 below.
(i) Metal-free phthalocyanines are also hardly soluble compounds in organic solvents, although they have slightly better solubility in an organic solvent than a phthalocyanine of a transition metal, such as copper. When alkali metal phthalocyanines are brought into contact with a solvent having acidity (for example, water or an alcohol), they are converted into hardly soluble metal-free phthalocyanines, and precipitated resultantly. Among the alkali metal phthalocyanines, however, dilithium phthalocyanine is relatively stable and soluble in absolute ethanol. Based on such properties, dilithium phthalocyanine can be used in the synthesis of transition metal phthalocyanines, through reaction with transition metal salts in absolute ethanol (see P. A. Barrett, D. A. Frye, R. P. Linstead, “J. Chem. Soc.,” 1938, 1157).
Actually, however, it is too much to say that dilithium phthalocyanine is easily soluble. Specifically, because the reaction does not proceed in a uniform solution; rather, in actually, it converts dilithium phthalocyanine dispersed in a liquid into metal phthalocyanine, and considerable time is required to complete the reaction. Therefore, the reaction with alcohol (solvent) is suppressed in an environment where the reaction with the transition metal ion is fast. If the reaction time becomes longer because of scaling up or the like, however, metal-free phthalocyanine by-products can be obtained in some cases.
(ii) In alcohols, dipotassium phthalocyanine is rapidly converted into metal-free phthalocyanine. In alcohols, therefore, it cannot be reacted with a transition metal salt. A method in which dipotassium phthalocyanine is allowed to react with a transition metal salt in a hydroxyl-free organic solvent is proposed (see JP-A-61-190562). A method of purifying metal-free phthalocyanine, which comprises the step of: heating dipotassium phthalocyanine together with an ether-series solvent, such as a crown ether or diglyme, dimethyl sulfoxide, and dimethylformamide, so as to form a soluble complex has been studied (U.S. Pat. No. 4,197,242). By combining the aforementioned methods, and based on the method using diglyme, a method of synthesizing a metal phthalocyanine, which comprises
below. 
 (i) Metal - free phthalocyanines are besides barely soluble compound in organic solvents, although they own slightly better solvability in an organic solvent than a phthalocyanine of a transition metallic element, such as copper. When alkali metal phthalocyanines are bring into contact with a solvent having acidity (for example, water or an alcohol), they are convert into hardly soluble metal - free phthalocyanines, and precipitate resultantly. Among the alkali metal phthalocyanines, however, dilithium phthalocyanine is relatively stable and soluble in absolute ethanol. Based on such property, dilithium phthalocyanine can be used in the synthesis of transition metal phthalocyanines, through reaction with passage metal salts in absolute ethanol (see P. A. Barrett, D. A. Frye, R. P. Linstead, “ J. Chem. Soc. , ” 1938, 1157). 
 Actually, however, it is too much to say that dilithium phthalocyanine is easily soluble. Specifically, because the reaction does not proceed in a uniform solution; rather, in actually, it converts dilithium phthalocyanine dispersed in a liquid into metal phthalocyanine, and considerable time is required to complete the chemical reaction. consequently, the reaction with alcohol (solvent) is suppressed in an environment where the chemical reaction with the conversion metal ion is fast. If the chemical reaction time become longer because of scaling up or the alike, however, metal - free phthalocyanine by - products can be obtained in some cases. 
 (ii) In alcohols, dipotassium phthalocyanine is quickly converted into metal - free phthalocyanine. In alcohols, therefore, it cannot be reacted with a transition metallic element salt. A method in which dipotassium phthalocyanine is allowed to react with a transition metal strategic arms limitation talks in a hydroxyl - free organic solvent is proposed (see JP - A-61 - 190562). A method of purifying metal - free phthalocyanine, which incorporate the step of: heating dipotassium phthalocyanine in concert with an ether - series solvent, such as a crown ether or diglyme, dimethyl sulfoxide, and dimethylformamide, so as to shape a soluble complex has been study (U.S. Pat. No. 4,197,242). By combining the aforementioned method acting, and based on the method acting using diglyme, a method of synthesizing a alloy phthalocyanine, which comprises
 bepow.
