Crosslinkable polycarbonate resins
View Patent ↗Crosslinkable polycarbonate resins having improved properties are disclosed. The crosslinkable polycarbonate resins are formed from a reaction of at least a benzophenone, a first dihydroxy chain extender, and a carbonate precursor, and may include a second dihydroxy chain extender as well.
1. A cross-linkable polycarbonate resin that is formed from a reaction of:
a dihydroxybenzophenone;
a first dihydroxy chain extender;
a second dihydroxy chain extender; and
a carbonate precursor;
wherein the cross-linkable polycarbonate resin is free of units derived from tetrahalo bisphenol A.
2. The resin of claim 1 , wherein the second dihydroxy chain extender is an aliphatic dicarboxylic acid.
3. The resin of claim 2 , containing from about 0.5 mole % to about 15 mole % of repeating units derived from the aliphatic dicarboxylic acid, or containing from about 35 mole % to about 99 mole % of repeating units derived from the first dihydroxy chain extender, or having a melt flow rate (MFR) of about 1 to about 110 g/10 min, when measured according to ASTM D1238-13 at 1.2 kg load 300° C., and 360 second dwell.
4. The resin of claim 1 , wherein the dihydroxybenzophenone is 4,4′-dihydroxybenzophenone; and the first dihydroxy chain extender is bisphenol-A.
5. The resin of claim 1 , wherein the second dihydroxy chain extender is a polysiloxane monomer.
6. The resin of claim 1 , wherein the second dihydroxy chain extender is a bisphenol of Formula (A):
wherein R a and R b each represent a monovalent hydrocarbon group and may be the same or different; p and q are each independently integers of 0 to 4; and A represents one of the groups of Formula (A-1):
wherein R c and R d each independently represent a hydrogen atom or a monovalent linear or cyclic hydrocarbon group; R e is a divalent hydrocarbon group; W is a monovalent linear hydrocarbon group; and r is an integer from 0 to 5.
7. The resin of claim 1 , wherein the second dihydroxy chain extender is 1,1-bis(4-hydroxy-3-methylphenyl)cyclohexane (DMBPC).
8. The resin of claim 7 , containing from about 0.5 mole % to about 99.5 mole % of repeating units derived from the DMBPC, or containing from about 0.5 mole % to about 99.5 mole % of repeating units derived from the bisphenol-A, or containing from about 0.5 mole % to about 50 mole % of repeating units derived from the dihydroxybenzophenone.
9. The resin of claim 1 , wherein the second dihydroxy chain extender is 3,3-bis(4-hydroxyphenyl)-2-phenylisoindolin-1-one (PPPBP).
10. The resin of claim 9 , containing from about 5 mole % to about 50 mole % of repeating units derived from the PPPBP, or containing from about 0.5 mole % to about 94.5 mole % or repeating units derived from the bisphenol-A, or containing from about 0.5 mole % to about 50 mole % of repeating units derived from the dihydroxybenzophenone.
11. A cross-linkable polycarbonate resin that is formed from a reaction of:
a benzophenone;
a dihydroxy chain extender; and
a carbonate precursor;
wherein the benzophenone is a monohydroxybenzophenone; the dihydroxy chain extender is bisphenol-A; and the reaction further comprises an aliphatic dicarboxylic acid.
12. The resin of claim 11 , wherein the monohydroxybenzophenone is 4-hydroxybenzophenone; and the aliphatic dicarboxylic acid is sebacic acid.
13. The resin of claim 11 , containing from about 0.5 mole % to about 15 mole % of repeating units derived from the aliphatic dicarboxylic acid, or containing from about 85 mole % to about 99.5 mole % of repeating units derived from the dihydroxy chain extender, or containing from about 0.5 mole % to about 5 mole % of endcap groups derived from the monohydroxybenzophenone, or wherein the carbonate precursor is phosgene.
14. A cross-linkable polycarbonate resin that is formed from a reaction of:
a benzophenone;
a dihydroxy chain extender; and
a carbonate precursor; and
wherein the benzophenone is a dihydroxybenzophenone; and the dihydroxy chain extender is 1,1-bis(4-hydroxyphenyl)-1-phenyl-ethane (bisphenol-AP).
15. The resin of claim 14 , wherein the dihydroxybenzophenone is 4,4′ hydroxybenzophenone, or wherein the resin contains from about 0.5 mole % to about 50 mole % or repeating units derived from the dihydroxybenzophenone, or contains from about 50 mole % to about 99.5 mole % of repeating units derived from the bisphenol-AP.
16. A polymeric composition comprising the cross-linkable polycarbonate resin of claim 15 .
17. An article formed from the polymeric composition of claim 16 .
18. The resin of claim 1 , wherein the cross-linkable polycarbonate resin is formed from a reaction of: the dihydroxybenzophenone; the first dihydroxy chain extender; the second hydroxy chain extender; the carbonate precursor; and an end-capping agent selected from the group consisting of phenol, t-butyphenol, p-cumylphenol, octylphenol, p-cyanophenol, and 4-hydroxybenzophenone.
19. The resin of claim 5 , wherein the polysiloxane monomer is present in an amount such that the resin contains from 1 wt % to 25 wt % of siloxane units, based on the total weight of the polycarbonate resin.
20. The resin of claim 14 , wherein the polycarbonate is formed from a reaction of the benzophenone; the dihydroxy chain extender; the carbonate precursor; and an end-capping agent selected from the group consisting of phenol, p-cumylphenol, octphenol, p-cyanophenol, and 4-hdyroxybenzophenone.
21. The resin of claim 14 , wherein the resin contains from about 5 mole % to about 10 mole % or repeating units derived from the dihydroxybenzophenone.
22. The article of claim 17 , wherein the article is exposed to UV radiation to cause cross-linking of the resin.