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( 12 ) United States Patent US009853326B2 (12 ) United States Patent ( 10 ) Patent No. : US 9 ,853 , 326 B2 Tokuda et al. ( 45 ) Date of Patent: Dec. 26 , 2017 ( 54 ) NONAQUEOUS ELECTROLYTE FOR (58 ) Field of Classification Search SECONDARY BATTERY AND CPC .. .. HO1M 10 /0569 ; HOTM 10 /0567 ; HOLM NONAQUEOUS - ELECTROLYTE 10 /0525 ; HOTM 4 /587 ; HOTM 4 / 134 ; SECONDARY BATTERY EMPLOYING THE HO1M 2300 /0025 ; YO2E 60 / 122 SAME See application file for complete search history . References Cited ( 71 ) Applicant: MITSUBISHI CHEMICAL (56 ) CORPORATION , Chiyoda- ku ( JP ) U . S . PATENT DOCUMENTS 5 ,580 ,684 A 12 / 1996 Yokoyama et al . (72 ) Inventors : Hiroyuki Tokuda, Ibaraki ( JP ) ; 5 , 754 , 393 A 5 / 1998 Hiratsuka et al. Minoru Kotato , Ibaraki ( JP ) ; Masahiro 6 ,001 , 325 A 12 / 1999 Salmon et al. Takehara , Ibaraki ( JP ) ; Shinichi 6 ,033 , 808 A 3 / 2000 Salmon et al. Kinoshita , Ibaraki ( JP ) 6 , 436, 582 B1 8 / 2002 Hamamoto et al. 6 , 919, 145 B1 7 / 2005 Kotato et al . 2001/ 0044051 AL 11/ 2001 Hamamoto et al. ( 73 ) Assignee : MITSUBISHI CHEMICAL 2002 / 0192564 Al 12 /2002 Ota et al. CORPORATION , Chiyoda -ku ( JP ) 2004 / 0048164 Al 3 /2004 Jung et al . 2004 / 0091786 A1 5 / 2004 Unoki et al. 2004 / 0191636 A1 9 / 2004 Kida et al . ( * ) Notice: Subject to any disclaimer , the term of this 2005 / 0008939 A1 1 / 2005 Ota et al. patent is extended or adjusted under 35 2005 /0014071 A1 1 / 2005 Noda et al. U . S . C . 154 ( b ) by 412 days. 2005 / 0084765 A1 4 / 2005 Lee et al . 2005 / 0118512 Al 6 / 2005 Onuki et al . 2005 /0191553 A1 9 /2005 Fujihara et al. ( 21 ) Appl. No .: 13/ 846 , 254 2006 /0088763 A14 / 2006 Li et al . ( 22 ) Filed : Mar . 18 , 2013 (Continued ) (65 ) Prior Publication Data FOREIGN PATENT DOCUMENTS CN 1437777 A 8 / 2003 US 2013/ 0216918 A1 Aug . 22 , 2013 CN 1181592 C 12 / 2004 (Continued ) Related U . S . Application Data (62 ) Division of application No . 13/ 619 ,147 , filed on Sep . OTHER PUBLICATIONS 14 , 2012 , now Pat. No . 9 ,093 ,716 , which is a division Combined Office Action and Search Report dated Jan . 20 , 2014 in of application No . 12 /594 ,513 , filed as application Chinese Application No . 201210059236 . 3 ( With English Transla No. PCT/ JP2008 /056803 on Apr. 4 , 2008 , now Pat. tion and English Translation of Category of Cited Documents) . No. 9 , 281, 541 . Chinese Office Action dated Jan . 28, 2015 in Patent Application No . 200880011461 . 1 (with English Translation ) . Foreign Application Priority Data Communication pursuant to Article 94 ( 3 ) EPC dated Aug . 29 , 2014 ( 30 ) in European Patent Application No . 11 188 812 . 9 . Apr. 5 , 2007 ( JP ) Office Action dated Apr. 6 , 2015 in Korean patent Application No . .. .. .. 2007 - 099274 10 - 2009 - 7020547 (with English translation ) . Apr . 20 , 2007 ( JP ) . .. .. .. .. .. .. 2007 - 111931 U . S . Appl. No. 14 /624 ,914 , filed Feb . 18 , 2015 , Fujii, et al . Apr. 20 , 2007 ( JP ) . 2007 - 111961 U . S . Appl. No. 14 /644 , 905 , filed Mar . 11, 2015 , Fujii , et al . Apr. 26 , 2007 ( JP ) . .. 2007 - 116442 Korean Office Action dated Feb . 4 , 2015 in Patent Application No. Apr. 26 , 2007 (JP ) .. 2007 - 116445 10 - 2014 -7036628 ( with English Translation ) . Apr. 26 , 2007 ( JP ) .. 2007 - 116450 (Continued ) ( 51 ) Int . Ci. Primary Examiner — Laura Weiner HOIM 10 /0567 ( 2010 . 