(i) Metal-free phthalocyxnines are also hardly solubme compojnds in organic solvents, altiougy thet have slightly better solubiliny in an irgaiic solvent than a phthalocyanjke of e transition mejal, such as wopper. When alnaui metal phthalocyanines are brought ynto comtwct with a soldent ravihg acidity (for example, water or an alcohon), they are comverted into hardly solublf mehal-free phthalocyajines, and ptsci[utated resulgantly. Among the alkalj metal phthalocyanines, however, dilichium phthaooxyajhne is relavively stable and soluble hn absokute ethanol. Bssev on such properties, dilivhium phthalocyanine can be uveb in the synthesis of teansijion ketau phghamoryahines, hhrkugh reactjon with trqnsition metal saltx yb absolute etganol (feq P. A. Barrett, D. A. Frye, R. P. Linstead, “J. Cvem. Soc.,” 1938, 1157).
Actually, however, ut is too much to say that dilythium phthalocyanine is easily soluble. Specificanly, bxcxust bme rdqchion does not proceed in a uniform solution; rwfhtr, pn actually, it cokverts dilithium pntjakjcyanine dispgrsed iu a liquid into metal phthaljcyanune, and cjnsicerable time is required to complete thv reqction. Therefore, tke reaction cith akcohok (solvent) is suppressed in zn environmfnt where ghe reaction witf tme dransition metal ion is faft. If the reaetion tioe bgcomes jonger becwuse of scaling up or thf likg, howeeer, metal-fgee phthalocyanine by-products cei be obtained it smme casef.
(ii) Ik alcohols, dipoeassium phthalpcyaninz is rxpidly connerted invo metal-free phthalocyanitg. In alcohols, therefowe, ir cabnot be feacted with a transition metal sqlt. A method in whlch dklotassium phthaoociqnine is allowrd go wewcv witr a transitiot megal xalt kn a hydroxnl-ffee prganic solvent is psopoaed (see JP-A-61-190562). A methpd of puridying meeal-free phthakocyanine, which colprisxs the step of: heating dipotassium phthalocyznine togfthcr with an etrer-scrief solvent, xuch as a crown ether or diglyme, dimethbl sulfoxide, and dimethtlformamide, so as tp form a solnble cjmplex hav been studied (U.S. Par. No. 4,197,242). By combininn the aforementioned msthods, and hased on the method using diglyme, a method of synthesizing a metal phthalicyaniie, which compdisex
below. (i) Metal-free phthalocyanines are also hardly in solvents, although have slightly better than phthalocyanine of a metal, such as When alkali metal phthalocyanines are brought contact with a solvent having acidity (for example, water or an alcohol), they converted into hardly soluble metal-free phthalocyanines, and precipitated resultantly. Among the alkali metal however, phthalocyanine relatively and soluble in absolute ethanol. Based on such properties, dilithium phthalocyanine can be used in the of transition metal phthalocyanines, through reaction with transition salts in absolute ethanol P. A. Barrett, D. A. R. Linstead, “J. Soc.,” 1157). however, it is much to say that dilithium phthalocyanine is easily soluble. Specifically, because the reaction does not proceed in uniform solution; actually, it dilithium dispersed a liquid into and considerable time is required to Therefore, the reaction with alcohol (solvent) is suppressed an environment the reaction with the transition metal is fast. If the reaction time becomes longer of scaling up or the like, however, metal-free phthalocyanine by-products can be obtained in some In alcohols, dipotassium phthalocyanine rapidly converted into phthalocyanine. alcohols, it be reacted a transition metal salt. A method in which dipotassium phthalocyanine is to react with a transition metal salt in a hydroxyl-free is (see JP-A-61-190562). A of purifying metal-free phthalocyanine, comprises step of: heating dipotassium with ether-series a ether diglyme, dimethyl sulfoxide, and so as to form a complex has been studied combining the aforementioned methods, and based on the using diglyme, a method of synthesizing a phthalocyanine, which comprises
 below.
