Agent for permanent hair waving containing heterocyclic mercapto compound.docx
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Agent for permanent hair waving containing heterocyclic mercapto compound.docx
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Agentforpermanenthairwavingcontainingheterocyclicmercaptocompound
( 35 of 711 )
UnitedStatesPatent
8,066,977
Shibuya, etal.
November29,2011
**Pleaseseeimagesfor:
(CertificateofCorrection) **
Agentforpermanenthairwavingcontainingheterocyclicmercaptocompound
Abstract
DisclosedisanagentforpermanenthairwavingthatcanrealizepermanenthairwavingevenintheneutraltoweaklyacidicpHrangeinwhichirritationparticularlytotheskinisnotsignificant.Theagentforpermanenthairwavingincludesatleastoneheterocyclicmercaptocompoundrepresentedbyformula
(1):
##STR00001##whereinR.sup.1andR.sup.2eachindependentlyrepresentahydrogenatomoranoptionallysubstitutedalkylgrouphaving1to5carbonatoms;Xrepresents--O--,--S--,--NH--,or--NR.sup.3--;R.sup.3representsanalkylgrouphaving1to5carbonatoms;nisanintegerof0to2;and,whennis2,groupSHmaybeattachedtoanycarbonatomofanalkylenegrouphaving2carbonatoms.
Inventors:
Shibuya;Akira (Kawasaki, JP),Yorozuya;Shinichi (Kawasaki, JP),Saito;Makoto (Kawasaki, JP)
Assignee:
ShowaDenkoK.K. (Tokyo, JP)
Appl.No.:
11/884,413
Filed:
May25,2006
PCTFiled:
May25,2006
PCTNo.:
PCT/JP2006/310951
371(c)
(1),
(2),(4)Date:
August15,2007
PCTPub.No.:
WO2006/126729
PCTPub.Date:
November30,2006
PriorPublicationData
DocumentIdentifier
PublicationDate
US20090208439A1
Aug20,2009
ForeignApplicationPriorityData
May27,2005[JP]
2005-155734
CurrentU.S.Class:
424/70.2
CurrentInternationalClass:
A61Q5/04 (20060101)
ReferencesCited [ReferencedBy]
U.S.PatentDocuments
3879534
April1975
Rambacheretal.
ForeignPatentDocuments
2614723
Oct1977
DE
10206292
Aug2003
DE
1500386
Jan2005
EP
1279144
Jun1972
GB
3-271214
Dec1991
JP
8-291031
Nov1996
JP
2000-507272
Jun2000
JP
2003-528901
Sep2003
JP
WO97/03057
Jan1997
WO
WO2006/068276
Jun2006
WO
OtherReferences
PatentAbstractsofJapan,vol.017,No.442(C-1097),Aug.16,1993forJP-A-5-97800(KaoCorp.),Apr.20,1993.citedbyother.
PrimaryExaminer:
Venkat;Jyothsna
Attorney,AgentorFirm:
SughrueMion,PLLC
Claims
Theinventionclaimedis:
1.Anagentforpermanenthairwavingcomprisingatleastoneheterocyclicmercaptocompoundrepresentedbyformula
(1)inacontentof0.2to15%bymass:
##STR00004##whereinR.sup.1andR.sup.2eachindependentlyrepresentahydrogenatomoranoptionallysubstitutedalkylgrouphaving1to5carbonatoms;Xrepresents--O--,--S--,--NH--,or--NR.sup.3--;R.sup.3representsanalkylgrouphaving1to5carbonatoms;nisanintegerof0to2;and,whennis2,groupSHmaybeattachedtoanycarbonatomofanalkylenegrouphaving2carbonatoms.
2.Theagentforpermanenthairwavingaccordingtoclaim1,whereinR.sup.1andR.sup.2informula
(1)eachindependentlyrepresentahydrogenatom,analkylgrouphaving1to5carbonatoms,orasubstitutedalkylgrouphaving2to5carbonatomsinwhichtwoormoremethylenegroupsarebondedthroughanetherbond,athioetherbond,oranaminebond.
3.Theagentforpermanenthairwavingaccordingtoclaim1,whereinR.sup.1andR.sup.2informula
(1)eachindependentlyrepresentahydrogenatomoranalkylgrouphaving1to4carbonatoms.
4.Theagentforpermanenthairwavingaccordingtoclaim1,whereinXinformula
(1)represents--NH--or--NR.sup.3--.
5.Theagentforpermanenthairwavingaccordingtoclaim1,whereinXinformula
(1)represents--NH--,andR.sup.1andR.sup.2eachindependentlyrepresentahydrogenatomoramethylgroup.
6.Theagentforpermanenthairwavingaccordingtoclaim1,whereinXinformula
(1)represents--NR.sup.3--,andR.sup.1andR.sup.2eachindependentlyrepresentahydrogenatomoramethylgroup.
7.Theagentforpermanenthairwavingaccordingtoclaim1,whereinthepHvalueis2.5to8.5.
8.Theagentforpermanenthairwavingaccordingtoclaim1,whereinaperfumeisfurthercontained.
9.Amethodforpermanenthairwavingcomprisingapplyingtothehairaanagentpermanenthairwavingaccordingtoclaim1.
Description
FIELDOFTHEINVENTION
Thepresentinventionrelatestoanagentforpermanenthairwavingcontainingaheterocyclicmercaptocompoundandamethodforpermanenthairwavingusingthesame.
