WO2012158758A1 - Silicone sealant compositions and methods for producing same - Google Patents
Silicone sealant compositions and methods for producing same Download PDFInfo
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- WO2012158758A1 WO2012158758A1 PCT/US2012/038067 US2012038067W WO2012158758A1 WO 2012158758 A1 WO2012158758 A1 WO 2012158758A1 US 2012038067 W US2012038067 W US 2012038067W WO 2012158758 A1 WO2012158758 A1 WO 2012158758A1
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- WIPO (PCT)
- Prior art keywords
- weight
- cps
- dimethylamino
- trimethyl silane
- polydimethyl siloxane
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 23
- 238000000034 method Methods 0.000 title claims abstract description 14
- 239000004590 silicone sealant Substances 0.000 title description 6
- 239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 36
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims abstract description 36
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 36
- 239000000565 sealant Substances 0.000 claims abstract description 22
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229940094989 trimethylsilane Drugs 0.000 claims abstract description 19
- 229920005573 silicon-containing polymer Polymers 0.000 claims abstract description 17
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims abstract description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 8
- 150000004819 silanols Chemical class 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
- 239000002318 adhesion promoter Substances 0.000 claims description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 229910021485 fumed silica Inorganic materials 0.000 claims description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000004132 cross linking Methods 0.000 claims description 3
- 150000002923 oximes Chemical class 0.000 claims description 3
- 229910000077 silane Inorganic materials 0.000 claims description 3
- 229920001296 polysiloxane Polymers 0.000 abstract description 8
- 229920000642 polymer Polymers 0.000 description 19
- 239000012530 fluid Substances 0.000 description 6
- 125000005372 silanol group Chemical group 0.000 description 6
- KAHVZNKZQFSBFW-UHFFFAOYSA-N n-methyl-n-trimethylsilylmethanamine Chemical compound CN(C)[Si](C)(C)C KAHVZNKZQFSBFW-UHFFFAOYSA-N 0.000 description 5
- 230000006872 improvement Effects 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 238000009472 formulation Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- -1 N,N-dimethylamino Chemical group 0.000 description 2
- 229920004482 WACKER® Polymers 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000004035 construction material Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 210000003195 fascia Anatomy 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- NHBRUUFBSBSTHM-UHFFFAOYSA-N n'-[2-(3-trimethoxysilylpropylamino)ethyl]ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCNCCN NHBRUUFBSBSTHM-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 125000005646 oximino group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
Definitions
- Construction sealants are elastomeric materials which are used to fill voids and gaps between construction materials such as concrete, brick, aluminum, vinyl, wood, plastics, and asphalt to provide a waterproof seal.
- Most important desirable properties of a construction sealant are ability to adhere to a variety of materials, excellent resistance to weathering (UV, ozone, water) and elongation or recoverable deformation.
- a closely related property, movement capability is the ability of the sealant to adhere to dissimilar surfaces as they are stretched and compressed over a wide range of temperatures. This latter property is strongly related to the modulus or stiffness of the material. In general, lower modulus sealants exhibit greater ability to compress, greater cold temperature flexibility and higher elongation. Hence, low modulus, high elongation sealants exhibit greater movement capability and because they are more desirable, command higher value to the end user.
- silicone sealants derived from silanol or OH terminated, polydimethyl siloxane (PDMS) silicone polymers have distinguished themselves as the most desirable class of sealants for most outdoor applications.
- PDMS polydimethyl siloxane
- silicone fluid refers to non-silanol terminated silicone oligomers and polymers that do not react into the polymeric network but rather act as plasticizers.
- silicone fluid has negative side effects, including staining of decorative stone and building fascia and reduced paint-ability of adjacent surfaces due to the tendency for the fluid to migrate from the sealant to adjacent surfaces.
- Other attempts to reduce modulus without the use of fluid result in intractably high viscosity. It would therefore be a highly desirable improvement over the prior sealant technologies to provide very low modulus, non-staining silicone sealants with manageable viscosity. It is this advantageous improvement that has unexpectedly been discovered in the compositions provided by the present invention.
- compositions comprise at least one silanol terminated, polydimethyl siloxane (PDMS) silicone polymer which has been pre -reacted with ( ⁇ , ⁇ -dimethylamino) trimethyl silane.
