HUE034178T2 - 1-aza-3,7-dioxabiciklo[3.3.0]oktán vegyületek és kovasavészterek kombinációi, és azok alkalmazása illatosítószerként - Google Patents

Description

maiÈmmWom of i^zá^^t^úíoxabicyclopjjioctanf

«OilFOyiWSÄID Slüfli ÁGID ESTERS III MSE AS FRÂC3RÂNCE

FRECÜmOR

The invention to combtnafiihS of i:*eXe-3.J-WföX^ compounds with silicic acid esters, ip fife dfe thet&of as pro-ecenfs and to: washing and: bleeping agents, fabric sofenera, and cosmetics containing Illeni, and to methods for eKtendlrtg the scent sensation of such agents and for counteracting dad odours.

Besides.: the direct addition of scents to nestling and cleaning agents, fabric softeners, and cosmetics, the addition of so-gailed pro-scents Has diso dean proposed: Rro-acents, analogously to; proÄugs, represent a chemical dpivatiye of a scent which, tor example, decreases the volatility of the scent and permits a time-delayed felesse of the scant under ambient conditions. By derivatísiog scents suph as scent aldehydes, scan! ketones, or scent alcohols, If: la possible to lower the yapodf pressure of these compounds- Because the derivafisation reaction is rivorsîble, the chernieaiiy bound scent aldehyde, spent ketone, or scent alcohol can be cleaved at the binding site under specific conditions, for example ambient; conditions· The scent aldehyde or scent ketone is thereby released: again; this can mseit in an extended scent impression.

In addition, besides extending the scent impression, couoferaofihg bad: odours also plays a large role. US bfSil Mm describes pro-scents that ooetain a scent a!|ehyde m scent ketone bound in the form of m oxazoiidino. For example, N-benzylefhanoiamine Is reacted with a scent ín order to yield a mpnooyciic pxaxoiidlhe, WO 2004/00Ö564 A2 relates io cyclic co-surfactants thai are produced by a cébdënsâtibn «ction of 0¾ to aldehydes with pglyvalou! aicgbifs, amirm thiols, or barboxylic adds. The oo-suriaciams are suitable for use in household washing agents, household cleaners, feodiiliahsing igeotSi lhi toiletries. WO 2000/14091 A1 relates to oligomeric silicic aad esters that contain groups of mmt alcohols brit iri: suitable^ for example^ for scenting exhlnp and alcohols upon hydrolysis. PE 10 »01 003 092 A1 relates to 1-a2.a-3J'dioxahiey(2o|3.3.0|odane oernpUnds, to methods for the manufacture thereof, to the use thereof as pro-fragrances and to washing and cleaning agents., fabric softeners, and cosmetics containing them, and to a method tor prolonging the scent impression of suif agents, DE 10 2006 060 943 AI relates fo silicic acid esters to which scents, preferably as l-aza-3J-diOxablcyclo|3 3.0jociane compounds or as monpcptlo osazolldines. are bound, and which are suitable, for example, for scenting: washing and; gleaning aginfs because; they release the bound acehhiplil upn: hydrolysis.

The object of the prisent Invention ns thus to furnish improved scent precursor formsçso^alled^ cin sustalniily coyer bad odours even over a; pehod of several days. fbe form Had odouf Is commonly known to one skilled in the art, A Had odour" for purposes of this Application includes all odours that. in t poop of ten persons, is categorized by at least seven of those persons as unpieasent or had. Examples of such bad odours are perspiration odour, faecal odour, mildew odour, bacteriafly generated had odour, fish odour, the odour of C* to Cis fatty PI or the odour of wet laundry that has stood for hours. fhë Object of Ä ptdsénl invention ff furthermore to furnish pro woehts that permit art extended scent Impression in the context of scent aldehydes, scent ketones, and scent alcohols that Inherently have a high; vapour pressure. A farther intention Is fc oaten a pleasant and Iphgdasiihg eoefi with the substrates treated with the wtnpùmê® according to the present invention.

The object in particular was to fumph hydrolysis-stable pro-ioehts that can be Tgeorporated into apuaous tempsiflons, focekimpfe ihps: igpifus washing and cleaning agents, and that result In a positive scent impression on the user even several days attar ytllpatbri and in the presence of bad odours, for example from wet, washed laundry that has been left for several days in the washing machine or laundry basket.

It has how heed founds surprisingly, that; combinations of scent;: aldehydes and/or scent ketones that are present In a hilnner debxatised m. l-azadl,?-dioxabicycloi3 3.0Joctane compounds (bscyofie oxaanlldtoe derivatives^; with scant alcohols that ate present In a manner derivatleed as silicic acid Piters, exhibit synergistic properties and covering bad odours..

In partlcupr over a penod of several days.

The object is therefore achieved by a combination of (a) m 1-azs-i jteöxahicyclo(3,3,0joctane compound; of the general:: formula

CD

wherein R's R* mutually independently dandle residues that, in a compound of the general lormula R^Ti-uDHT' dr R'\ yield a scent aldehyde having at least six. camon atoms or a scant ketone having at least sík carbon atoms, R*5, Rr -jgjqyMt? Ihdapandanîly denote H or a hydrocarbon mÄue thai can; la acyclic or cyclic, substituted or unsuhstiuted. bmndhêd ft; udbritwhad es well as saturated or unsaturaied, or mixtures of said compounds, and (h) a silicic acid ester of the general formula (ti)

wherein n assumes values \n the range from a to 100, and alt R are selected mutually independently from the group of hydrogen, strafghbchaip or bmaehed, saturated or unsafurated, substituted or unsubstituted hydrocarbon resides and scent; alcohol maiduea^ with the provision that at least one R denotes a scent alcohol residue, or mixtures of said compounds.

