초록 ▼

A hydrophilic polyorganosiloxane composition comprising (A) a curable organopolysiloxane containing at least 5 mol % of diphenylsiloxane units or at least 10 mol % of methylphenylsiloxane units, (B) a curing agent, and (C) a specific polyether cures into an elastomeric or gel-like silicone product h

A hydrophilic polyorganosiloxane composition comprising (A) a curable organopolysiloxane containing at least 5 mol % of diphenylsiloxane units or at least 10 mol % of methylphenylsiloxane units, (B) a curing agent, and (C) a specific polyether cures into an elastomeric or gel-like silicone product having excellent hydrophilic properties and prevents separation of the polyether over time.

대표청구항 ▼

The invention claimed is: 1. A hydrophilic polyorganosiloxane composition, curable by means of a hydrosilylation reaction, comprising (A) a curable organopolysiloxane having a silicon atom-bonded alkenyl group and containing 10 to 50 mol % of diphenylsiloxane units or 20 to 50 mol % of methylphenyl

The invention claimed is: 1. A hydrophilic polyorganosiloxane composition, curable by means of a hydrosilylation reaction, comprising (A) a curable organopolysiloxane having a silicon atom-bonded alkenyl group and containing 10 to 50 mol % of diphenylsiloxane units or 20 to 50 mol % of methylphenylsiloxane units as a whole of component (A), (B) an organohydrogenpolysiloxane as a curing agent for curing the organopolysiloxane (A), (C) a polyether having the compositional formula (1): description="In-line Formulae" end="lead"R1O(C2H4O)m(C3H 6O)nR1 (1)description="In-line Formulae" end="tail" wherein R1 is C3H6SiR2k(OR2)3-k (wherein R2 is a monovalent hydrocarbon group and k is 0, 1, 2 or 3, wherein at least one R2 is an alkenyl group) or an alkenyl group, two R1 groups may be the same or different, m is an integer of 0 to 100, n is an integer of 0 to 350, and the sum of m+n is an integer of 3 to 350, and the polyether further comprises a polyether in which R1 in formula (1) is hydrogen, C3H6SiR2k(OR2)3-k, or a monovalent hydrocarbon group and R2 is a monovalent hydrocarbon group, provided that neither R1 nor R2 is an alkenyl group, and (D) an addition reaction catalyst, wherein said compositions cures to form a cured product having a contact angle of up to 55�� as measured according to JIS R3257. 2. The hydrophilic polyorganosiloxane composition of claim 1, containing 10 to 100 parts by weight of component (C) per 100 parts by weight of components (A) and (B) combined. 3. The hydrophilic polyorganosiloxane composition of claim 1 for use as dental impression material. 4. The hydrophilic polyorganosiloxane composition of claim 1, wherein component (A) is an alkenyl group-containing organopolysiloxane having on the average at least 0.1 silicon atom-bonded alkenyl groups per molecule and following average compositional formula (i): description="In-line Formulae" end="lead"R3aSiO(4-a)/2 (i)description="In-line Formulae" end="tail" wherein R3 is independently selected from substituted or unsubstituted monovalent hydrocarbon groups having 1 to 10 carbon atoms with the proviso that the content of alkenyl groups is about 0.0001 to 20 mol % based on the entire organic groups R3, and "a" is a positive number in the range of 1.5 to 2.8, and component (B) is an organohydrogenpolysiloxane having at least 2 silicon atom-bonded hydrogen atoms and the following average compositional formula (ii): description="In-line Formulae" end="lead"R4bHcSiO(4-b-c)/2 (ii)description="In-line Formulae" end="tail" wherein R4 is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms, b is a positive number of 0.7 to 2.1, c is a positive number of 0.001 to 1.0, and the sum of b+c is 0.8 to 3.0, and an addition reaction catalyst. 5. A dental impression material comprising the hydrophilic polyorganosiloxane composition of claim 1. 6. A building member comprising the hydrophilic polyorganosiloxane composition of claim 1. 7. A method of preparing a cured product of a hydrophilic polyorganosiloxane composition containing a polyether in a manner so as to prevent separation of the polyether over time from said cured product, said method comprising the steps of: preparing a hydrophilic polyorganosiloxane composition by means of a hydrosilylation reaction comprising combining (A) a curable organopolysiloxane having a silicon atom-bonded alkenyl group and containing 10 to 50 mol % of diphenylsiloxane units or 20 to 50 mol % of methylphenylsiloxane units as a whole of component (A), (B) an organohydrogenpolysiloxane as a curing agent for curing the organopolysiloxane (A), (C) a polyether having the compositional formula (1): description="In-line Formulae" end="lead"R1O(C2H4O)m(C3H 6O)nR1 (1)description="In-line Formulae" end="tail" wherein R1 is C3H6SiR2k(OR2)3-k (wherein R2 is a monovalent hydrocarbon group and k is 0, 1, 2 or 3, wherein at least one R2 is an alkenyl group) or an alkenyl group, two R1 groups may be the same or different, m is an integer of 0 to 100, n is an integer of 0 to 350, and the sum of m+n is an integer of 3 to 350, and the polyether further comprises a polyether in which R1 in formula (1) is hydrogen, C3H6SiR2k(OR2) or a monovalent hydrocarbon group and R2 is a monovalent hydrocarbon group, provided that neither R1 nor R2 is an alkenyl group, and (D) an addition reaction catalyst, and curing said hydrophilic polyorganosiloxane composition, wherein said compositions cures to form a cured product having a contact angle of up to 55�� as measured according to JIS R3257. 