- PDMS polydimethyl siloxane
- Such compositions have been found unexpectedly to have an exceptional balance of desirable properties, including very low modulus, high elongation, and excellent adhesion.
- the present invention provides, in preferred embodiments, a modified silanol terminated, polydimethyl siloxane (PDMS) silicone polymer of approximately 50,000 cps which has been reacted with from about 0.085% by weight to about 0.15% by weight (N,N-dimethylamino) trimethyl silane.
- PDMS polydimethyl siloxane
- the present invention further provides, in a preferred embodiment, a method of producing a modified silanol terminated, polydimethyl siloxane (PDMS) silicone polymer of approximately 50,000 cps by introducing into a vacuum equipped vertical upright mixer from about 0.085% by weight to about 0.15% by weight ( ⁇ , ⁇ -dimethylamino) trimethyl silane and blending until reacted, for blending, preferably from about 15 minutes to about 60 minutes.
- PDMS polydimethyl siloxane
- the present invention further provides compositions useful as sealants, which
- compositions in preferred embodiments thereof, comprise: a) from about 20%> by weight to about 70%> by weight of at least one
- PDMS polydimethyl siloxane
- At least one adhesion promoter at least one adhesion promoter.
- Suitable OH-terminated, polydimethyl siloxane (PDMS) silicone polymers of approximately 50,000 cps are commercially available from a variety of manufacturers, including Wacker, Momentive (formerly GE), Xiameter and Gelest. N,N-dimethylamino) trimethyl silane is also commercially available from Gelest.
- PDMS polydimethyl siloxane
- sealant formulations in accordance with the invention utilize the above-mentioned modified polymer at levels of from about 20% by weight to about 70% by weight, preferably from about 30%) by weight to about 60%> by weight, and most desirably from about 35% by weight to about 55%) by weight, and are compounded with oxime based crosslinking compounds at a level of from about 2% by weight to about 5% by weight, and at least one ground calcium carbonate at levels of from about 10%> by weight to about 70%> by weight (preferably from about 20%> by weight by weight to about 60%> by weight and most desirably from about 30%> by weight to about 55%) by weight), at least one fumed silica at levels of from about 1% by weight to about 10%) by weight (preferably from about 2% by weight to about 8% by weight and most desirably from about 3% by weight to about 6% by weight), together
- sealants have been found unexpectedly to demonstrate dramatically improved and greatly advantageous movement capability over those sealants produced without the modified polymer, such as previously commercially available sealants.
- the following examples are provided solely to illustrate preferred embodiments of the present invention, and it is to be appreciated and understood that the invention is in no way limited to these examples, and that therefore the invention encompasses all variations and modifications that can be envisioned by one of ordinary skill in the art.
- PDMS polydimethyl siloxane
- Titanium Oxide Paste (MO- 10313 -Plasticolors) 1.00% 1.00% 1.00%
- Adhesion Promoter (Dynasylan Triamo - Evonik) 0.38% 0.38% 0.38% Catalyst (FASTCAT 4208X) 0.12% 0.12% 0.12
- formulation corresponding to 2-3 had much lower modulus than the one corresponding to formula 2-1.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Sealing Material Composition (AREA)
Abstract
Novel silicone based sealant compositions and methods for making such compositions are provided. The compositions comprise at least one silanol terminated, polydimethyl siloxane (PDMS) silicone polymer which has been pre -reacted with (Ν,Ν-dimethylamino) trimethyl silane. Such compositions have been found unexpectedly to have an exceptional balance of desirable properties, including very low modulus, high elongation, and excellent adhesion.
Description
Silicone Sealant Compositions and Methods for Producing Same
Reference to Related Application
This application is a non-provisional application, which incorporates by reference herein and claims priority, in part, of US Provisional Application No. 61/487,241, filed May 17, 2011.
