Interfacial processes for preparing photoactive additives
US-9181390-B2 · Nov 10, 2015 · US
US9481761B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9481761-B2 |
| Application number | US-201514701620-A |
| Country | US |
| Kind code | B2 |
| Filing date | May 1, 2015 |
| Priority date | Dec 20, 2012 |
| Publication date | Nov 1, 2016 |
| Grant date | Nov 1, 2016 |
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Disclosed herein are compositions including a cross-linked polycarbonate. The cross-linked polycarbonate may be derived from a polycarbonate having about 0.5 mol % to about 5 mol % endcap groups derived from a monohydroxybenzophenone. A plaque including the composition can achieve a UL94 5VA rating. Also disclosed herein are articles including the compositions, methods of using the compositions, and processes for preparing the compositions.
Opening claim text (preview).
What is claimed is: 1. A composition comprising: a cross-linkable polycarbonate resin comprising about 0.5 mole % to about 5.0 mole % endcap groups derived from a monohydroxybenzophenone, wherein the cross-linkable polycarbonate resin is made from an interfacial polymerization process comprising the steps of: (i) forming a mixture comprising bisphenol-A, a monohydroxybenzophenone, and a tertiary amine catalyst in a water-immiscible solvent and water solvent system; (ii) stirring the mixture of (i) while maintaining a pH from about 8 to about 9 by the addition of a basic solution to form a stirred mixture; (iii) charging the stirred mixture of (ii) with phosgene, while simultaneously adding a basic solution to maintain the pH between about 8.5 to about 10 to form a reaction mixture containing the cross-linkable polycarbonate resin; (iv) separating the organic layer from the reaction mixture; (v) washing the organic layer of (iv) with an aqueous acid; (vi) washing the acid-washed organic layer of (v) with deionized water to achieve a neutral pH; and (vii) isolating the cross-linkable polycarbonate resin from the neutral organic layer of (vi); wherein the cross-linkable polycarbonate resin has a weight-average molecular weight of between 17,000 and 35,000 Daltons and has a polydispersity index (PDI) of between 3.0 and 7.3 as measured by GPC using a UV-VIS detector and polycarbonate standards. 2. The composition of claim 1 , wherein a second end-capping agent is present in the mixture of (i) in addition to the monohydroxybenzophenone. 3. The composition of claim 2 , wherein the second end-capping agent is selected from the group consisting of phenol, p-t-butylphenol, p-cumylphenol, and 4-cyanophenol. 4. The composition of claim 2 , wherein the cross-linkable polycarbonate resin comprises about 0.5 mole % to about 5.0 mole % endcap groups derived from the second end-capping agent. 5. The composition of claim 1 , wherein the mixture of (i) further comprises a phase transfer catalyst. 6. The composition of claim 5 , wherein the phase transfer catalyst is selected from the group consisting of [CH 3 (CH 2 ) 3 ] 4 NX, [CH 3 (CH 2 ) 3 ] 4 PX, [CH 3 (CH 2 ) 5 ] 4 NX, [CH 3 (CH 2 ) 6 ] 4 NX, [CH 3 (CH 2 ) 4 ] 4 NX, CH 3 [CH 3 (CH 2 ) 3 ] 3 NX, and CH 3 [CH 3 (CH 2 ) 2 ] 3 NX, wherein X is Cl − , Br − , a C 1 -C 8 alkoxy group or a C 6 -C 18 aryloxy group. 7. The composition of claim 1 , wherein the mixture of (i) further comprises a branching agent. 8. A composition comprising a cross-linkable polycarbonate resin, wherein the cross-linkable polycarbonate resin comprises about 0.5 mol % to about 5 mol % endcap groups derived from a monohydroxybenzophenone; wherein the cross-linkable polycarbonate resin has a weight-average molecular weight of between 17,000 and 35,000 Daltons and has a polydispersity index (PDI) of between 3.0 and 7.3 as measured by GPC using a UV-VIS detector and polycarbonate standards; and wherein when a plaque of about 0.5 mm thickness formed from the cross-linkable polycarbonate resin is exposed to UV radiation, the resin increases in molecular weight by at least 15%. 9. The composition of claim 8 , wherein the resin increases in molecular weight by at least 30%. 10. The composition of claim 8 , wherein the resin increases in molecular weight by at least 135%. 