Patent US3105559A successfully refreshed from Google Patents.
Patent US5470923A successfully refreshed from Google Patents.
US5470923A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Moisture-curable silicone pressure-sensitive adhesives
Assignee: Dow Silicones Corp
•
Filing: 1993-05-14
•
Granted: 1995-11-28
•
Expires: 2013-05-14
Abstract
Abstract Silicone pressure sensitive adhesive compositions which cure in the presence of moisture comprise an adhesive component which bears alkoxy radical-containing curing radicals and, optionally, a catalyst to accelerate the reaction of moisture with the alkoxy radicals to form siloxane bonds. Curing provides adhesives ranging from pressure sensitive adhesives having improved properties to permanent adhesives. The adhesives are useful for adhering an object to a surface and thereafter improving the bond between the object and the surface by exposure to moisture.
Inventors
- 👤 Robert H. Krahnke
- 👤 Shawn K. Mealey
- 👤 William J. Schoenherr
- 👤 Schuyler B. Smith, deceased
- 👤 Thomas J. Tangney
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 08:32
CPC Classifications
C; C09; C09J; C09J183/00; C09J183/04; C08; C08G; C08G77/00; C08G77/42; C08G77/44; C09J183/14
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
123 words
A composition comprising a silicone pressure sensitive adhesive component bearing curing radicals having the formula (MeO) 3 SiC 2 H 4 SiMe 2 O-- wherein Me denotes methyl and wherein the silicone pressure sensitive adhesive component bearing curing radicals has been prepared by a method comprising reacting (i) a silicone pressure sensitive adhesive composition having reactive sites of the formula ≡SiX, and X denotes an alkenyl radical, a hydroxyl radical or a hydrogen atom, substantially all X being OH, with (ii) a moisture-reactive compound having the formula {(MeO) 3 SiC 2 H 4 SiMe 2 } 2 NH; all other silicon-bonded radicals in (i) being selected from the group consisting of divalent oxygen atoms linking silicon atoms, hydrogen atoms and monovalent hydrocarbon radicals.
Claim 2
Dependent Claim
123 words
A composition comprising a silicone pressure sensitive adhesive component bearing curing radicals having the formula (MeO) 3 SiC 2 H 4 SiMe 2 O-- wherein Me denotes methyl and wherein the silicone pressure sensitive adhesive component bearing curing radicals has been prepared by a method comprising reacting (i) a silicone pressure sensitive adhesive composition having reactive sites of the formula ≡SiX, and X denotes an alkenyl radical, a hydroxyl radical or a hydrogen atom, substantially all X being OH, with (ii) a moisture-reactive compound having the formula {(MeO) 3 SiC 2 H 4 SiMe 2 } 2 NH; all other silicon-bonded radicals in (i) being selected from the group consisting of divalent oxygen atoms linking silicon atoms, hydrogen atoms and monovalent hydrocarbon radicals.
Claim 3
Dependent Claim
30 words
A composition in accordance with claim 1 further comprising an effective amount of a catalyst component to accelerate a reaction of the curing radicals with moisture to form siloxane bonds.
Claim 4
Dependent Claim
99 words
A composition in accordance with claim 2 wherein the silicone pressure sensitive adhesive composition comprises a bodies mixture of (1) 40 to 60 parts by weight of a silanol-containing organopolysiloxane resinous portion comprising Me 3 SiO 1/2 siloxane units and SiO 4/2 siloxane units, wherein the mol ratio of the Me 3 SiO 1/2 siloxane units to SiO 4/2 siloxane units has a value of from 0.6/1 to 9/1 and (2) 40 to 60 parts by weight of a polydimethylsiloxane gum having a viscosity at 25° C. of at least 1,000,000 centipoise, and the catalyst component is a titanate.
Claim 5
Dependent Claim
16 words
A composition in accordance with claim 3 wherein the titanate comprises tetrabutyl titanate or titanium diisopropoxy-bis-(ethylacetoacetate).
Claim 6
Dependent Claim
28 words
A composition in accordance with claim 4 bearing from 2 to 50 millimols of curing radicals per 100 parts by weight of the silicone pressure sensitive adhesive component.