BACKGROUNDOFTHEINVENTION
Compoundsgenerallyknownalsoaskeratinreducingsubstances,forexample, thioglycollicacid, cysteine,acetylcysteine,andsaltsthereof,havehithertobeenusedforpermanentwavingforhair(hereinafteroftenreferredtoas"permanenthairwaving").Sincetheseconventionalcompoundsknownalsoaskeratinreducingsubstanceshavepropertiessatisfactoryforpracticaluseunderalkalineconditionsinpermanenthairwaving,mostpermanentwavesolutionsareadjustedtoanalkalinepHvalueofabout9.5.ThepermanentwavesolutionadjustedtothealkalinepHvalue,however,isknowntocausedamagetothehairandscalp.Inordertoovercomethisdrawback,keratinreducingsubstancesusableintheneutraltoweaklyacidicpHrange(pH:
3to7.5,25.degree.C.)areunderdevelopment.
Forexample,monoglycerolestersof thioglycollicacid aredisclosedasa thioglycollicacid esterhavingahydroxylgroupinitsalcoholmoiety(patentdocument1). Thioglycollicacid monoglycerolesters,however,havenotbeenputtopracticaluse,because,forthe thioglycollicacid monoglycerolesters,thereisareportaboutsensitizationthatisconsideredtobederivedfromthehydroxylgroupinthestructure.
Further,theuseofmercaptoglycollicacidamidederivatives(patentdocument2)andmercaptolacticacidamidederivatives(patentdocument3)forsolvingtheskindisorderproblemcausedby thioglycollicacid estersisdisclosed.However,itisknownthatmercaptocarboxylicacidamidesareirritanttotheskin.Mercaptocarboxylicacidamidederivativesalsohaveafearofcausingthesamesensitization.Further,disadvantageously,thereisafearofcausingsensitization,irritationtotheskinandthelikeduetounsatisfactorypurificationandthestartingamineliberatedfromduringstorage.
Further,cysteaminesclaimedtoexhibittheeffectunderweaklyacidicconditionhavebeenstudied(patentdocument4).Cysteamines,however,sufferfrommanyproblems,forexample,unsatisfactorywavingpropertiesinaweaklyacidictoacidicregionandtheoccurrenceofpeculiarodorfromthehairafterpermanentwavingtreatment.
[Patentdocument1]JapanesePatentLaid-OpenNo.291031/1996
[Patentdocument2]JapaneseTranslationsofPCTPublicationNo.507272/2000
[Patentdocument3]JapaneseTranslationsofPCTPublicationNo.528901/2003
[Patentdocument4]JapanesePatentLaid-OpenNo.271214/1991
DISCLOSUREOFTHEINVENTION
AnobjectofthepresentinventionistoprovideanagentforpermanenthairwavingthatcanrealizepermanenthairwavingevenintheneutraltoweaklyacidicpHrangeinwhichirritationparticularlytotheskinisnotsignificant.
Anotherobjectofthepresentinventionistoprovideamethodforpermanenthairwavingusingtheaboveagentforpermanenthairwaving.
Undertheabovecircumstances,thepresentinventorshavemadeextensiveandintensivestudiesand,asaresult,havefoundthatanagentforpermanenthairwaving,possessingahighlevelofwavingproperties,wavestraighteningandcurlyhaircorrectingpropertiesandthelikeevenintheneutraltoweaklyacidicpHrange,canbeprovidedbyincorporatingaspecificheterocyclicmercaptocompoundasakeratinreducingsubstance.Thishasledtothecompletionofthepresentinvention.
Thepresentinventionwillbesummarizedbelow[1]to[10].
[1]Anagentforpermanenthairwavingcomprisingatleastoneheterocyclicmercaptocompoundrepresentedbyformula
(1):
##STR00002##whereinR.sup.1andR.sup.2eachindependentlyrepresentahydrogenatomoranoptionallysubstitutedalkylgrouphaving1to5carbonatoms;Xrepresents--O--,--S--,--NH--,or--NR.sup.3--;R.sup.3representsanalkylgrouphaving1to5carbonatoms;nisanintegerof0to2;and,whennis2,groupSHmaybeattachedtoanycarbonatomofanalkylenegrouphaving2carbonatoms.
[2]Theagentforpermanenthairwavingaccordingtotheaboveitem[1],whereinR.sup.1andR.sup.2informula
(1)eachindependentlyrepresentahydrogenatom,analkylgrouphaving1to5carbonatoms,orasubstitutedalkylgrouphaving2to5carbonatomsinwhichtwoormoremethylenegroupsarebondedthroughanetherbond,athioetherbond,oranaminebond.
[3]Theagentforpermanenthairwavingaccordingtotheaboveitem[1],whereinR.sup.1andR.sup.2informula
(1)eachindependentlyrepresentahydrogenatomoranalkylgrouphaving1to4carbonatoms.
[4]Theagentforpermanenthairwavingaccordingtoanyoneoftheaboveitems[1]to[3],whereinXinformula
(1)represents--NH--or--NR.sup.3--.
[5]Theagentforpermanenthairwavingaccordingtotheaboveitem[1],whereinXinformula
(1)represents--NH--,andR.sup.1andR.sup.2eachindependentlyrepresentahydrogenatomoramethylgroup.
[6]Theagentforpermanenthairwavingaccordingtotheaboveitem[1],whereinXinformula
(1)represents--NR.sup.3--,andR.sup.1andR.sup.2eachindependentlyrepresentahydrogenatomoramethylgroup.
[7]Theagentforpermanenthairwavingaccordingtoanyoneoftheaboveitems[1]to[6],wherein
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