Background of the Invention Construction sealants are elastomeric materials which are used to fill voids and gaps between construction materials such as concrete, brick, aluminum, vinyl, wood, plastics, and asphalt to provide a waterproof seal. Among the most important desirable properties of a construction sealant are ability to adhere to a variety of materials, excellent resistance to weathering (UV, ozone, water) and elongation or recoverable deformation. A closely related property, movement capability, is the ability of the sealant to adhere to dissimilar surfaces as they are stretched and compressed over a wide range of temperatures. This latter property is strongly related to the modulus or stiffness of the material. In general, lower modulus sealants exhibit greater ability to compress, greater cold temperature flexibility and higher elongation. Hence, low modulus, high elongation sealants exhibit greater movement capability and because they are more desirable, command higher value to the end user.
Due to a high level of chemical inertness and very low glass transition temperature (Tg) and the resultant low temperature flexibility and high elongation, silicone sealants derived from silanol or OH terminated, polydimethyl siloxane (PDMS) silicone polymers have distinguished themselves as the most desirable class of sealants for most outdoor applications. Despite the solid track record of such silicone sealants, most attempts to achieve very low modulus, high movement capability silicone sealants have relied on the use of silicone fluid to achieve low modulus. The term silicone fluid refers to non-silanol terminated silicone oligomers and polymers that do not react into the polymeric network but rather act as plasticizers. However, the use of silicone fluid has negative side effects, including staining of decorative stone and building fascia and reduced paint-ability of adjacent surfaces due to the tendency for the fluid to migrate from the sealant to adjacent surfaces. Other attempts to reduce modulus without the use of fluid result in intractably high viscosity. It would therefore be a highly desirable improvement over the prior sealant technologies to provide very low modulus, non-staining silicone sealants
with manageable viscosity. It is this advantageous improvement that has unexpectedly been discovered in the compositions provided by the present invention.
Brief Description of the Invention
Novel silicone based sealant compositions and methods for making such compositions are provided. The compositions comprise at least one silanol terminated, polydimethyl siloxane (PDMS) silicone polymer which has been pre -reacted with (Ν,Ν-dimethylamino) trimethyl silane. Such compositions have been found unexpectedly to have an exceptional balance of desirable properties, including very low modulus, high elongation, and excellent adhesion.
The present invention provides, in preferred embodiments, a modified silanol terminated, polydimethyl siloxane (PDMS) silicone polymer of approximately 50,000 cps which has been reacted with from about 0.085% by weight to about 0.15% by weight (N,N-dimethylamino) trimethyl silane. The present invention further provides, in a preferred embodiment, a method of producing a modified silanol terminated, polydimethyl siloxane (PDMS) silicone polymer of approximately 50,000 cps by introducing into a vacuum equipped vertical upright mixer from about 0.085% by weight to about 0.15% by weight (Ν,Ν-dimethylamino) trimethyl silane and blending until reacted, for blending, preferably from about 15 minutes to about 60 minutes.
The present invention further provides compositions useful as sealants, which
compositions, in preferred embodiments thereof, comprise: a) from about 20%> by weight to about 70%> by weight of at least one
modified silanol terminated, polydimethyl siloxane (PDMS) silicone polymer of approximately 50,000 cps which has been reacted with from about 0.085%) by weight to about 0.15% by weight (N,N-dimethylamino) trimethyl silane;
b) from about 1% by weight to about 10%> by weight of at least one fumed silica;
c) from about 10%> by weight to about 70%> by weight of at least one ground calcium carbonate;
d) from about 2% by weight to about 5% by weight of at least one oxime based silane crosslinking compound;
a catalyst; and
at least one adhesion promoter.