Claim 7
Dependent Claim
18 words
A composition in accordance with claim 1 further comprising a solvent for the moisture-curable silicone pressure sensitive adhesive.
Claim 8
Dependent Claim
47 words
A composition in accordance with claim 1 wherein the moisture-reactive compound {(MeO) 3 SiC 2 H 4 SiMe 2 } 2 NH has been prepared by adding tetramethyldisilazane to a mixture of vinyltrimethoxy silane and chloroplatinic acid, complexed with divinyltetramethyldisiloxane, and allowing a hydrosilylation reaction to occur.
Claim 9
Dependent Claim
44 words
A composition in accordance with claim 7 wherein the amount of moisture-reactive compound is sufficient to react with from 2 to 50 millimols of said silicon-bonded hydroxyl radicals for every 100 parts by weight of the silicone pressure sensitive adhesive component having reactive sites.
Claim 10
Dependent Claim
19 words
A composition in accordance with claim 8 wherein a solvent component for component (i) is used during said reacting.
Claim 11
Dependent Claim
107 words
A silicone pressure sensitive adhesive bearing curing radicals of the formula (MeO) 3 SiC 2 H 4 SiMe 2 -obtained by the method comprising reacting (i) a silicone pressure sensitive adhesive composition having reactive sites of the formula ≡SiX and X denotes an alkenyl radical, a hydroxyl radical or a hydrogen atom, substantially all X radicals being hydroxyl, with (ii) a moisture-reactive compound having the formula {(MeO) 3 SiC 2 H 4 SiMe 2 } 2 NH, Me denotes methyl; all other silicon-bonded radicals in (i) being selected from the group consisting of divalent oxygen atoms linking silicon atoms, hydrogen atoms, hydroxyl radicals and monovalent hydrocarbon radicals.
Claim 12
Dependent Claim
107 words
A silicone pressure sensitive adhesive bearing curing radicals of the formula (MeO) 3 SiC 2 H 4 SiMe 2 -obtained by the method comprising reacting (i) a silicone pressure sensitive adhesive composition having reactive sites of the formula ≡SiX and X denotes an alkenyl radical, a hydroxyl radical or a hydrogen atom, substantially all X radicals being hydroxyl, with (ii) a moisture-reactive compound having the formula {(MeO) 3 SiC 2 H 4 SiMe 2 } 2 NH, Me denotes methyl; all other silicon-bonded radicals in (i) being selected from the group consisting of divalent oxygen atoms linking silicon atoms, hydrogen atoms, hydroxyl radicals and monovalent hydrocarbon radicals.
Claim 13
Dependent Claim
115 words
The silicone pressure sensitive adhesive as claimed in claim 10 wherein the silicone pressure sensitive adhesive component (i) is prepared by bodying a mixture of (1) 40 to 60 parts by weight of an organopolysiloxane resinous portion comprising Me 3 SiO 1/2 siloxane units and SiO 4/2 siloxane units, wherein the mole ratio of the Me 3 SiO 1/2 siloxane units to SiO 4/2 siloxane units has a value of from 0.6/1 to 0.9/1 wherein Me represents a methyl radical; and (2) 40 to 60 parts by weight of a polydimethylsiloxane gum having a viscosity at 25° C. of at least 1,000,000 centipoise; and said reacting is promoted by the action of an acid catalyst.
Claim 14
Dependent Claim
50 words
The silicone pressure sensitive adhesive as claimed in claim 11 wherein the moisture-reactive compound {(MeO) 3 SiC 2 H 4 SiMe 2 } 2 NH has been prepared by adding tetramethyldisilazane to a mixture of vinyltrimethoxy silane and chloroplatinic acid complexed with divinyltetramethyldisiloxane and allowing a hydrosilylation reaction to occur.
Claim 15
Dependent Claim
47 words
The silicone pressure sensitive adhesive as claimed in claim 12 wherein the amount of moisture-reactive compound is sufficient to react with from 2 to 50 millimols of said silicon-bonded hydroxyl radicals in every 100 parts by weight of silicone pressure sensitive adhesive composition by having reactive sites.
Claim 16
Dependent Claim
24 words
The silicone pressure sensitive adhesive as claimed in claim 13 wherein there is additionally present a solvent component for component (i) during said reacting.
