Curable composition

• US 4,877,854 A
• Filed: 12/07/1987
• Issued: 10/31/1989
• Est. Priority Date: 12/08/1986
• Status: Expired due to Fees

• Current Assignee: Tokuyama SUDA Kabushiki Kaisha
• Original Assignee: Tokuyama SUDA Kabushiki Kaisha
• Inventors: Hattori, Norikazu, Urabe, Sunao, Kusumoto, Koshi
• Primary Examiner(s): Marquis, Melvyn I.
• Application Number:
  US07/129,173
• Time in Patent Office: 694 Days
• Field of Search: 528/15, 528/25, 528/29, 528/31, 556/479, 523/107, 523/109
• US Class Current: 528/15
• CPC Class Codes: A61K 6/90 Compositions for taking dental impressions
• CPC Class Codes: C08L 2666/14 Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
• CPC Class Codes: C08L 71/02 Polyalkylene oxides
• CPC Class Codes: C08L 83/00 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
• CPC Class Codes: C08L 83/12 containing polyether sequences

Abstract

A curable composition comprising an unsaturated polyether having terminal alkenyl groups, a linear or branched siloxane-substituted polyether having terminal polyorganosiloxane residues and at least two Si-H groups in the molecule and a catalyst having platinum as the main component has an excellent deep portion curing property and provides a cured body having a good hydrophilic property and a good dimensional reproducibility. This curable composition is especially valuable as a dental impression material.

Claims

1. A curable composition, which comprises (A) an unsaturated polyether represented by the formula:

##STR77## wherein A stands for a saturated hydrocarbon group having a valency of 2 and having 1 to 10 carbon atoms, A'"'"' stands for a saturated hydrocarbon group having a valency of 3 and having 3 to 10 carbon atoms, R₁ stands for a linear or branched alkylene group having 2 to 6 carbon atoms, with the proviso that if a is 2 or more, each R₁ may be the same or a different alkylene group and the polyether chain comprising units --O--R₁ -- can be in the form of a random polymer or a block polymer, a is an integer of from 1 to 300, and B stands for an unsaturated group represented by the formula ##STR78## in which R₂, R₃, R₄, R₅ and R₆, which may be the same or different, stand for a hydrogen atom or an alkyl group having 1 to 10 carbon atoms and d is an integer of from 0 to 10, with the proviso that each B may be the same or a different group,

(B) a siloxane-substituted polyether represented by the formula;

##STR79## wherein D stands for a saturated hydrocarbon group having a valency of 2 and having 1 to 10 carbon atoms, D'"'"' stands for a saturated hydrocarbon group having a valency of 3 and having 3 to 10 carbon atoms, R₇ stands for a linear or branched alkylene group having 2 to 6 carbon atoms, with the proviso that if e is 2 or more, each R₇ may be the same or a different alkylene group and the polyether chain comprising units --O--R₇ -- can be in the form of a random polymer or a block polymer, e is an integer of from 1 to 30, E stands for an alkylene group of the formula ##STR80## in which R₈, R₉, R₁₀, R₁₁ and R₁₂, which may be the same or different, stand for a hydrogen atom or an alkyl group having 1 to 10 carbon atoms and g is an integer of from 0 to 10, with the proviso that each E may be the same or a different alkylene group, and G stand for a siloxane group selected from the group consisting of (i) ##STR81## in which h and i are integers of from 0 to 8 satisfying the requirement of h+i=1 to 8, R₁₃ stands for a hydrogen atom or a methyl group, with the proviso that if i is 2 or more, each R₁₃ may be the same or a different group, and Me stands for a methyl group, (ii) ##STR82## in which j is an integer of from 0 to 8, k is integer of from 1 to 3, with the proviso that j and k satisfy the requirement of j+k=1 to 9, and Me stands for a methyl group, and (iii) ##STR83## in which p and q are integers of from 0 to 4 satisfying the requirement of p+q=1 to 4 and R₁₄ has the same meaning as that of R₁₃, with the proviso that each G may be the same or a different siloxane group,

and (C) at least one catalyst selected from the group consisting of platinum, chloroplatinic acid and platinum complexes.

2. A curable composition as set forth in claim 1, wherein the amount of the Si-H groups in the siloxane-substituted polyether (B) is 0.5 to 10 moles per mole of the total amount of the unsaturated groups of the polyether (A) and the amount of the platinum atom in the catalyst (C) is 0.1 ppm to 5% by weight based on the total amount of the unsaturated polyether (A) and the siloxane-substituted polyether (B).

3. A curable composition as set forth in claim 1, wherein the unsaturated polyether (A) is an unsaturated polyether represented by the following formula:

##STR84## wherein x'"'"' is an integer of from 5 to 200.

4. A curable composition as set forth in claim 1, wherein the siloxane-substituted polyether (B) is a siloxane-substituted polyether represented by the following formula:

##STR85## wherein y'"'"' is an integer of from 3 to 50, and J and L, which may be the same or different, stand for a group represented by the formula;

##STR86## in which Me stands for a methyl group.

5. A dental impression material comprising a curable composition as set forth in claim 1.

6. A curable composition as set forth in claim 1, wherein the unsaturated polyether (A) is a polyether represented by the formula:

##STR87## in which the sum of m and n is from 3 to 250.

7. A curable composition as set forth in claim 1, wherein the unsaturated polyether (A) is a polyether represented by the formula:

##STR88## wherein l is an integer of from 3 to 250;

m, n, x, y and z are integers of at least 1; and

x1, y1, z1, x2, y2 and z2 are integers of at least 0;

with the proviso that the sum of m and n is from 3 to 250, the sum of x, y and z is from 3 to 250, the sum of x1 and x2 is at least 1, the sum of y1 and y2 is at least 1, the sum of z1 and z2 is at least 1, and the sum of x1, x2, y1, y2, z1 and z2 is up to 250.

8. A curable composition as set forth in claim 1, wherein the siloxane-substituted polyether (B) is represented by the formula:

##STR89## wherein Me is a methyl group;

l is an integer of from 3 to 60; and

m, n, x, y and z are integers of at least 1;

with the proviso that the sum of m and n is from 3 to 60 and the sum of x, y and z is from 3 to 90.

9. A curable composition as set forth in claim 1, wherein A comprises at least two carbon atoms and said groups BO(R₁ -O)_a and B(O-R₁)_a O- are not bonded to the same carbon atom.

10. A curable composition as set forth in claim 1, wherein each of said groups -O(R₁ -O)_a B is bonded to a different carbon atom of said group A'"'"'.