8. A hydrophilic polyorganosiloxane cured product, obtained by curing the hydrophilic organopolysiloxane composition of claim 1, having a contact angle of up to 55�� as measured according to JIS R3257. 9. A hydrophilic polyorganosiloxane composition, curable by means of a hydrosilylation reaction, comprising (A) a curable organopolysiloxane having a silicon atom-bonded alkenyl group and containing 10 to 50 mol% of diphenylsiloxane units as a whole of component (A), (B) an organohydrogenpolysiloxane as a curing agent for curing the organopolysiloxane (A), C) at least two polyethers having the compositional formula (1): description="In-line Formulae" end="lead"R1O(C2H4O)m(C3H 6O)nR1 (1)description="In-line Formulae" end="tail" wherein R1 is C3H6SiR2k(OR2)3-k(wherein R2 is a monovalent hydrocarbon group and k is 0, 1, 2 or 3, wherein at least one R2 is an alkenyl group) or an alkenyl group, two Rgroups may be the same or different, m is an integer of 0 to 100, n is an integer of 0 to 350, and the sum of m+n is an integer of 3 to 350, a first polyether being a polyether in which m=0 in the compositional formula (1) and a second polyether being a polyether in which n=0 in the compositional formula (1), and (D) an addition reaction catalyst, wherein said compositions cures to form a cured product having a contact angle of up to 55�� as measured according to JIS R3257. 10. The hydrophilic polyorganosiloxane composition of claim 9, containing 10 to 100 parts by weight of component (C) per 100 parts by weight of components (A) and (B) combined. 11. The hydrophilic polyorganosiloxane composition of claim 9 for use as dental impression material. 12. The hydrophilic polyorganosiloxane composition of claim 9, wherein component (A) is an alkenyl group-containing organopolysiloxane having on the average at least 0.1 silicon atom-bonded alkenyl groups per molecule and following average compositional formula (i): description="In-line Formulae" end="lead"R3aSiO(4-a)/2 (ii)description="In-line Formulae" end="tail" wherein R3 is independently selected from substituted or unsubstituted monovalent hydrocarbon groups having 1 to 10 carbon atoms with the proviso that the content of alkenyl groups is about 0.0001 to 20 mol% based on the entire organic groups R3, and "a" is a positive number in the range of 1.5 to 2.8, and component (B) is an organohydrogenpolysiloxane having at least 2 silicon atom-bonded hydrogen atoms and the following average compositional formula (ii): description="In-line Formulae" end="lead"R4bHcSiO(4-b-c)/2 (ii):description="In-line Formulae" end="tail" wherein R4 is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms, b is a positive number of 0.7 to 2.1, c is a positive number of 0.001 to 1.0, and the sum of b 13. A dental impression material comprising the hydrophilic polyorganosiloxane composition of claim 9. 14. A building member comprising the hydrophilic polyorganosiloxane composition of claim 9. 15. A hydrophilic polyorganosiloxane cured product, obtained by curing the hydrophilic organopolysiloxane composition of claim 9, having a contact angle of up to 55�� as measured according to JIS R3257. 16. A method of preparing a cured product of a hydrophulic polyorganosiloxane composition containing a polyether in a manner so as to prevent separation of the polyether over time from said cured product, said method comprising the steps of: preparing a hydrophilic polyorganosiloxane composition by means of a hydrosilylation reaction comprising combining (A) a curable organopolysiloxane having a silicon atom-bonded alkenyl group and containing 10 to 50 mol% of diphenylsiloxane units as a whole of component (A), (B) an organohydrogenpolysiloxane as a curing agent for curing the organopolysiloxane (A), (C) at least two polyethers having the compositional formula (1): description="In-line Formulae" end="lead"R1O(C2H4O)m(C3H 6O)nR1 (1)description="In-line Formulae" end="tail" wherein R1 is C3H6SiR2k(OR2)3-k(wherein R2 is a monovalent hydrocarbon group and k is 0, 1, 2 or 3, wherein at least one R2 is an alkenyl group) or an alkenyl group, two R1 groups may be the same or different, m is an integer of 0 to 100, n is an integer of 0 to 350, and the sum of m+n is an integer of 3 to 350, a first polyether being a polyether in which m=0 in the compositional formula (1) and a second polyether being a polyether in which n=0 in the compositional formula (1), and (D) an addition reaction catalyst, and curing said hydrophilic polyorganosiloxane composition, wherein said composition cures to form a cured product having a contact angle of up to 55�� as measured according to JIS R3257. 