Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From silicon reactant having at least one...
Reexamination Certificate
2000-08-31
2003-01-07
Moore, Margaret G. (Department: 1712)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From silicon reactant having at least one...
C528S018000, C528S034000, C523S109000, C524S588000, C524S368000, C524S378000, C524S377000
Reexamination Certificate
active
06503994
ABSTRACT:
The invention relates to silicone compositions which cure by condensation at room temperature, composed of polyorganosiloxane containing hydroxyl groups and base dough containing filler, as well as an activator component containing crosslinking agents and a catalyst composed of an organic metal compound.
Silicone impression compositions which crosslink by condensation and crosslink by addition differ according to the nature of the crosslinking (R. Marxkors/H. Meiners, Taschenbuch der zahnärztlichen Werkstoffkunde, Munich Vienna: Carl Hanser Verlag, 1978; Ullmann's Encyclopedia of Industrial Chemistry, 5th ed., Weinheim; New York; VCH, Volume 8, 1987, 288).
The silicone impression compositions in the form of a two-component system consist—if they belong to those that crosslink by condensation—of base dough containing polydimethylsilanols or other hydroxy polyorganosiloxanes and filler as well as an activator fluid or dough containing crosslinker and catalyst for the polycondensation. After the two components are mixed just prior to use the polydimethylsilanols react with the crosslinker—usually consisting of silicic acid esters or other alkoxysilanes—by condensation with chain lengthening, branching and crosslinking, plus rubber-elastic materials well suited to the stripping operation. Silicone impression compositions crosslinking by condensation are disclosed, for example, in DE 1 153 169 B1, DE 26 44 193 A1, DE 34 06 233 A1, DE 36 36 974 A1 and DE 43 32 037 A1.
DE 1 153 169 B 1 relates to a method for producing elastomeric molded articles from two separate dough-like compositions which are mixed together before curing at room temperature. One of the compositions contains hydroxyl end-blocked diorganopolysiloxane and crosslinkers, for example silicic acid esters or organohydropolysiloxanes, and the other by contains diorganopolysiloxane end-blocked by triorganosiloxy groups and the condensation catalyst, for example dibutyltin diacetate. The compositions are used mainly as impression or sealing compositions for technical, artistic, or especially for dental purposes. It is disadvantageous that the composition containing the hydroxyl end-blocked diorganopolysiloxane and the crosslinker loses its effect considerably while in storage.
DE 26 44 193 A1 discloses doughy compositions for polyorganosiloxanes which are vulcanizable at room temperature; in addition to crosslinking substances and catalysts, they contain as thickening agents 3-40 weight-% of active hydrophilic silicic acid and in some cases up to 40 weight-% of inactive fillers such as quartz flour or titanium dioxide as well as crosslinking substances and catalysts (hardening catalysts). Crosslinking substances are silicic and polysilicic acids, and alkylalkoxy arylalkoxy or alkylalkanoyl silanes. Their quantity amounts to 0.1-10 weight-parts with respect to the polyorganosiloxane. Catalysts are carboxylic acid metal salts, such as dibutyltin dilaurate, tin(II) octanoate, lead laurate, cobalt naphthenate and tetraisopropyltitanate, or amines or amine salts, respectively, such as hexylamine, cyclohexylamine and butylammonium acetate. They are used in amounts between 0.1 to 10% with respect to the polyorganosiloxane. The dough compositions have good shelf life in moisture-proof packaging and, like the polyorganosiloxane doughs, they can be packed in tubes with a selected opening diameter and dispensed according to the length of the strands pressed from the tubes. The diameters of the tube openings are selected such that there are between 3 and 40 weight-parts of the dough compositions per 100 weight-parts of the polyorganosiloxane doughs.
In DE 34 06 233 A1, certain finely divided inorganic fillers are described for silicone compositions in dough form which cure by condensation or addition at room temperature; their particles are coated with paraffin oil, have an average particle size between 1 and 25 micrometers, and can consist of calcium carbonate, cristobalite or quartz flour. The silicone compositions contain 30-90 weight-% of the fillers and are used preferably in impression compositions for dental purposes, a distinction being made between condensation crosslinking and addition crosslinking systems. In the former case the activator components in liquid or dough form contain a carboxylic acid metal salt and a silicic acid ester, and the silicone compositions contain polyorganosiloxanes with two or more hydroxyl groups in the molecule.
In DE 43 32 037 A1, a condensation-crosslinking silicone is proposed for making impressions in dental medicine, whose principal and secondary components are mixed together in a 1:1 ratio and can be packed in the 1:1 volume ratio in chambers of dual cartridges. The principal component consists of hydroxypolysiloxane, pyrogenic silicic acid, calcium carbonate, water, and dibutyltin dilaurate, the secondary components of cristobalite, silicone oil and paraffin oil. This silicone, however, contains no crosslinker and therefore does not cure to form a rubber-elastic material.
While in the case of addition-crosslinking impression compositions, two-component systems in the form of doughs of good shelf life, which can be dispensed by weight or volume, preferably in a 1:1 ratio, are known (see for example EP 0 219 660 B1), there are no systems among the condensation-crosslinking silicone impression compositions containing crosslinking agents and having long shelf life which can be dispensed in this manner.
The invention is therefore addressed to the problem of finding a silicone composition of the kind described above, which will cure by condensation at room temperature and consist of the two components, namely base dough and the activator component, both components being stable in storage, can be dispensed in the desired ratio of mixture to one another, and can be uniformly mixed together in any ratio. The activator component is to have a fluid to doughy consistency and is to permit the silicone composition to be offered in tubes, in tubular bags intended for use together with cartridges and disclosed for example in DE 296 02 111 U1, and preferably in dual cartridges. The silicone composition is to be suitable for use as a dental impression composition.
Dual cartridges are two-chamber devices of the kind described, for example, in EP 0 378 806 B1 for mixing components which react with one another and for dispensing the dough mixtures obtained. Before use the stopper originally sealing the dual cartridge is removed and a static mixer provided at its front end with a dispensing opening is inserted. With dual cartridges the correct ratio of admixture of the components and the uniformity of the mixed doughs are easy to achieve.
The silicone composition representing the solution of the problem is characterized according to the invention by the following variants:
1. The activator component additionally contains a polyether having no more than one alkoxysilyl group and/or contains a polyaddition product based on polyether and having no more than one alkoxysilyl group.
2. The activator component additionally contains a polyaddition product with at least two alkoxysilyl groups in the molecule, the polyaddition product contained in the active component being a polyaddition product containing an ether and a urethane and a urea and an alkoxysilyl group with a predominantly linear molecular structure, ether, urethane and urea segments bound only aliphatically or cycloaliphatically, and a mean molecular weight M
n
of 800-20,000,
a) a polyether group content of >90-99.5 wt.-%
b) a urethane group content of 0.5-10-wt.-%
c) a urea group content of 0-10 wt.-% and
d) groups of the form, —NR
a
R
b
, wherein R
a
and R
b
represent, independently of one another: H, C
x
H
2x+1
, phenyl or —(CH
2
)
n
—SiR
1
R
2
R
3
, R
1
, R
2
, and R
3
representing, independently of one another, C
1
to C
4
alkyl.
3. The activator component additionally contains a polyaddition product with at least two alkoxysilyl groups in the molecule, the polyaddition product contained in the activator component being a polyaddit
Freckmann Michael
Nehren Klaus-Dieter
Schaub Matthias
Heraeus Kulzer GmbH & Co. KG
Moore Margaret G.
Norris & McLaughlin & Marcus
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