Detailed Description of the Invention
In accordance with the present invention, it has been found that the use of (N,N- dimethylamino) trimethyl silane added to OH terminated, polydimethyl siloxane (PDMS) silicone polymers of approximately 50,000 cps, at a very specific level of addition of from about 0.85% by weight to about 0.15% by weight, results in a modified OH terminated, polydimethyl siloxane (PDMS) silicone polymer with great utility in sealant manufacturing and the desirable and unexpectedly advantageous improvements over presently commercially available sealants, as described previously. Although the exact mechanism of polymer modification is not currently known, it is believed the (Ν,Ν-dimethylamino) trimethyl silane reacts with a portion of the terminal silanol groups of the silicone polymers, thereby introducing non-reactive terminal group(s). The introduction of some non-reactive terminal groups results in a modified OH terminated, polydimethyl siloxane (PDMS) polymer which has lower effective functionality, and therefore in turn resulting in a lower crosslink density, upon compounding into a sealant. It is furthermore believed that the introduction of a similar molar ratio of (N,N -dimethyl amino) trimethyl silane to silanol end-groups in silicone polymers of different viscosities (and hence molecular weight distribution) will result in a similar improvement in performance. Moreover, it is also further believed that the introduction of other trimethyl silane containing molecules, at similar molar ratio of trimethyl silane to silanol end-groups, will result in the same advantage. In the compositions and methods of the present invention, it will be appreciated by one skilled in the art that suitable OH-terminated, polydimethyl siloxane (PDMS) silicone polymers of approximately 50,000 cps are commercially available from a variety of manufacturers, including Wacker, Momentive (formerly GE), Xiameter and Gelest. N,N-dimethylamino) trimethyl silane is also commercially available from Gelest. A general correlation between viscosity (measured in centipoises or cps) and molecular weight has been published for trimethylsiloxy terminated PDMS (Dow Corning R 200 Fluid) where it is estimated that a 50,000 cps PDMS polymer would have a molecular weight of approximately 100,000 g/mol. Separately, information from another PDMS supplier describes a
an approximately 50,000 cps grade (Xiameter R OHX-4070 POLYMER 50000CS) having 0.04% by weight silanol groups. Additionally, when (Ν,Ν-dimethylamino) trimethyl silane reacts with silanol groups on the PDMS polymer, presumably 62.25% by weight of the amount added (stated to be from 0.085%> by weight to 0.15% by weight) becomes bound to the silanol groups of the PDMS (i.e., the group which is bound is (CH3)3-Si). From such information, it can be readily ascertained by those of ordinary skill in this art that it is relatively straightforward to determine the weight percent of other trimethyl silane-containing reactants, in order to achieve an equivalent molar ratio as recognized herein to be of value.
It has also been found in accordance with the present invention that exceptional low modulus, high movement sealants can be produced from the above-mentioned modified polymer. Such sealant formulations in accordance with the invention utilize the above-mentioned modified polymer at levels of from about 20% by weight to about 70% by weight, preferably from about 30%) by weight to about 60%> by weight, and most desirably from about 35% by weight to about 55%) by weight, and are compounded with oxime based crosslinking compounds at a level of from about 2% by weight to about 5% by weight, and at least one ground calcium carbonate at levels of from about 10%> by weight to about 70%> by weight (preferably from about 20%> by weight by weight to about 60%> by weight and most desirably from about 30%> by weight to about 55%) by weight), at least one fumed silica at levels of from about 1% by weight to about 10%) by weight (preferably from about 2% by weight to about 8% by weight and most desirably from about 3% by weight to about 6% by weight), together with at least one catalyst and at least one adhesion promoter (both of the latter being well known to those of ordinary skill in this art in terms of characteristics and desirable amounts). Such sealants have been found unexpectedly to demonstrate dramatically improved and greatly advantageous movement capability over those sealants produced without the modified polymer, such as previously commercially available sealants. The following examples are provided solely to illustrate preferred embodiments of the present invention, and it is to be appreciated and understood that the invention is in no way limited to these examples, and that therefore the invention encompasses all variations and modifications that can be envisioned by one of ordinary skill in the art.
Examples:
1) Several modified versions of OH-terminated, polydimethyl siloxane (PDMS) polymers (Elastomer 5 ON Silicone (Wacker)) were produced in a laboratory (Ross) mixer equipped with vacuum. Polymer A had approximately 0.08% by weight (Ν,Ν-dimethylamino) trimethyl silane (Gelest), Polymer B had approximately 0.1% by weight (Ν,Ν-dimethylamino) trimethyl silane , Polymer C had approximately 0.09% by weight (N,N-dimethylamino) trimethyl silane . The modified polymers were produced by weighing the 5 ON Silicone directly into the pan, then closing the lid, and mixing for about 5 minutes under approximately 28 inches of mercury vacuum. After about 5 minutes the mixer was quickly opened, the (Ν,Ν-dimethylamino) trimethyl silane was added, the lid was closed immediately and thereafter mixing with vacuum again applied. The (Ν,Ν-dimethylamino) trimethyl silane was reacted with the polymer for approximately 30 minutes under vacuum, after which mixing was discontinued and the vacuum released.