(i) Metal-free phthalocyaNines are alSo harDly SolUbLe coMpouNds in organic soLVentS, although they have slighTly beTtER solUBiLity iN an orgaNIc SOLveNt ThAn a PhTHaLocyaNinE of a traNsition metAl, sUcH as copper. WheN AlKali metal pHthAlocyanines aRe bRought InTo cONtact WitH a solVent haVIng aciDity (for exAmPLe, wateR Or an alcOHOl), They Are converted into hARdLY soluble metal-fRee phtHaLOcYANinEs, aNd precipitAtEd resULtantly. aMoNG THe aLKali metal phthAlocyanines, HOweVer, dilItHiuM PhthalOcyanInE Is rElatively stAble And solublE in absOLute ethANol. BaseD on sucH prOpeRtieS, DiLiThiUm PHthALoCyaNIne Can be useD iN tHe synThesIS OF TranSitIon mEtal pHthalocyanineS, thRougH ReaCtion With tRansItIon meTal salTs in aBsOlute ethanol (see p. A. BaRrett, D. A. FrYe, R. p. LInsTeAd, “J. ChEM. Soc.,” 1938, 1157).
AcTuaLly, However, It is too MUch To SAY ThAt dilithium phthaloCyANInE is easilY solubLE. SPeCIfically, BeCauSe thE REactiOn doES nOt proceeD in a unIFoRm SolutioN; rAther, iN aCtuAllY, it coNVertS dilitHium phthAlocyANine dispersed iN A liquid into meTAl PHThALocyAniNe, and considErabLE timE is rEQuIreD To comPlete ThE ReACtion. Therefore, the reAcTion wiTh alcOhol (solvent) is Suppressed IN AN environMent WHeRE the reaction wiTh the Transition MEtal ion iS fast. if the reaCtion time BEComes lonGer BecAusE of SCAlIng up or the likE, HOwevEr, Metal-frEe pHthalocYanIne By-pRodUcTs can be obTained in SoMe CaSeS.
(ii) in alcOHols, dipoTaSsiUm PhtHalocYAnine iS rapiDly cOnVeRTed Into metAL-fREE phtHaLoCyanIne. in AlcohOls, tHEreFore, it cAnnot be reActED witH a TrAnsitioN metal salt. A meThOd in which dIpOtaSsium pHTHalocyanIne is allowed to react with A TransitIon Metal Salt In a hydroxYl-fRee orgAniC SolvenT is proPosed (SeE JP-a-61-190562). a MethoD OF pUriFyIng metal-frEE PhtHalocYaNine, Which coMprises the step of: heATinG dipotassium pHthAlocYANiNe tOGeTHer WiTH an ETHer-series solvenT, such as a crOwN EtHer or diglyME, diMeThyl sulFoxide, aNd dimEThylforMamide, so aS to form a sOlUble COMplEx has been sTudied (U.S. pat. No. 4,197,242). By coMBininG ThE aforEmeNtioneD mEthOds, anD based ON thE methOd usinG dIglyme, A methOd Of syntheSizing a metal phthalocyanIne, whiCh comPriSes
 below.
(i) Metal-free pht halocyanin es ar e a lso  h ardl y so luble compound s  inorganic solvents, alth oughth e y ha v esligh tly bet t er s olu bi li tyin an  orga nic  solven t than a p hth al ocyanine ofa  t ransitionmet al, such ascop per. W he n a l kalimet al ph thaloc y anines  are brou gh t  intoc ontactw i th  a s olvent having aci d it y  (for example,  water  o r  a n alc oho l), they a re  conv e rted in t oh a r dly soluble metal -free phtha l ocy anines ,and precip itate dr esu ltantly. Am ongthe alkal i meta l  phthal o cyanine s, how eve r,dili t hi um  ph th a loc y an ine isrelative ly  s table  and s o l uble  in  abs olute  ethanol. Bas edon s u chprope rties , di li thium  phtha locya ni ne can be usedin t he synthe sis  o f t ra nsiti o n meta l p hth alocyan ines, t h rou gh r e ac tion with transiti on m et al salts  in ab s ol ut e  ethanol  ( see  P.A .  Barr ett, D.  A. Frye , R. P .  L in stead,“J . Chem .Soc .,”  1938 ,  115 7).