01 ) (74 ) Attorney , Agent, or Firm — Oblon , McClelland , HOIM 4 / 133 ( 2010 .01 ) Maier & Neustadt, L . L . P . HOIM 4 / 134 ( 2010 .01 ) HOIM 4 /587 ( 2010 .01 ) (57 ) ABSTRACT HOIM 10 / 0525 ( 2010 . 01 ) An object is to provide a nonaqueous electrolyte and a HOIM 10 / 0569 ( 2010 .01 ) nonaqueous - electrolyte secondary battery which have excel HOIM 10 /052 ( 2010 .01 ) lent discharge load characteristics and are excellent in high HOIM 10 /056 (2010 . 01) temperature storability , cycle characteristics , high capacity , (52 ) U . S . CI. continuous - charge characteristics , storability, gas evolution CPC . .. .. HOIM 10 /0567 ( 2013 .01 ) ; HOIM 4 / 133 inhibition during continuous charge , high -current - density ( 2013 .01 ) ; HOTM 4 / 134 ( 2013. 01 ) ; HOIM charge / discharge characteristics , discharge load characteris 4 / 587 ( 2013 . 01 ) ; HOIM 10 /052 ( 2013 .01 ) ; tics , etc. The object has been accomplished with a nonaque HOIM 10 / 056 ( 2013 . 01 ) ; HOIM 10 /0525 ous electrolyte which comprises: a monofluorophosphate ( 2013 .01 ) ; HOIM 10 /0569 ( 2013 . 01 ) ; HOIM and / or a difluorophosphate ; and further a compound having 2300 /004 (2013 . 01 ) ; HOIM 2300 / 0025 a specific chemical structure or specific properties . ( 2013. 01 ) ; YO2E 60 /122 ( 2013 .01 ) 5 Claims, No Drawings US 9 ,853 , 326 B2 Page 2 ( 56 ) References Cited KR 10 - 2006 - 0035767 A 4 / 2006 KR 10 - 2006 -0075966 A 7 / 2006 U . S . PATENT DOCUMENTS KR 10 - 2007 -0031807 A 3 / 2007 WO WO 99 / 18625 A2 4 / 1999 2006 / 0134527 A16 / 2006 Amine et al . WO WO 99 / 18625 A3 4 / 1999 2006 / 0134528 A1 6 / 2006 Ihara et al . WO WO 2005 / 117175 A2 12 / 2005 WO WO 2006 / 043538 A1 4 / 2006 2006 /0286459 Al 12 / 2006 Zhao et al. WO WO 2006 / 078866 A2 7 / 2006 2007 /0048607 A1 3 / 2007 Nakashima et al. Wo WO 2006 /078866 A3 7 / 2006 2007 /0065726 A1 * 3 /2007 Yumoto . .. .. .. HO1M 10 /0569 WO WO 2006 /088021 A1 8 / 2006 429 / 326 WO WO 2006 / 132372 A112 / 2006 2007 / 0178379 A1 8 / 2007 Tamura et al. WO WO 2006 / 137177 AL 12 / 2006 2007 / 0298326 Al 12 / 2007 Angell et al . WO WO 2005 / 117175 A3 12 /2015 2008 / 0102376 A1 5 /2008 Kato et al. 2008 / 0286649 AL 11/ 2008 Li et al . 2008 /0305402 A1 12 / 2008 Kato et al. OTHER PUBLICATIONS 2010 / 0099031 AL 4 / 2010 Kato et al. 2011 / 0020712 A1 1 / 2011 Angell et al. U . S . Appl . No . 14 /529 ,709 , filed Oct . 31, 2014 , Fujii, et al . 2011 / 0171519 Al 7 / 2011 Kato et al. 4 . Electrolyte , Kikan Kagaku , Japan Scientific Societies Press , No . 2012 /0100435 A14 / 2012 Kato et al . 49 , p . 108 . Published Dec . 31, 2001. ISBN 4 -7622 - 2989 X . 2012 / 0244425 AL 9 /2012 Tokuda Extended Search Report dated Nov . 18 , 2011 in Europe Application 2012 /0308881 Al 12 / 2012 Tokuda et al. No. 11169896 . 5 . Chinese Office Action dated Oct. 26 , 2011, in Patent Application FOREIGN PATENT DOCUMENTS No. 200880011461. 1 (with English -language translation ) . Office Action dated Nov . 5 , 2012 in Chinese Patent Application No. CN 1653641 A 8 / 2005 CN 1906796 A 1 / 2007 20088011461 . 1 (with English - language translation ) . CN 101438449 A 5 / 2009 Japanese Submission of Publications issued Apr. 7 , 2011 , in Patent EP 0 825 664 A1 2 / 1998 Application No. 2007 - 116450 (with English - language translation ) . EP 1 205 996 A1 5 / 2002 Office Action dated Jul . 4 , 2012 in Chinese Patent Application No . 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