Silicone resins and their use in polymer compositions
View Patent ↗Branched silicone (organopolysiloxane) resins and preparation method and use thereof are provided, which contain at least one group selected from phosphonate and phosphinate groups and at least one organic group containing nitrogen. Such silicone resins can be used in thermoplastic, thermosetting or rubber organic polymer compositions to reduce the flammability of the organic polymer compositions.
1. A branched silicone resin containing T and/or Q units and also containing at least one group selected from phosphonate and phosphinate groups and at least one organic group containing nitrogen, wherein:
the phosphinate group is present in an M unit and/or a D unit and/or a T unit;
the organic group containing nitrogen is
a benzoxazine group of the formula:
where A represents a divalent organic linkage having 1 to 20 carbon atoms bonded to a nitrogen atom of the heterocyclic ring, R 5 and R 6 each represent hydrogen, an alkyl, substituted alkyl, cycloalkyl, alkenyl, alkynyl, aryl or substituted aryl group having 1 to 12 carbon atoms, or an amino or nitrile group; and R 7 , R 8 , R 9 and R 10 each represent hydrogen, an alkyl, substituted alkyl, alkenyl group having 1 to 8 carbon atoms or cycloalkyl, alkynyl, aryl or substituted aryl group having 1 to 40 carbon atoms, or an amino, nitrile, amido or imido group or a carboxylate —C(═O)—O—R 4 , oxycarbonyl —O—(C═O)—R 4 , carbonyl —C(═O)—R 4 , or an oxy —O—R 4 substituted group with R 4 representing hydrogen or an alkyl, cycloalkyl, alkenyl, alkynyl, aryl, or substituted aryl groups having 1 to 40 carbon atoms, substituted on one or more positions of the benzene ring, or R 7 and R 8 , R 8 and R 9 or R 9 and R 10 are each joined to form a ring system comprising at least one carbocyclic or heterocyclic ring fused to the benzene ring; and
the M units have a general formula R 3 SiO 1/2 , the D units have a general formula R 2 SiO 2/2 , the T units have a general formula RSiO 3/2 , and the Q units have a general formula SiO 4/2 , in which each R represents an organic group or hydrogen or a hydroxyl group.
2. The branched silicone resin according to claim 1 , wherein the resin contains at least one phosphonate group present in an M unit and/or a D unit and/or a T unit.
3. The branched silicone resin according to claim 1 , wherein the phosphonate or phosphinate group is present in a T unit.
4. The branched silicone resin according to claim 1 , wherein the phosphonate or phosphinate group has the formula
where A is a divalent hydrocarbon group having 1 to 20 carbon atoms, R* is an alkyl or aryl group having 1 to 12 carbon atoms, and Z is a group of the formula —OR* or an alkyl, cycloalkyl, alkenyl, alkynyl or aryl group having 1 to 20 carbon atoms.
5. The branched silicone resin according to claim 1 , wherein the phosphinate group has the formula
where A is a divalent hydrocarbon group having 1 to 20 carbon atoms.
6. The branched silicone resin according to claim 1 , wherein the phosphonate or phosphinate group is present in a group of the formula
where A′ is a divalent organic group having 1 to 20 carbon atoms, A″ is a divalent organic group having 1 to 20 carbon atoms, R* is an alkyl group having 1 to 12 carbon atoms and Z is a group of the formula —OR* or an alkyl, cycloalkyl, alkenyl, alkynyl or aryl group having 1 to 12 carbon atoms, or R* and Z can be joined to form a heterocylic ring, and R is hydrogen or an alkyl, cycloalkyl, alkenyl, alkynyl or aryl group having 1 to 12 carbon atoms, or is joined to A″ to form a heterocyclic ring.
7. The branched silicone resin according to claim 1 wherein the at least one phosphonate or phosphinate group is an alkyl, cycloalkyl, alkenyl, alkynyl or aryl group having 1 to 20 carbon atoms containing a phosphonate or phosphinate substituent.