US010519328B2  (IO)  Patent No.:  US 10,519,328 B2  (45)  Date of Patent:  *Dec. 31, 2019  c12)  United States Patent  Han et al.  (54)  COMPOSITION AND METHOD FOR  FORMING ELECTROACTIVE POLYMER  SOLUTION OR COATING COMPRISING  CONJUGATED HETEROAROMATIC  POLYMER, ELECTROACTIVE POLYMER  SOLUTION, OBJECTS COMPRISING THE  ELECTROACTIVE COATING, AND SOLID  ELECTROLYTIC CAPACITOR AND  METHOD FOR FABRICATING THE SAME  (71)  Applicant:  PolyM technology corporation,  Hsinchu (TW)  (72)  Inventors:  Chien-Chung Han,  Hsinchu (TW);  Ting-Chia Ku,  Taichung (TW);  Jo-Wen Chiang,  Taichung (TW)  (73)  Assignee:  PolyM technology corporation,  Hsinchu (TW)  ( *)  Notice:  Subject to any disclaimer, the term ofthis  patent is extended or adjusted under 35  U.S.C. 154(b) by 170 days.  This patent is subject to a terminal dis› claimer.  (21)  Appl. No.:  15/456,595  (22)  Filed:  Mar. 13, 2017  (63)  Continuation-in-part of application No. 14/306,251,  filed on Jun. 17, 2014, now Pat. No. 9,627,147, which  1s  a  continuation-in-part  of  application  No.  13/662,533, filed on Oct. 28, 2012, now Pat. No.  9,790,330.  (51)  Int. Cl.  (52)  U.S. Cl.  CPC .............  C09D 5124  (2013.01);  C09D 125106  (2013.01);  H0JG 9/0036  (2013.01);  H0lG  91025  (2013.01);  H0JG 9115  (2013.01)  (58)  Field of Classification Search  CPC ..... H0lB 1/127; C08G 73/0611; C08G 75/00  See application file for complete search history.  (65)  Prior Publication Data  Related U.S. Application Data  (56)  References Cited  U.S. PATENT DOCUMENTS  17 Claims, 2 Drawing Sheets  (57)  ABSTRACT  OTHER PUBLICATIONS  6,166,172 A  6,602,974 Bl  6,891,016 B2  7,034,104 B2  7,098,294 B2  7,452,958 B2  7,572,880 B2  7,951,901 B2  9,627,147 B2  *  2004/0085711 Al  2004/0171790 Al  2010/0004423 Al  2010/0148124 Al  2010/0179301 Al  2010/0234478 Al  2014/0121326 Al  2014/0293514 Al  12/2000 McCullough et al.  8/2003 McCullough et al.  5/2005 Reuter et al.  4/2006 Baik et al.  8/2006 McCullough et al.  11/2008 McCullough et al.  8/2009 Rieke  5/2011  Reuter et al.  4/2017 Han  5/2004 Merker et al.  9/2004 Baik et al.  1/2010 Rieke  6/2010 Reuter et al.  7/2010 Henninger et al.  9/2010 Rieke  5/2014 Han et al.  10/2014 Hanetal.  C08G 61/126  Yoshino et al., "Preparation and Properties of Conducting Hetero› cyclic Polymer Films by Chemical Method," Japanese Journal of  Applied Physics 23 (12), Dec. 1984, pp. L899-L900.  Meng et al., "Solid-State Synthesis of a Conducting Polythiophene  via an Unprecedented Heterocyclic Coupling Reaction," Journal of  the American Chemical Society 125 (49), Nov. 12, 2003, pp.  15151-15162.  Bonillo and Swager, "Chain-Growth Polymerization of  2-Chlorothiophenes Promoted by Lewis Acids," Journal of the  American Chemical Society, Nov. 9, 2012, pp. 18916-18919.  Balasubramanian et al., "Chain-growth cationic polymerization of  2-halogenated thiophenes promoted by Br0nsted acids," Polym.  Chem, Jun. 16, 2014, pp. 5928-5941.  "Office Action of PCT Counterpart Application", dated Mar. 25,  2015, p. 1-p. 12.  Ken Shimizu Organic Chemistry FAQ: How to identify the most  basic atom website (no date).  * cited by examiner  Primary Examiner  - Mark S Kaucher  (74)  Attorney, Agent, or Firm  - JCIPRNET  A composition for forming an electroactive coating includes  an acid as a polymerization catalyst, at least one functional  component, and at least one compound of formula (1) as a  monomer:  wherein Xis selected from S,  0,  Se, Te, PR 2  and NR 2 ,  Y is  hydrogen (H) or a precursor of a good leaving group y› whose conjugate acid (HY) has a  pKa  of less than 45, Z is  hydrogen (H), silyl, or a good leaving group whose conju› gate acid (HY) has a  pKa  of less than 45, b is 0, 1 or 2, each  R $^{1 }$is a substituent, and the at least one compound of formula  (1) includes at least one compound of formula (1) with Z=H  and Y;,H.  US 2017/0183512 Al  Jun. 29, 2017  C09D 5124  C09D 125106  H0lG 9/00  H0lG 9115  H0lG 91025  (2006.01)  (2006.01)  (2006.01)  (2006.01)  (2006.01)  4,521,589  A  4,697,001 A  4,803,596  A  4,910,645 A  5,756,653  A  6,056,899  A  6/1985 Yamamoto et al.  9/ 1987 Walker et al.  2/1989 Hellwig et al.  3/ 1990 Jonas et al.  5/ 1998 Rieke  5/2000 Lessner et al.  (1) 