0.25-. by weight of the calcium carbonate, and 1-. for precipitated calcium carbonate. There is no theoretical maximum amount of siloxane necessary to treat the calcium carbonate, but a large excess of siloxane is economically disadvantageous. A typical maximum amount of siloxane required to treat the calcium carbonate is 10% by weight of calcium carbonate. Preferred amounts of siloxane are from 0.25 to 2% by weight of ground calcium carbonate, more preferably 0.5 to 1% by weight, and 1 to 5% by weight of precipitated calcium carbonate, more preferably 2 to 4%. When an aqueous emulsion of an Si-H containing siloxane is used in the present invention, the percentages expressed above refer to the amount of Si-H containing siloxane in the emulsion, and not to the amount of emulsion as a whole.
Precipitated calcium carbonate may be conveniently treated with the surface treating agent during the preparation of the precipitated calcium carbonate itself.
6 Precipitated calcium carbonate is prepared by dissolving raw calcium carbonate in an aqueous medium followed by precipitation of the calcium carbonate from the aqueous medium. The Si-H containing surface treating agent may thus be added to the aqueous medium containing the calcium carbonate where it will bind to the surface of the calcium carbonate particles, thus rendering them hydrophobic and hence facilitating precipitation of the calcium carbonate from the aqueous medium. Surface treating agents in the form of an aqueous emulsion are thus particularly useful for treating precipitated calcium carbonate due to their high compatibility with the aqueous system containing the calcium carbonate.
The Si-H containing siloxane on the surface of the calcium carbonate may be allowed to cure prior to use of the calcium carbonate, for example for use as a filler in natural or synthetic elastomers and plastics. Curing may be effected, for example, by leaving the treated calcium carbonate at room temperature for a suitable period of time, e.g. one day to one week, or by heating, e.g. at a temperature of from 50 to 1500C, preferably 50 to 1000C, for a suitable period of time, e.g. 1 hour to 2 days.
Preferably, curing is effected by heating at approximately 900C for one hour.
The hydrophobic calcium carbonate prepared by the method of the present invention is useful as a semi reinforcing and/or extending filler in natural or synthetic elastomers and plastics, for example silicone rubbers and sealants, and in polymeric coatings, for example paints and paper coatings.
7 The present invention will now be illustrated by way of example.
Examples - general method Various amounts of different cyclic Si-H containing siloxanes were added over 30 seconds to 500g batches of ground calcium carbonate (Carbitol 110 from English China Clays p1c) and precipitated calcium carbonate (Socal 31 from Solvay S.A.) in a high speed mixer with mixing. Mixing was continued for 2 minutes after addition of the siloxane to provide an even dispersion of the siloxane in the calcium carbonate.
After mixing the calcium carbonate was removed from the mixer and the siloxane was allowed to cure, either by leaving the calcium carbonate at room temperature or by transferring the calcium carbonate to an oven and heating.
To measure hydrophobicity, a sample of each batch of calcium carbonate was compressed into a flat disc and a 1 Ll drop of distilled water placed thereon. The contact angle of the water on the calcium carbonate disc was then measured using a VCA 2000 instrument from Advanced Surface Technology Products Inc.
Details of each treatment of calcium carbonate are given in Tables 1 and 2 below:
8 Table 1 - ground CaCO, (Carbitol 110) Treatment Contact angle Untreated 9 O.SO-. stearic acid 34 2% stearic acid 65 -15 D4H 99 2 1 01 D5H 10-0 10-. 50:50 mixture D4H:D,H 97 1% monododecyl -substituted D,H 70 1-. monooctyl- substituted D,H 74 Table 2 - precipitated CaCO, (Socal 31) Treatment Contact Angle untreated 5 3% stearic acid 46 2,3 4.10-o monooctyl -substituted D,H 82 4 8% Si-H containing emulsion 115 N.B. All percentages are percentages by weight of CaCO, 1 D4H = tetramethyltetrahydrogentetracyclosiloxane 2 DSH = pentamethylpentahydrogenpentacyclosiloxane 3 CaC03 extracted from water 4 60 mm/S2 aqueous emulsion containing 40-. by weight of trimethylsilyl terminated methylhydrogenpolysiloxane.
9
Claims (17)
1. A method for preparing hydrophobic calcium carbonate which method comprises surface treating the calcium carbonate with a surface treating agent which comprises a cyclic Si-H containing siloxane or an aqueous emulsion of an Si-H containing siloxane.
2. A method according to Claim 1 wherein the surface treating agent comprises a cyclic Si-H containing siloxane.
3. A method according to Claim 2 wherein the cyclic Si-H containing siloxane is of the formula (R2S'O) awherein each R is independently a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, an alkaryl group or a glycol group, at least one R group is a hydrogen atom and a is a positive integer of at least 3.
4. A method according to Claim 2 or 3 wherein the cyclic siloxane is tetramethyltetrahydrogentetracyclosiloxane, pentamethylpentahydrogenpentacyclosiloxane, or a mixture thereof.
5. A method according to any one of Claims 2 to 4 wherein the surface treating agent also includes a linear Si-H containing siloxane.
6. A method according to Claim 5 wherein the linear siloxane is of the formula R3SiO(R2S'O)bSiR3 wherein R is as previously defined and b is 0 or a positive integer.
7. A method according to Claim 6 wherein the linear siloxane has a formula selected from H 3SiO (H2S'O) bSiH3' Me3SiO (MeHSiO) c (AlkMeSiO) dSiMe3, and Me,,SiO (MeHSiO) bSiMe3/ wherein Me represents a methyl group, Alk represents an alkyl group having up to 8 carbon atoms, c is an integer of at least 1, d is 0 or a positive integer, and b is as previously defined.