Claim 17
Dependent Claim
37 words
The silicone pressure sensitive adhesive as claimed in claim 14 wherein the method further comprises mixing an effective amount of a catalyst component to accelerate any reaction of the curing radicals with moisture to form siloxane bonds.
Claim 18
Dependent Claim
145 words
A composition comprising a moisture-curable silicone pressure sensitive adhesive selected from the group consisting of a mixture of an organopolysiloxane resin with a polydiorganosiloxane gum having a viscosity at 25° C. of at least 1,000,000 centipoise and a bodied product thereof wherein at least one of said organopolysiloxane resin, said polydiorganosiloxane gum or said bodied product bears curing radicals having the formula R b (R'O) 3-b SiZ-- wherein Z denotes a divalent radical linking the silicon atom of the curing radical to a silicon atom of the silicone pressure sensitive adhesive, R denotes a monovalent hydrocarbon radical, R' denotes an alkyl radical or alkoxyalkyl radical, and the subscript b has a value of 0 or 1; all other silicon-bonded radicals of the silicone pressure sensitive adhesive being selected from the group consisting of divalent oxygen atoms linking silicon atoms, hydrogen atoms and monovalent hydrocarbon radicals.
Claim 19
Dependent Claim
145 words
A composition comprising a moisture-curable silicone pressure sensitive adhesive selected from the group consisting of a mixture of an organopolysiloxane resin with a polydiorganosiloxane gum having a viscosity at 25° C. of at least 1,000,000 centipoise and a bodied product thereof wherein at least one of said organopolysiloxane resin, said polydiorganosiloxane gum or said bodied product bears curing radicals having the formula R b (R'O) 3-b SiZ-- wherein Z denotes a divalent radical linking the silicon atom of the curing radical to a silicon atom of the silicone pressure sensitive adhesive, R denotes a monovalent hydrocarbon radical, R' denotes an alkyl radical or alkoxyalkyl radical, and the subscript b has a value of 0 or 1; all other silicon-bonded radicals of the silicone pressure sensitive adhesive being selected from the group consisting of divalent oxygen atoms linking silicon atoms, hydrogen atoms and monovalent hydrocarbon radicals.
Claim 20
Dependent Claim
29 words
A composition in accordance with claim 16, further comprising an effective amount of a catalyst to accelerate the reaction of the curing radicals with moisture to form siloxane bonds.
Claim 21
Dependent Claim
163 words
A composition in accordance with claim 17, wherein said silicone pressure sensitive adhesive comprises a bodied product of (i) 40 to 60 parts by weight of a silanol-containing organopolysiloxane resinous portion comprising Me 3 SiO 1/2 siloxane units and SiO 4/2 siloxane units, wherein the mole ratio of the Me 3 SiO 1/2 siloxane units to SiO 4/2 siloxane units has a value of from 0.6/1 to 0.9/1 wherein Me represents a methyl radical; and (ii) 40 to 60 parts by weight of a polydimethylsiloxane gum having a viscosity at 25° C. of at least 1,000,000 centipoise, and wherein said curing radicals have the formula Me b (MeO) 3-b Si(C 2 H 4 SiMe 2 ) x (OSiMe 2 ) y D-- in which Me denotes methyl, b is 0 or 1, D denotes oxygen or --C 2 H 4 --, x=0 to 2 and y has an average value of from 0 to 6, both inclusive; and said catalyst is a titanate.
Claim 22
Dependent Claim
30 words
A composition in accordance with claim 18, wherein the curing radicals have the formula (MeO) 3 SiC 2 H 4 SiMe 2 O-- in which Me represents a methyl radical.
References Cited (Backward Citations)
FR2345491A1
Cited
US4143088A
Cited
US4309520A
Cited
US4584355A
Cited
EP0307098A2
Cited
US4847400A
Cited
EP0360516A2
Cited
EP0380875A2
Cited
US5079311A
Cited
US5091484A
Cited
US4962174A
Cited
US5208300A
Cited
US5210156A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1998-11-27 | 1999-05-29 | 1999-11-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-11-27 | 2003-05-29 | 2003-11-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-11-27 | 2007-05-29 | 2007-11-28 | $7700.00 | Window Closed / Lapsed |