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    Crayon

    Uploaded by

    ducayjerrold9

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    © All Rights Reserved
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    2) United States Patent (10) Patent No: US 8,431,632 B2 Sumitomo et al. (45) Date of Patent: Apr. 30, 2013 (ss) CRAYON 6) References Cited (75) laventors: Kotaro Sumitomo, Sijonawate (JP), Masamitsu Takahashi, Sijoosvate UP) Hidetoshi Fuku, Yao JP) (73) Assignee: Sakura Color Produets Corporation, (Osaka (IP) (*) Novice: Subject to any disclaimer, the term ofthis patent is extended or adjusted under 35 USC. 15400) by O days. (21) Appl.Nos —12/668,294 (22) PCT Filed: Jul. 9, 2008, (86) PCT No. §371 0). (2),(4) Date PCTIIP20087062369 Jun. 15, 2010 (87) PCTPub. No: WO2009/008437 PCT Pub, Date: Jam, 15, 2009 (65) Prior Publication Data US 2010027391881 Oct, 28,2010 (20) Foreign Application Priority Data Jul. 10,2007 GP) 2007-180828 (51) Incl. cob 1300 (2) Us.cL. usec s23/164 (58) Field of Classification Search S2M168 ‘See application file for complete search history (2006.01) US. PATENT DOCUMENTS. 6203910 BL* 32001 Fula cal aps4i3 FOREIGN PATENT DOCUMENTS ® St21619 BY 81979 @ SSl41716 B2 101980 ® una7d & "81999, ® 200S-01STH2 A 1/2005 ® o06-274246 A 102006 (OTHER PUBLICATIONS AHL Tullo, ACS CAEN, 2005, 8446), 29331° Nuh, ICIS News Fb, 10, 2004 (hp: ww ics com nice 200400115871 evseiniie body saysabe-safeas- Plastics ml).* Toterational Search Report of PCTIP2008062369, date Sep. 30 2008 * cit by examiner Primary Examiner —Vu A Nguyen (74) Atorne, Agent, or Firm — Hae, Sumani, Mueller & Larson, PC. “7 ABSTRACT ‘Theinvention provides a erayon which comprises an altera- tive plasticizer in place of the conventional phthalate ester plasticizers and yet provides writings excellent in water resis- tance, the erayon comprising a colorant, a glling agent, an ‘organi solvent, resin component, anda plasticizer, wherein the plasticizer isat east onesolecte from disonony! adipate, scelylibuyl citrate, 12-cyclohexanedicarboxylic acid dlisononyl, and alkyloulfoaic acid phenyl ester and is con- tained in an amount of 1 to 20% by weight based on the erayon, 8 Claims, No Drawings US 8,431,632 B2 1 CRAYON ‘TECHNICAL FIELD ‘This invention relates toa rayon which provides writings ‘excellent in wate resistance, BACKGROUND ART crayon containing a colorant, an organic solvent, resin anda gelling agents main components hs been convention ally wel known. As an example, a crayon obtained by dis- solving or dispersing a gelling agent comprising diben alidene sorbitol, tlbenzylidene sorbitol, or a derivative thereof, resin component and a coloring agent in an omganic solventtopreparea mixture and then cooling and sliilying the mixture (Gee Patent Literatures | and 2) Inrevent years as safety standards af crayon have come to be severe,» erayon produced using glycol monoalky eters _asan organic solvent has been proposed (see Patt Lsterature 3), and on the other hand, a crayon with improved writing ‘quality under severe circumstances ron any Weting surfaces formes of various materials has been proposed (see Patent Literature 4), ‘Such conventional erayons contin phate ester plas ticizer such a dibutyl phthalate or butylbenzyl phthalate so thatthe crayon has a suitable hardness, tha sso thatthe ‘rayon bas a good feeling when used, ab well a the erayon ‘can provide water resistant writings (se Patent Literature 2) Hovsever, it has recently come tobe feared that the palate ‘ester plasticizers might be oxi and while thee isa rend that the use thereof is being regulated in various products, an ‘allerative plasticizer to be incorporated ia crayons. for instead of the conventional phialate ester plasticizers is, ‘called o that the resulting erayon ean provide Water resist ‘writings, Patent Literate 1 54.236198 Patent