2) The modified polymers of the above example 1) were next compounded into sealants, using a Ross mixer equipped with vacuum and in accordance with the formulas in the approximate percentages by weight of components listed below.
2-1 2-2 2-3
Modified Polymer A 49.55%
Modified Polymer B 49.55%
Modified Polymer C 49.55%
Phenyl Oximino Silane (OS-5200 - Honeywell) 4.04% 4.04% 4.04%
Titanium Oxide Paste (MO- 10313 -Plasticolors) 1.00% 1.00% 1.00%
Fumed Silica (Aerosil 150- Evonik) 4.08% 4.08% 4.08%
Ground Calcium Carbonate (Hi-Plex 100-Specialty
Minerals, Inc.) 37.12% 37.12% 37.12%
Odorless Mineral Spirits (Ashland) 3.71% 3.71% 3.71%
Adhesion Promoter (Dynasylan Triamo - Evonik) 0.38% 0.38% 0.38%
Catalyst (FASTCAT 4208X) 0.12% 0.12% 0.12
T
he formulations in accordance with the invention 2-1, 2-2, and 2-3 above, were then tested by casting a drawdown and conditioning for about 7 days at about 77 degrees F/50%> RH, then cut into dumbbell shapes and tested for modulus on standard testing equipment at 100% elongation. The data obtained (approximate numbers) is as follows:
2Λ n
Modulus (at 100% elongation) 39 22 26
% Elongation at Break 1500 1750 1700
3) Formulas corresponding to 2-1 and 2-3, above, were manufactured at 90
gallon and 200 gallon scale using vertical upright mixers equipped with sweep blades and dispersing blades and vacuum (28 inches Hg). These batches were then tested for Modulus at 100% elongation (M 100%) and 150% (M 150%) elongation on a tensile testing machine after conditioning for about 7 days at 77 degrees F/50%> RH. As shown below in the following table, the
formulation corresponding to 2-3 had much lower modulus than the one corresponding to formula 2-1.
Production Production
Batches Using Batches Using
Formula 2-1 Formula 2-3
M M M M
100% 150% 100% 150%
33 38 26 30
37 43 25 30
37 44 29 33
32 39 26 29
37 48 26 30
47 54 17 21
49 58 22 25
53 62 31 36
54 64 25 30
46 55 28 33
48 56 34 39
36 42 31 36
38 46 28 33
39 45 17 20
40 46 31 37
40 47 28 33
47 56 28 32
48 55 17 21
46 56 16 21
36 43 30 34
27 31
29 35
30 36
Ave 42.15 49.85 Ave 26.13 30.65
Various modifications and variations of the invention will be apparent to those skilled in the art from the description herein, and it is intended that all such variations and modifications are not limiting of the scope of the invention, which is defined solely by the appended claims.
Claims
1. A modified silanol terminated, polydimethyl siloxane silicone polymer of approximately 50,000 cps which has been reacted with from about 0.085% by weight to about 0.15% by weight (Ν,Ν-dimethylamino) trimethyl silane.
2. A method of producing a modified silanol terminated, polydimethyl siloxane silicone polymer of approximately 50,000 cps, which method comprises introducing into a vacuum equipped vertical upright mixer from about 0.085%) by weight to about 0.15% by weight (Ν,Ν-dimethylamino) trimethyl silane and blending for from about 15 minutes to about 60 minutes.
3. A method of producing a modified silanol terminated, polydimethyl siloxane silicone polymer of approximately 50,000 cps, which method comprises introducing into a vacuum equipped extruder from about 0.085%) by weight to about 0.15%) by weight (Ν,Ν-dimethylamino) trimethyl silane and blending until reacted.
