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# 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 

## (65) Prior Publication Data 

US 2017/0183512 Al Jun. 29, 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. 

<img src='content_image/927022.jpg'>

(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. 

## (56) References Cited 

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## Related U.S. Application Data 

## U.S. PATENT DOCUMENTS 

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# (IO) Patent No.: US 10,519,328 B2 

# (45) Date of Patent: *Dec. 31, 2019 

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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 

## (57) ABSTRACT 

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. 

US010519328B2 

## OTHER PUBLICATIONS 

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## 17 Claims, 2 Drawing Sheets 

