IP Library Granted Patent US 7,923,485
Granted Patent B2
US 7,923,485 · App. 10/524,301 · Granted Apr 12, 2011

Preparations based on aziridino polyethers and the use thereof

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Quick Facts
Patent No.
US 7,923,485
App. No.
10/524,301
Granted
Apr 12, 2011
Kind
B2
Abstract

The invention relates to preparations based on aziridino polymers and comprising monofunctional aziridines and to the use thereof in producing dental materials, especially impression materials.

Claims (54)

1. A composition comprising:

at least one catalyst component K comprising an initiator selected from the group consisting of an oxonium salt, an ammonium salt, a sulfonium salt, p-toluenesulfonic acid, zinc salt of p-toluenesulfonic acid, dodecylbenzenesulfonic acid salt, and combinations thereof; and

at least one basic component B comprising at least the two components Z1 and Z2,

wherein component Z1 comprises at least one polyaddition product or at least one polycondensation product having on average 2 aziridino groups or more and a molecular weight of at least 1000, with the proviso that component Z1 does not comprise polydimethylsiloxanes, and

wherein component Z2comprises at least one compound having only 1 aziridino group, at least one compound according to component Z2 differing, in its chemical make-up, from at least one compound according to component Z1 in at least one further feature other than the number of the aziridino groups, the difference from component Z1 comprising at least one or two or more of the following further features:

i) number average of the molecular weight,

ii) weight average of the molecular weight,

iii) polydispersity,

iv) composition of the polymer backbone, and

v) end groups, and

wherein the amount of component Z2 in the composition is about 0.4% by weight to about 25% by weight, based on the total weight of components Z1 and Z2.

2. A composition according to claim 1 , wherein component Z1 comprises at least one polymer selected from the group consisting of polyethers, polyesters, and polyurethanes.

3. A composition according to claim 1 , wherein component Z1 comprises a polyether having at least a proportion of tetrahydrofuran units.

4. A composition according to claim 1 , wherein component Z2 comprises a compound selected from the group consisting of polyethers, polyesters, polyurethanes, and polydimethylsiloxanes.

5. A composition according to claim 1 , wherein component Z2 comprises a compound having a molecular weight of 300 or more.

6. A composition according to claim 1 , further comprising an additive or a mixture of two or more additives.

7. A process for the preparation of a composition, comprising:

providing a catalyst component K comprising an initiator selected from the selected from the group consisting of an oxonium salt, an ammonium salt, a sulfonium salt, p-toluenesulfonic acid, zinc salt of p-toluenesulfonic acid, dodecylbenzenesulfonic acid salt, and combinations thereof; and

preparing basic component B by a process comprising mixing two components Z1 and Z2 together,

wherein component Z1 comprises at least one polyaddition product or at least one polycondensation product having on average 2 aziridino groups or more and a molecular weight of at least 1000, with the proviso that component Z1 does not comprise polydimethylsiloxanes, and

wherein component Z2 comprises at least one compound having only 1 aziridino group, and at least one compound according to component Z2 differing, in its chemical make-up, from at least one compound according to component Z1 in at least one further feature other than the number of the aziridino groups, the difference from component Z1 comprising at least one or two or more of the following further features:

i) number average of the molecular weight,

ii) weight average of the molecular weight,

iii) polydispersity,

iv) composition of the polymer backbone, and

v) end groups, and

wherein mixing two components Z1 and Z2 together comprises mixing an amount of component Z2 that is about 0.4% by weight to about 25% by weight, based on the total weight of components Z1 and Z2.

8. A dental material comprising at least one composition according to claim 1 .

9. A dental material according to claim 8 , wherein after mixing of basic component B and catalyst component K at room temperature, the dental material has within a period of 20 minutes or less, a Shore A hardness of at least 80% of the value of Shore A hardness reached after 24 hours.

10. A method of using a dental material according to claim 8 comprising forming coatings, impression materials, seals, or dental moulding materials.

11. A method of accelerating the setting rate of a dental material according to claim 8 , comprising using a compound having only 1 aziridino group.

12. A kit for producing dental materials, comprising a composition according to claim 1 , wherein the components B and K are present separated from one another.

13. A container or mixing device comprising a dental material according to claim 8 .

14. A composition comprising:

at least one catalyst component K comprising an initiator selected from the selected from the group consisting of an oxonium salt, an ammonium salt, a sulfonium salt, p-toluenesulfonic acid, zinc salt of p-toluenesulfonic acid, dodecylbenzenesulfonic acid salt, and combinations thereof; and

at least one basic component B comprising at least the two components Z1 and Z2,

wherein component Z1 comprises at least one polyaddition product or at least one polycondensation product selected from the group consisting of polyethers, polyesters, and polyurethanes, and having on average two aziridino groups or more and a molecular weight of at least 1000, and

wherein component Z2 comprises at least one compound having only one aziridino group, and wherein the at least one compound having only one aziridino group differs, in its chemical make-up, from at least one compound according to component Z1 in at least one further feature other than the number of the aziridino groups, the difference from component Z1 comprising at least one or two or more of the following further features:

i) number average of the molecular weight,

ii) weight average of the molecular weight,

iii) polydispersity,

iv) composition of the polymer backbone, and

v) end groups, and

wherein the amount of component Z2 in the composition is about 0.4% by weight to about 25% by weight, based on the total weight of components Z1 and Z2.

15. A process for the preparation of a composition, comprising:

providing a catalyst component K comprising an initiator selected from the selected from the group consisting of an oxonium salt, an ammonium salt, a sulfonium salt, p-toluenesulfonic acid, zinc salt of p-toluenesulfonic acid, dodecylbenzenesulfonic acid salt, and combinations thereof; and

preparing basic component B by a process comprising mixing two components Z1 and Z2 together,

wherein component Z1 comprises at least one polyaddition product or at least one polycondensation product selected from the group consisting of polyethers, polyesters, and polyurethanes, and having on average two aziridino groups or more and a molecular weight of at least 1000, and wherein component Z2 comprises at least one compound having only one aziridino group, and wherein the at least one compound having only one aziridino group differs, in its chemical make-up, from at least one compound according to component Z1 in at least one further feature other than the number of the aziridino groups, the difference from component Z1 comprising at least one or two or more of the following further features:

i) number average of the molecular weight,

ii) weight average of the molecular weight,

iii) polydispersity,

iv) composition of the polymer backbone, and

v) end groups, and

wherein mixing two components Z1 and Z2 together comprises mixing an amount of component Z2 that is about 0.4% by weight to about 25% by weight, based on the total weight of components Z1 and Z2.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 21, 2018
From: 3M DEUTSCHLAND GMBH
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 046937/0035 →
MERGER Recorded Feb 27, 2012
From: 3M ESPE AG
To: 3M DEUTSCHLAND GMBH
Reel/Frame 027762/0754 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2005
From: KLEUKE, THOMAS; FUHRER, CORNELIA; ECKERT, ADRIAN; ECKHARDT, GUNTHER; WANEK, ERICH
To: 3M ESPE AG
Reel/Frame 016873/0290 →