IP Library › Granted Patent US 12,590,185
Granted Patent B2
US 12,590,185 · App. 18/026,158 · Granted Mar 31, 2026

Rapid-curing two-component silicone composition having a longer mixer open time

Inventor: Riccardo Suter (Baden, CH)
Assignee: SIKA TECHNOLOGY AG
C08G77/08C08G77/18C08G2150/00C08G2170/00C08G2190/00
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Quick Facts
Patent No.
US 12,590,185
App. No.
18/026,158
Granted
Mar 31, 2026
Kind
B2
Abstract

A two-component silicone composition including a component (A) including at least one hydroxyl-terminated polydiorganosiloxane (P); preferably at least one filler; between 0.05% and 5.0% by weight of emulsified water, based on component (A); and a component (B) including at least one noncondensable polydiorganosiloxane (W) as a plasticizer; at least one organosilane (V) as a crosslinker; at least one catalyst (K) for the crosslinking of polydiorganosiloxanes; wherein all organosilanes (V) preferably have the same hydrolyzable alkoxysilane groups, preferably methoxysilane groups; and catalyst (K) is a tin complex having two mercaptide ligands of formula (V), where ligands (L 1 ) are each independently alkyl mercaptides coordinated via sulfur, especially C 6 to C 16 alkyl mercaptides, where ligands (L 1 ) optionally have methyldialkoxysilane groups, preferably methyldimethoxysilane groups, and ligands (L 2 ) are each independently alkyl ligands, especially C 6 to C 14 alkyl ligands; and component (B) contains less than 5% by weight of carbon black based on component (B).

Claims (49)

1 . A two-component silicone composition consisting of a component A comprising

i) at least one hydroxyl-terminated polydiorganosiloxane P;

ii) optionally at least one filler;

iii) between 0.05% and 5.0% by weight of emulsified water, based on component A;

and a component B comprising

i) at least one noncondensable polydiorganosiloxane W as plasticizer;

ii) at least one organosilane V as crosslinker;

iii at least one catalyst K for the crosslinking of polydiorganosiloxanes;

wherein

catalyst K is a tin complex of formula (V) that has two mercaptide ligands,

where ligands L 1 are each independently alkyl mercaptides coordinated via sulfur, where ligands L 1 optionally have methyldialkoxysilane groups, and ligands L 2 are each independently alkyl ligands; and

component B contains less than 5% by weight of carbon black, based on component B.

2 . The two-component silicone composition as claimed in claim 1 , wherein the hydroxyl-terminated polydiorganosiloxane P is a polydiorganosiloxane P′ of formula (I)

where

the radicals R 1 and R 2 are each independently linear or branched, monovalent hydrocarbyl radicals that have 1 to 12 carbon atoms and optionally include one or more heteroatoms, and optionally one or more C—C multiple bonds and/or optionally cycloaliphatic and/or aromatic components; and

n is chosen such that a weight-average molecular weight M w of the polydiorganosiloxane P′ relative to polystyrene is 500 to 250 000 g/mol.

3 . The two-component silicone composition as claimed in claim 2 , wherein the hydroxyl-terminated polydiorganosiloxane P′

is a polydiorganosiloxane P1 of the formula (I), where n is chosen such that the weight-average molecular weight M w of the polydiorganosiloxane P1 relative to polystyrene is 30 000 to 80 000 g/mol; or

in that the polydiorganosiloxane P′ used is a mixture of

i′) at least one hydroxyl-terminated polydiorganosiloxane P2 of the formula (I), where n is chosen such that the weight-average molecular weight M w of the polydiorganosiloxane P2 relative to polystyrene is >80 000 to 250 000 g/mol; and

ii′) at least one hydroxyl-terminated polydiorganosiloxane P3 of the formula (I), where n is chosen such that the weight-average molecular weight M w of the polydiorganosiloxane P3 relative to polystyrene is 500 to ≤30 000 g/mol;

or in that the polydiorganosiloxane P′ used is a mixture of

i″) at least one hydroxyl-terminated polydiorganosiloxane P1 of the formula (I), where n is chosen such that the weight-average molecular weight M w of the polydiorganosiloxane P1 relative to polystyrene is 30 000 to 80 000 g/mol; and

ii″) at least one hydroxyl-terminated polydiorganosiloxane P3 of the formula (I), where n is chosen such that the weight-average molecular weight M w of the polydiorganosiloxane P3 relative to polystyrene is 500 to ≤30 000 g/mol.