11. A composition comprising a cross-linkable polycarbonate resin, wherein the cross-linkable polycarbonate resin comprises about 0.5 mol % to about 5 mol % endcap groups derived from a monohydroxybenzophenone; wherein the cross-linkable polycarbonate resin has a polydispersity index (PD)I of between 3.0 and 7.3 as measured by GPC using a UV-VIS detector and polycarbonate standards; wherein the composition has a melt volume flow rate of 2 to 12 cc/10 minutes at 300° C./1.2 kg; wherein a plaque made from the composition has a transparency of 70% to 90% at a thickness of 3.2 mm, measured according to ASTM-D1003-00; and wherein a plaque that is made from the composition and exposed to UV radiation can achieve a UL94 5VA rating at a thickness of 2.0 mm (±10%). 12. A composition comprising a cross-linkable polycarbonate resin, wherein the cross-linkable polycarbonate resin comprises about 0.5 mol % to about 5 mol % endcap groups derived from a monohydroxybenzophenone; wherein a plaque made from the composition with a thickness of 3.2 mm has a ductility of 100% after exposure to 2000 mJ/cm 2 of UV radiation; wherein a plaque made from the composition with a thickness of 2.54 mm has a haze of less than 2%; wherein a film of about 0.5 mm thickness and exposed to UV radiation has a % gel of 15% or greater; and wherein a plaque made from the composition with a thickness of 3.2 mm and crosslinked, then submerged in acetone for 5 minutes, does not crack or blister. 13. The composition of claim 12 , wherein a plaque made from the composition with a thickness of 3.2 mm and crosslinked, then submerged in toluene for 5 minutes, does not crack or blister. 14. A composition comprising a cross-linkable polycarbonate resin, wherein the cross-linkable polycarbonate resin comprises endcap groups derived from a monohydroxybenzophenone; wherein the composition has a melt volume flow rate of 2 to 12 cc/10 minutes at 300° C./1.2 kg; and wherein a plaque that is made from the composition and exposed to UV radiation can achieve a UL94 5VA rating at a thickness of 2.0 mm (±10%). 15. A composition comprising a cross-linkable polycarbonate resin and a flame retardant, wherein the cross-linkable polycarbonate resin comprises endcap groups derived from a monohydroxybenzophenone; wherein the composition comprises about 0.08 wt % or less of the flame retardant; wherein the composition has a melt volume flow rate of 2 to 20 cc/10 minutes at 300° C./1.2 kg; and wherein a plaque that is made from the composition and exposed to UV radiation can achieve a UL94 5VA rating at a thickness of 3.0 mm (±10%). 16. The composition of claim 1 , wherein the cross-linkable polycarbonate resin comprises about 1 mole % to about 3 mole % endcap groups derived from the monohydroxybenzophenone. 17. The composition of claim 1 , wherein a plaque that is made from the composition and exposed to UV radiation can achieve a UL94 5VA rating at a thickness of 2.0 mm (±10%). 18. The composition of claim 1 , wherein a plaque that is made from the composition and exposed to UV radiation can achieve a UL94 5VA rating at a thickness of 1.5 mm (±10%). 19. The composition of claim 11 , wherein the cross-linkable polycarbonate resin has a weight-average molecular weight of between 17,000 and 35,000 Daltons, as measured by GPC using a UV-VIS detector and polycarbonate standards. 20. The composition of claim 12 , wherein the cross-linkable polycarbonate resin has a polydispersity index (PDI) of between 3.0 and 7.3 as measured by GPC using a UV-VIS detector and polycarbonate standards. 21. The composition of claim 1 , wherein the cross-linkable polycarbonate resin has a melt volume flow rate of about 2 to about 12 cc/10 min at 300° C./1.2 kg. 22. The composition of claim 1 , wherein a plaque comprising the composition has a transparency of 70% or greater at a thickness of 3.2 mm, measured according to ASTM-D1003-00. 23. The composition of claim 1 , wherein a plaque comprising the composition has a haze value of less than 2% at a thickness of 2.54 mm, measured according to ASTM D1003-07. 24. The compositio
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