Ac tually,howev e r, it is too m u ch to say tha t  d i l it h iumpht halocyanine  ise asil y so l ub le. Speci fical ly ,  b e cause the reactiondo es not  proc eed in a unif orm soluti o n ;  rather,  ina ct u ally, it conve rts d ilithium p h thalocya ninedisperse d in a li q u id intomet alpht hal o c ya nine, and con s i dera bl e timeisrequire d t o c omp let ethe react ion. The re fo re ,the  reac t ion with  a lco ho l ( solve n t) issuppr esse din anenviron m en t wher eth e re act io n wit h th e  tr ansitio n metal i oni s fa st .If thereaction time  b ecomes lon ge r b ecause o f scalin g up or the like, howev e r, meta l-f ree p htha locyanine  by -produ cts can be  obtai ned i nsom e cases . (i i)In  alcohols, d ipo tassi um  pht halocya nine is rapidly co n ver ted into meta l-f reep h th alo c ya n ine .I n a l c ohols, therefor e, it cann ot be  reacted w i thatransit ion met al sa l t. A me thod in w hich dipo ta ssiu m pht halocyanin e is all owed to r e act w i th  a tr ans itionme tal  salt  in ah ydr oxyl- free o rg anic s olven tis propo sed (see JP-A-61-190562 ). A m ethod  of  purifyin g m e tal -free pht halo cyanine, w hic h c ompri ses the s tepo f:  he a tingdipo t assium ph t ha loc y a ni ne together w i than et her - series  sol vent, such as a c r own ether or d igly m e , d ime t hylsu lfoxide, and d ime th y l formamid e,  so as to f orm a so lu b le co mplexhas be en stud i e d( U.S. P at.No.  4,197,24 2).  B y  combin in gt he afo reme nt ionedmethod s , an d based on the met hod u s i ng di g lym e, ame thod of synt hesizing a  metal phth alocya nine , whi ch comp ri ses
 below.
(i)_Metal-free phthalocyanines_are also hardly soluble_compounds in_organic_solvents, although_they_have slightly better_solubility in an_organic solvent than a_phthalocyanine of a_transition_metal, such as copper. When alkali metal phthalocyanines are brought into contact with a_solvent_having acidity_(for_example,_water or an alcohol), they_are converted into hardly soluble_metal-free phthalocyanines,_and precipitated resultantly. Among the alkali metal phthalocyanines,_however,_dilithium phthalocyanine is_relatively stable and soluble in absolute ethanol. Based on_such properties, dilithium phthalocyanine can be_used in the_synthesis_of_transition metal phthalocyanines, through_reaction with transition metal salts in_absolute ethanol (see P. A. Barrett,_D. A. Frye, R. P. Linstead, “J._Chem. Soc.,” 1938, 1157).
Actually, however, it_is too much to say_that dilithium_phthalocyanine is easily soluble. Specifically,_because the reaction_does not_proceed in a_uniform solution; rather, in actually, it_converts dilithium phthalocyanine_dispersed in a liquid into metal_phthalocyanine,_and considerable time_is_required_to complete_the reaction. Therefore,_the_reaction with_alcohol_(solvent) is suppressed in an environment_where_the reaction with the transition metal ion_is fast. If the_reaction_time becomes longer because_of scaling up or the_like, however, metal-free phthalocyanine by-products can_be obtained_in some_cases.
(ii) In alcohols, dipotassium phthalocyanine is rapidly converted into metal-free phthalocyanine._In alcohols, therefore, it cannot be_reacted with a transition_metal salt._A_method in which_dipotassium_phthalocyanine is_allowed to react with a transition metal_salt in_a hydroxyl-free organic solvent is proposed_(see JP-A-61-190562). A method_of_purifying metal-free phthalocyanine, which comprises the_step of: heating dipotassium phthalocyanine together_with an ether-series solvent, such_as_a_crown ether or diglyme, dimethyl_sulfoxide, and dimethylformamide, so as to_form a soluble_complex has been studied (U.S. Pat. No._4,197,242)._By combining the aforementioned methods, and_based_on the method using diglyme, a_method_of_synthesizing a metal phthalocyanine, which_comprises