(12) Ullltfild States Patent (10) Patent No.: US 7,972,427 B2 Indusegaram et al. (45) Date of Patent: *Jul. 5, 2011 (54) AQUEOUS FORMULATION COMPRISING (56) References Cited LOW VISIBILITY NAPHTHALOCYANINE DYE U.S. PATENT DOCUMENTS , . 4,648,992 A 3/1987 G f tal. (75) Inventors: Sutharsinyllndusegaram, Balmain 4,864,618 A 9/1989 wr1a1g1:t et 1111 (AU); Gra¢1elG9I1Zaga; Ba1ma1n(AU); 5,051,736 A 9/1991 Bennett et al. Simone Charlotte Vonwiller, Balmain 5,477,012 A 12/1995 Sekendur (AU); Scott Matthew Starling, Balmain 5,652,412 A 7/ 1997 LHZZOHH1 @1111 (AU); Lachlan Everett Hall, Balmain A 1515; glzzounl @131 (AU); Damon Donald Ridley, Balmain 5’852’434 A 12/1998 Sgfizndm (AU); Ki“ sfl"°rbr°°k= Ba1ma1n(AU) 630763734 A 6/2000 Dougherty et al. _ _ 6,964,374 B1 11/2005 Djuknic et al. (73) Assignee: Silverbrook Research Pty Ltd, 7,122,076 B2 10/2006 Vonwtller er al, Balmain, New Sguth Wales 7,148,345 B2 12/2006 Vonwiller et al. 7,470,315 B2 * 12/2008 Vonwiller et al. ........ .. 106/31.49 ( * ) Notice: Subject. to any disclaimer, the term of this * 51031222351531 1111 106/3149 patent is extended or adjusted under 35 717091633 B2 5/2010 1nC1uSega1am et 1111 U-SC 154(0) by 0 days 7,824,484 B2* 11/2010 Indusegaram etal. 106/31.49 . . . . . 2008/0006177 A1 1/2008 Indusegaram et al. This patent is subject to a tenninal disclaimer. FOREIGN PATENT DOCUMENTS GB 2306669 A 5/1997 (21) APP1- N0 12/904,027 wo wo 99/18487 A2 4/1999 WO WO 99/50787 10/1999 (22) Filed; ()¢t_ 13, 2010 WO WO 2006/015414 A 2/2006 WO WO 2006/015415 A 2/2006 PI‘i0I‘ Pllb1iC3ti0Il Data Us 2011/0023751 A1 Feb‘ 3’ 2011 Dymetman, M., and Copperman, M., “Intelligent Paper in Electronic Related UIS1 Application Data Publishing, Artist Imaging, and Digital Typography, Proceedings of EP ’98”, Mar./Apr. 1998, Springer Verlag LNCS 1375, pp. 392-406. (63) Continuation of application No. 12/694,070, filed on * _ _ Jan. 26, 2010, now Pat. No. 7,824,484, which is a med by exalnlner continuation of application No. 11/482,990, filed on _ _ _ Jul. 10’ 110W Pat N01 Primary E)CLlI’VllI’l€I" j H€1€I1€ K1€H18HSk1 (51) Int. Cl. (57) ABSTRACT C09D 11/00 (200601) An aqueous formulation comprises a sulfonated waterC09D 11/02 (200601) soluble IR-absorbing naphthalocyanine dye having a central U.S. Cl. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. Inetal atom InOie[y_ A ofthe fonnulation is in the range of (58) Field Of Classification Search ............. .. 106/31.49, 4 to 6,5, which minimizes Visibility of the formulation,