4 . The two-component silicone composition as claimed in claim 2 , wherein the radicals R 1 and R 2 are alkyl radicals having 1 to 5 carbon atoms.

5 . The two-component silicone composition as claimed in claim 1 , wherein organosilane V contains between 0% and 50% by weight, based on component B, of at least one first organosilane V1 of formula (I); and

Contains between 2% and 60% by weight, based on component B, of at least one second organosilane V2 of formula (II);

and contains up to 25% by weight, based on component B, of further organosilanes V3 having hydrolyzable alkoxysilane groups Si-OR a that are not covered by the formulas (I) and (II);

where R a is a hydrogen atom or an ethyl group or a methyl group;

R b is a divalent linear or branched alkyl radical or alkenyl radical having 2 to 20 carbon atoms, and

R c is a divalent linear or branched alkyl radical that has 2 to 20 carbon atoms and contains at least one secondary amino group;

with a proviso that the composition contains less than 10 mol %, based on an amount of organosilane V2, of organosilanes having epoxy groups.

6 . The two-component silicone composition as claimed in claim 5 , wherein organosilane V3 comprises at least one silane of the formula (III),

where the radical R 3 is each independently a linear or branched, monovalent hydrocarbyl radical that has 1 to 12 carbon atoms and optionally includes one or more heteroatoms, and optionally one or more C—C multiple bonds and/or optionally cycloaliphatic and/or aromatic components;

the radical R 4 is a radical R a ; and

p has a value of 0 to 4, with the proviso that, if p has a value of 3 or 4, at least p−2 radicals R 3 each have at least one group reactive with a hydroxyl groups of the polydiorganosiloxane P.

7 . The two-component silicone composition as claimed in claim 5 , wherein the organosilane V2 comprises at least one organosilane of formula (IIa),

where R d is a divalent linear or branched alkyl radical that has 2 to 10 carbon atoms and optionally contains a hydroxyl group and an ether oxygen, and

R e is a divalent linear or branched alkyl radical that has 2 to 10 carbon atoms and optionally contains a secondary amino group.

8 . The two-component silicone composition as claimed in claim 7 , wherein the organosilane V2 is either

an organosilane V2a in which the radicals R d and R e in formula (IIa) are both a divalent linear or branched alkyl radical having 2 to 10 carbon atoms; or

an organosilane V2b in which radical R e in formula (IIa) is a divalent linear or branched alkyl radical having 2 to 10 carbon atoms that optionally contains a secondary amino group, and radical R d contains a divalent linear or branched alkyl radical having 2 to 10 carbon atoms, and additionally contains one of two structural elements shown in formula (IIb);

or are a mixture of an organosilane V2a and an organosilane V2b, where the organosilanes V2a and V2b mentioned are present in component B in a weight ratio of between 1:2 and 2:1.

9 . The two-component silicone composition as claimed in claim 8 , wherein organosilane V2 comprises an organosilane V2a, organosilane V2a being present in an amount of between 5% and 20% by weight based on component B, and organosilane V2 comprises an organosilane V2b, organosilane V2b being present in an amount of between 5% and 20% by weight based on component B, and in that at least one organosilane V3 is present in an amount of between 2.5% and 20% by weight based on component B, and in that the catalyst K is present in component B in an amount of between 0.1% and 1.5% by weight based on component B.

10 . The two-component silicone composition as claimed in claim 7 , wherein organosilane V2b is a radical R e a divalent C 5 alkyl radical that has a secondary amino group in the carbon chain and radical R d is a linear divalent C 6 alkyl radical that has an ether oxygen in the carbon chain and also has a hydroxyl group.

11 . The two-component silicone composition as claimed in claim 1 , wherein, in the catalyst K of the formula (V), both ligands L′ are dodecyl mercaptide and both ligands L 2 are octyl.

12 . The two-component silicone composition as claimed in claim 1 , wherein a weight ratio of component A to component B is ≥1:1.

13 . A two-part adhesive, sealant, coating or casting compound comprising the two-component silicone composition as claimed in claim 1 .

14 . The two-part adhesive, sealant, coating or casting compound as claimed in claim 13 , configured for use in window construction or facade construction.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 14, 2023
From: SUTER, RICCARDO
To: SIKA TECHNOLOGY AG
Reel/Frame 062971/0570 →
Priority Claims (1)
EP 20211309 · Dec 2, 2020 · regional
Continuity (1)
Related Publication 20230357510A1 · Nov 9, 2023
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