4. Compositions useful as sealants, which compositions comprise:
a) from about 20%> by weight to about 10% by weight of at least one
modified silanol terminated, polydimethyl siloxane (PDMS) silicone polymer of approximately 50,000 cps which has been reacted with from about 0.085%) by weight to about 0.15%o by weight ( ,N-dimethylamino) trimethyl silane;
b) from about 1% by weight to about 10% by weight of at least one fumed silica;
c) from about 10% by weight to about 70% by weight of at least one ground calcium carbonate;
d) from about 2% by weight to about 5% by weight of at least one oxime based silane crosslinking compound;
e) a catalyst; and
f) at least one adhesion promoter.
5. A method of producing the composition of claim 4, which method comprises using a vacuum equipped vertical upright mixer.
1
RECTIFIED (RULE 91) - ISA/US
6. A method of producing the sealant of claim 5, which method comprises using a vacuum equipped extruder.
7. A composition comprising a modified silanol terminated, polydimethyl
siloxane (PDMS) silicone polymer of approximately 50,000 cps which has been reacted with the molar ratio equivalent of from about 0.085% by weight to about 0.15%) by weight of a trimethyl silane containing molecule.
8. A composition in accordance with claim 5 wherein the resulting viscosity is less than about 1 million cps at 77 degrees F.
9. A composition in accordance with claim 8 wherein the silanol terminated, polydimethyl siloxane (PDMS) silicone polymer which has been reacted with the molar ratio equivalent of from about 0.085% by weight to about 0.15% by weight (Ν,Ν-dimethylamino) trimethyl silane has a viscosity of from 5000 cps to about 500,000 cps.
2
RECTIFIED (RULE 91) - ISA/US
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161487241P | 2011-05-17 | 2011-05-17 | |
| US61/487,241 | 2011-05-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2012158758A1 true WO2012158758A1 (en) | 2012-11-22 |
Family
ID=47177319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2012/038067 WO2012158758A1 (en) | 2011-05-17 | 2012-05-16 | Silicone sealant compositions and methods for producing same |
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| Country | Link |
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| WO (1) | WO2012158758A1 (en) |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3305525A (en) * | 1967-02-21 | Method for making organosilicon polymers | ||
| US4417042A (en) * | 1982-02-17 | 1983-11-22 | General Electric Company | Scavengers for one-component alkoxy-functional RTV compositions and processes |
| US4537691A (en) * | 1983-11-14 | 1985-08-27 | Shin-Etsu Chemical Co. Ltd. | Silicone-based working fluid composition |
| US5486635A (en) * | 1994-04-28 | 1996-01-23 | Dow Corning Toray Silicone Co., Ltd. | Method for preparing diorganopolysiloxane having a functional group at only one end of the molecular chain |
| US5514827A (en) * | 1995-01-25 | 1996-05-07 | Osi Specialties, Inc. | Silylated cyclic hydrocarbons and their uses |
| US5550185A (en) * | 1993-05-11 | 1996-08-27 | Shin-Etsu Chemical Co., Ltd. | Silicone rubber composition |
| US20020145227A1 (en) * | 2000-12-20 | 2002-10-10 | Bruce Boudreau | System for preparing a liquid silicone rubber composition |
-
2012
- 2012-05-16 WO PCT/US2012/038067 patent/WO2012158758A1/en active Application Filing
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3305525A (en) * | 1967-02-21 | Method for making organosilicon polymers | ||
| US4417042A (en) * | 1982-02-17 | 1983-11-22 | General Electric Company | Scavengers for one-component alkoxy-functional RTV compositions and processes |
| US4537691A (en) * | 1983-11-14 | 1985-08-27 | Shin-Etsu Chemical Co. Ltd. | Silicone-based working fluid composition |
| US5550185A (en) * | 1993-05-11 | 1996-08-27 | Shin-Etsu Chemical Co., Ltd. | Silicone rubber composition |
| US5486635A (en) * | 1994-04-28 | 1996-01-23 | Dow Corning Toray Silicone Co., Ltd. | Method for preparing diorganopolysiloxane having a functional group at only one end of the molecular chain |
| US5514827A (en) * | 1995-01-25 | 1996-05-07 | Osi Specialties, Inc. | Silylated cyclic hydrocarbons and their uses |
| US20020145227A1 (en) * | 2000-12-20 | 2002-10-10 | Bruce Boudreau | System for preparing a liquid silicone rubber composition |
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