8. A method according to Claim 7 wherein the linear siloxane is of the formula Me3SiO(MeHSiO)bSiMe3 wherein b is an integer from 40 to 70.
9. A method according to Claim 1 wherein the surface treating agent comprises an aqueous emulsion of an Si-H containing siloxane.
10. A method according to Claim 9 wherein the Si-H containing siloxane is a cyclic siloxane as defined in Claim 3 or 4, or a linear siloxane as defined in any one of Claims 6 to 8, or a mixture of said cyclic and linear siloxanes.
11. A method according to any preceding Claim wherein the calcium carbonate is ground calcium carbonate and the siloxane is added in an amount of 0.25 to 2% by weight of calcium carbonate.
12. A method according to any one of Claims 1 to 10 wherein the calcium carbonate is precipitated calcium carbonate and 11 the siloxane is added in an amount of 1 to 51 by weight of calcium carbonate.
13. A method according to any preceding Claim for preparing hydrophobic precipitated calcium carbonate, which method comprises dissolving raw calcium in an aqueous medium, adding the surface treating agent to the aqueous medium, and precipitating the calcium carbonate from the aqueous medium.
14. A method according to any preceding Claim wherein the calcium carbonate is post treated by heating at a temperature of from 50 to 1500C for from 1 hour to 2 days.
15. Use of hydrophobic calcium carbonate prepared according to any preceding Claim as a filler in a natural or synthetic elastomer or in a polymeric coating.
16. A method substantially as hereinbefore described.
17. Use substantially as hereinbefore described.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9924830A GB2355453A (en) | 1999-10-20 | 1999-10-20 | Preparing hydrophobic calcium carbonate by surface treating with a siloxane |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9924830A GB2355453A (en) | 1999-10-20 | 1999-10-20 | Preparing hydrophobic calcium carbonate by surface treating with a siloxane |
Publications (2)
Publication Number | Publication Date |
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GB9924830D0 GB9924830D0 (en) | 1999-12-22 |
GB2355453A true GB2355453A (en) | 2001-04-25 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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GB9924830A Withdrawn GB2355453A (en) | 1999-10-20 | 1999-10-20 | Preparing hydrophobic calcium carbonate by surface treating with a siloxane |
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004031302A2 (en) * | 2002-10-01 | 2004-04-15 | Dow Corning Corporation | Method of treating precipitated calcium carbonate fillers |
WO2009138798A1 (en) * | 2008-05-14 | 2009-11-19 | Dow Corning Corporation | Silicone rubber compositions |
CN103087551A (en) * | 2013-02-04 | 2013-05-08 | 道奇威(成都)科技有限公司 | Surface modification method for improving hydrophobicity and temperature resistance of calcium carbonate for plastics |
EP2843005A1 (en) | 2013-08-26 | 2015-03-04 | Omya International AG | Earth alkali carbonate, surface modified by at least one polyhydrogensiloxane |
CN106854367A (en) * | 2015-12-08 | 2017-06-16 | 信越化学工业株式会社 | Rubber composition and its product of solidification |
CN110951079A (en) * | 2019-12-25 | 2020-04-03 | 广东省稀有金属研究所 | Alkali-resistant hydrogen-containing silicone oil microemulsion and preparation method thereof |
US10961397B2 (en) * | 2015-08-21 | 2021-03-30 | Omya International Ag | Process for the preparation of a mineral filler product |
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1999
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JPH0632991A (en) * | 1992-07-10 | 1994-02-08 | Kanebo Ltd | Modified powder, and cosmetic containing the same |
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Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004031302A2 (en) * | 2002-10-01 | 2004-04-15 | Dow Corning Corporation | Method of treating precipitated calcium carbonate fillers |
US6743509B2 (en) | 2002-10-01 | 2004-06-01 | Dow Corning Corporation | Method of treating precipitated calcium carbonate fillers |
WO2004031302A3 (en) * | 2002-10-01 | 2004-07-15 | Dow Corning | Method of treating precipitated calcium carbonate fillers |
WO2009138798A1 (en) * | 2008-05-14 | 2009-11-19 | Dow Corning Corporation | Silicone rubber compositions |
CN102015857A (en) * | 2008-05-14 | 2011-04-13 | 陶氏康宁公司 | Silicone rubber compositions |
CN103087551A (en) * | 2013-02-04 | 2013-05-08 | 道奇威(成都)科技有限公司 | Surface modification method for improving hydrophobicity and temperature resistance of calcium carbonate for plastics |
EP2843005A1 (en) | 2013-08-26 | 2015-03-04 | Omya International AG | Earth alkali carbonate, surface modified by at least one polyhydrogensiloxane |
US9783682B2 (en) | 2013-08-26 | 2017-10-10 | Omya International Ag | Earth alkali carbonate, surface modified by at least one polyhydrogensiloxane |
US10465074B2 (en) | 2013-08-26 | 2019-11-05 | Omya International Ag | Earth alkali carbonate, surface modified by at least one polyhydrogensiloxane |
US10961397B2 (en) * | 2015-08-21 | 2021-03-30 | Omya International Ag | Process for the preparation of a mineral filler product |
CN106854367A (en) * | 2015-12-08 | 2017-06-16 | 信越化学工业株式会社 | Rubber composition and its product of solidification |
CN110951079A (en) * | 2019-12-25 | 2020-04-03 | 广东省稀有金属研究所 | Alkali-resistant hydrogen-containing silicone oil microemulsion and preparation method thereof |
Also Published As
Publication number | Publication date |
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GB9924830D0 (en) | 1999-12-22 |
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