17. A hydrophilic polyorganosiloxane composition, curable by means of a condensation reaction, comprising (A) a curable organopolysiloxane having a silanol group or a silicon atom-bonded hydrolyzable group, and containing 10 to 50 mol % of diphenylsiloxane units or 20 to 50 mol % of methylphenylsiloxane units as a whole of component (A), (B) a curing agent having a hydrolyzable group for curing the organopolysiloxane (A), and (C) a polyether having the compositional formula (1): description="In-line Formulae" end="lead"R1O(C2H4O)m(C3H 6O)nR1 (1)description="In-line Formulae" end="tail" wherein R1 is C3H6SiR2k(OR2)3-k (wherein R2 is a monovalent hydrocarbon group and k is 0, 1, 2 or 3, wherein at least one R2 is an alkenyl group) or an alkenyl group, two R1 groups may be the same or different, m is an integer of 0 to 100, n is an integer of 0 to 350, and the sum of m+n is an integer of 3 to 350, wherein said compositions cures to form a cured product having a contact angle of up to 55�� as measured according to JIS R3257. 18. The hydrophilic polyorganosiloxane composition of claim 17, containing 10 to 100 parts by weight of component (C) per 100 parts by weight of components (A) and (B) combined. 19. The hydrophilic polyorganosiloxane composition of claim 17, wherein component (A) is a polyorganosiloxane having at least two silanol groups or silicon atom-bonded hydrolyzable groups per molecule and the following average compositional formula (iv): description="In-line Formulae" end="lead"R6cSiO(4-c)/2 (iv)description="In-line Formulae" end="tail" wherein R6 which may be the same or different is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms or a hydroxyl group, and e is a positive number in the range of 1.5 to 2.8, and is capped with hydroxyl groups or hydrolyzable groups at both ends of the molecular chain, and component (B) is a silane having at least three silicon atom-bonded hydrolysable groups per molecule or a partial hydrolytic condensate thereof. 20. The hydrophilic polyorganosiloxane composition of claim 17, wherein component (A) contains from 10 to 50 mol % of diphenylsiloxane units as a whole. 21. The hydrophilic polyorganosiloxane composition of claim 17, wherein the polyether further comprises a polyether in which R1 in formula (1) is hydrogen, C3H6SiR2k(OR2)3-k, or a monovalent hydrocarbon group and R2 is a monovalent hydrocarbon group, provided that neither R1 nor R2 is an alkenyl group. 22. The hydrophilic polyorganosiloxane composition of claim 17 for use as dental impression material. 23. A dental impression material comprising the hydrophilic polyorganosiloxane composition of claim 17. 24. A building member comprising the hydrophilic polyorganosiloxane composition of claim 17. 25. The hydrophilic polyorganosiloxane composition of claim 17, wherein component (C) is the combination of at least two polyethers comprising a first polyether in which m=0 in the compositional formula (1) and a second polyether in which n=0 in the compositional formula (1). 26. A method of preparing a cured product of a hydrophilic polyorganosiloxane composition containing a polyether in a manner so as to prevent separation of the polyether over time from said cured product, said method comprising the steps of: preparing a hydrophilic polyorganosiloxane composition by means of a condensation reaction comprising combining (A) a curable organopolysiloxane having a silanol group or a silicon atom-bonded hydrolyzable group, and containing 10 to 50 mol % of diphenylsiloxane units or 20 to 50 mol % of methylphenylsiloxane units as a whole of component (A), (B) a curing agent having a hydrolyzable group for curing the organopolysiloxane (A), and (C) a polyether having the compositional formula (1): description="In-line Formulae" end="lead"R1O(C2H4O)m(C3H 6O)nR1 (1)description="In-line Formulae" end="tail" wherein R1 is C3H6SiR2k(OR2)3-k (wherein R2 is a monovalent hydrocarbon group and k is 0, 1, 2 or 3, wherein at least one R2 is an alkenyl group) or an alkenyl group, two R1 groups may be the same or different, m is an integer of 0 to 100, n is an integer of 0 to 350, and the sum of m+n is an integer of 3 to 350, and curing said hydrophilic polyorganosiloxane composition, wherein said compositions cures to form a cured product having a contact angle of up to 55�� as measured according to JIS R3257. 27. A hydrophilic polyorganosiloxane cured product, obtained by curing the hydrophilic organopolysiloxane composition of claim 17, having a contact angle of up to 55�� as measured according to JIS R3257.