c12)  United States Patent  Lutsen et al.  (IO)  Patent No.:  US 8,449,985 B2  *May 28, 2013  (45)  Date of Patent:  (54)  POLYIPTYCENYLENE VINYLENE AND  METHOD OF MAKING THE SAME  (75)  Inventors:  Laurence Lutsen,  Coudekerque-Branche (FR);  Dirk  Vanderzande,  Hasselt (BE)  (73)  Assignees:  IMEC,  Leuven (BE);  Universiteit  Hasselt,  Diepenbeek (BE)  ( *)  Notice:  Subject to any disclaimer, the term ofthis  patent is extended or adjusted under 35  U.S.C. 154(b) by 850 days.  This patent is subject to a terminal dis› claimer.  (21)  Appl. No.:  12/435,198  (22)  Filed:  May 4, 2009  (63)  Continuation-in-part of application No. 12/183,937,  filed on Jul. 31, 2008, now Pat. No. 8,173,999, which is  a continuation-in-part of application No. 12/026,385,  filed on Feb. 5, 2008, now Pat. No. 8,173,267.  (60)  Provisional application No. 60/957,373, filed on Aug.  22, 2007, provisional application No. 61/051,284,  filed on May 7, 2008, provisional application No.  61/051,268, filed on May 7,  2008, provisional  application No. 61/051,268, filed on May 7, 2008,  provisional application No. 61/051,284, filed on May  7, 2008.  (52)  U.S. Cl.  USPC ........  428/522;  428/419; 427/340; 427/385.5;  585/19; 585/27; 528/396  12 Claims, 3 Drawing Sheets  (57)  ABSTRACT  OTHER PUBLICATIONS  U.S. PATENT DOCUMENTS  (56)  References Cited  (58)  Field of Classification Search  None  See application file for complete search history.  (51)  Int. Cl.  (30)  Foreign Application Priority Data  (65)  Prior Publication Data  Related U.S. Application Data  Aug. 1, 2007  Aug. 1, 2008  Oct. 16, 2008  (EP) ..................................... 07447045  (EP) ..................................... 08161680  (EP) ..................................... 08166820  5,817,430 A  6,605,693 Bl  *  6,638,685 B2  6,660,479 B2  10/ 1998 Hsieh  8/2003 Becker et al. ................. 528/378  10/2003 Maeda  12/2003 Kim  (Continued)  B32B 9/04  (2006.01)  B32B 27100  (2006.01)  B05D3/10  (2006.01)  C07C 13/465  (2006.01)  C08G61/00  (2006.01)  Handbook of Chemistry and Physics 81’$^{1 }$edition, CRC Press, pp.  8-44 to 8-56 (2000).  (Continued)  Primary Examiner  - John J Figueroa  (74)  Attorney, Agent, or Firm  -Knobbe Martens Olson &  BearLLP  Methods are provided for obtaining soluble or insoluble poly  (iptycenylene vinylene) homo- and co-polymers via a soluble  precursor polymer. The polymers obtained by the methods  can be used in electronic or opto-electronic devices, e.g.,  chemosensors.  US 2009/0246532 Al  Oct. 1, 2009  US008449985B2  ,’  ,,  \  .  I  ’  0.8  ’  ’  0.6  --"’  ,::(  0.4  0.2  471nm  --ab  -- --- -- ex  ---••••••  em  0.8  0.6  ~  c  04  0.2  0  ~-~-~~-~--~-~~-~o  300  350  400  450  500  550  600  ;., (nm) 