Literature 2; Japanese Pateat Publication No, SS-41 7168 Patent Literature 3: Japanese Patent Application Laid-Open No. 11-2006798 Patent Literature 4: Japanese Patent Application Laid-Open No, 2001-274246A. Japanese Patent Publication No. DISCLOSURE OF THE INVENTION ‘Technical Problems to be Solved ‘This invention has been completed problems involved inthe eoaveational above. Therefor, its an object of the invention to provide a ‘rayon which comprises an altemative plasticizer in place of| the conventional plate ester plasticizers and yet provides ‘writings excelent in water resistance. “Means to Solve the Problems ‘The invention provides a ersyon comprising a colorant. a selling agent, an organic solvent, resin component, and plasticizer, wherein the plasticizer is at least one selected fom disononylatipate,acetyhributyl citrate, 12-eycloex anedicarboxylc acid disonony, and alkylsulfonie acid phe- nylesterandiscontsined inn amount of It 20% by weight based on the rayon. foots of the Invention ‘The crayon of the invention comprises an alternative plas- ticizer in place ofthe conventional phthalate ester platciz~ s 2 ers, and yet it can provide writings even betterin water resis- ‘ance than a crayon comprising the conventional phthalate stor plasticizers BEST MODE OF CARRYING OUT THE INVENTION ‘hecrayonof te invention comprises a colorant, gling ‘pet, an organi solvent, 2 esa eomponeat, and 3 plastic cizcr, wherein the plasticizer is at leas one selected fem disononyladipatesceyeibutycitate, 1. 2-cyclobexanes- carboxylic acid disonons, and alkysulfnic acid phenyl este and is contained jn an amount of 1 1 20% by weight based onthe weight of the eryon, “The organic solvent used in the crayon ofthe invention is not specifically limited, and at last one selected fom the group consisting of eos glycols, glycol ethers an ly~ col eter esters is proferably sed, Specific examples of sich preferable organic solvents ince alcohols swchas metha- nol, ethanol, isopropyl aleohol,3-methy!-3-methoxybutano and S-methony-I-buanol; glycols, such as etyene glyco propslene glycol, diethylene glycol, and dpropylene glyco! veal ethers, such a methyl eter ey ether, pops ether. butyl ether, and phenyl ether ofthe above-mentioned glycols and glycol eter esters such as aetats ofthe above-men- tioned geo! ethers ‘Among the above-mentioned organi savents at east one selected from the group consisting of 3-methy-3-methox- yutanol, ethylene gio! monobiry ether, propylene ayo! ‘monobutyl ether and dipropslene glycol monomethyetheris particularly preferably use. ‘The amount of the organic solvent inthe rayon ofthe inventions suitably determined depending onthe aor com ponents, suchas colorant. The amouatof the ogni solvent ‘8 usualy in the range fom 20 to 80% by weigh, and pre erably in the range irom 30 68% by weigh, based onthe ‘weight of enon, When te amount ofthe organic solvent x excessively lrg, there sa posiiliy tht it becomes dic cultto integrally gelthe necessary components when crayon is produced. On the other hand, when the amount ofthe ngaic solvent i exessvely smal it becomes dificult to dissolve the necessary componcas therein, resulting in a possibilythata uniform gl cannot he formed when rayon Ss produced. "The geling ageat is «component for integrating the nov- essary components into soli. As socha geling gent at east tne sleco from the proup consisting a ibenzyidene sor bit, tbenzylidene sorbitol and derivatives thereat spre erably used Examples of derivatives ofeiben7yidene sorbitol inchide compouuis in which 2 benzene nucleus in a eazylidene rnp of dibenzsidene sorbitol s substituted with a alk sro having 1 to 3 carbon atoms ora halogen atom at an arbitrary position. Specific examples thereof inlude[i(p- methybenzyldenesorbite,.[i(a-ethylbenzyidene]sor bit and [c(p-

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