It is preferred to use, in the combinations according to the present Invention, those compounds of the general formula (I) m which R\ R\ Rh R" mutually independently denote residues that, In a compound of the general If rmdla li^ C(~0)'R2 or RhC(~0)'R". respectively yield a; icent aldehyde having at least 6 carbon atoms,

In a particular embodiment of the present ffivention, it Is preferred^ fiain tbi: combinations according to the present invention those compounds of the general-formula (I) In which residues R5 and R'· or R"5 and R4 that yield a scent ketone in a compound of the general formula R^Cf-QyFT or R'>*C(~0)-R'*, respectively, are present at most m one of the structural elements -CR'R'- or * CRSR\ respectively.

Preferred residues R” are methyl, ethyl and hydrox^etlylÄsMueai.,^ and Hi am omferaNy h\ Jrooen nr a C t ,-dkyl residue, preferably a Ci.j alkyl residue. Particularly preferably.. R'1 and R· are hydrogen or a methyl or ethyl residue, In particular hydrogen. corrppÄia (0. B\ R\ R*. $tf0 signify hydropr!, and R- andiftöäch elgnsfy a C-jsu hydrocarbon residue. 11 Is preferred to use, In the combinations according to the present invention, those compounds of the general formula (I) in which the residues R:. RR R' and R4 yield, In a compound of the general formula R!-C{“Ö)-RÄ or R^Cf-Ot-Rs a scent aldehyde or a scent ketone that Is selected Irom the list made up of jpsmones, sonones, damascenes and damascenonea, menthoné, earvone, Iso -E-Super, methyihapfenone, melónál; cyuval; ethyivaniltin. heiionsl; hydroxycitronellai; koavone; methylnonylaostaldehyde; pHanylatiitif^ih^iif undecylenealdehyde; 3-dodecan-l-âi,

Mh&amp;afdehyde, 3~(4-fert'buiylphenyi)poopaoa!5 2-m«thyl4-{2.6,0-tdmefhyl-2( 1 Kyclohexetvl *· yl}|ut,anal, 3-phen0-2-propenal, cis-/trans-3,7-dimethyi-2.6-ootadien-1 -al, 3,7-dlmcfhyhisdPteml-al [(3,7-dlmethyh6-octenyl}05<y]acetaldehyde, 4* tiopt^pytbeniyaldehyde, 2- methyhSdisopfopytphenyhpropanai, deoytaldehyde, 2 >6-di?nethyl-5-hept6nal; aipha-n-nesyicinnarnaldehyoe, 7-hydrt»'y-3.?-<limetliyioctanaI. pndoceoat4 2.4.6-tnmethyl*3-cycioheyana-1 -carbovaldehydo 1«dPdiosnah 2;^ tllPMbylcydttiiine-a-oaiteKaldehyvl^: 2-methylundecanai, 2-meihyidecanaL 1-nohanil;: 1-octihib 2;,S,1idrlmethyl'5,9--undeoadtenpK 2-mathyí-3-(4-teri-buiybpropanai, dihydrooinnarnsldehyde, 3,7-dknefhyiootan-l -al. 1 -undecanal, fÛ-uodicen-4-ai, 4-hydroxy-3-methoxybenzaidehyde, transm-decenai, 2,#-nonadlenal, para-míyiaoetaldehyde, 3,7mimethyl-2-mefhylane-'6-acíenaí. 2-methyloctanal, alpbamieihyh4'i1-meíhyleihyí)ben£eneaoeiaidehyde 2-methyl- 3-phenyi-2'-propen-i-ai, 3.5,§-tnmethythexnnah 3-propy1blcyclo[2.2.1}hept-5- ene~2 * carbaldehyde, 9-âecenai, 3oî!ethybSmhenyM bontanai, methyinonylacetaidehyda* csirái, Ifesoaipi, fiorhydral, ayclplw^pa-l^ardd^aiäedyde, and/br heitefropiri, Utae* scent aldehydes arfefer scent letones yield particularly ,g«f résulta m terme of coantitBcting: and covering toad odours.

It Is preferred te use, "in the eomdlnatfensrpcerdlng fe the present :;s«ntlem those; sieic add ester of the general fe»dla .(11:) In ihlé at lefsi If :tiol% preferably at least p: mbf% and particularly preferably ©yen moielhan #:mdtfè of ide residues R are scent alcohol residues. It is particularly preferred 1 these scent alcohols residues are selected írem the group of the residues # fee felowiof seenf afpeftola: tfeendecae*d:~öi 2,6"dlmethgbpifara2"0l, 2“ «ílffáSirf, 2-ma!dylpentanpi,: Ifehehöxpthanoí, 2feheoyipmpsh:öí, 24erfe butyloyclohexanol. Sjjdnmefeyicyolehexanoi fdiexipo!i; 3anethybf~ phenyipemanoL 3-octaâols .3-phenyîpropanoi, 4~bipfend!> *$* IsopïopylcydohexanoL .4ded'butyfcyctohexanoh 6,8-dlmeihyb2~rimchois :$r nonen-l-d, 8feeeemiypf; c~mettwl benzyl atehot, aderpneeb amyl salicylate* IfeePiyi alcohol, beflf; salicylate, pderploedl, butyl salicylate, eitronellph cycldhexyl salicylate, decanel, iihydrdmyrcenol, dimefeytoenKylcarbinol, dimeihytheptanol. dimethyloetanol. ethyl salicylate, ethylvaniilin, eupehel, fameeol. geranioh heplanol, hexyl salicylate, Isobomeelylseeugenofeisopuiegoh tinalool, menthdi, mpenol n-hexanol, nerol, nonanol ocfanol, p-menthan-T-ol, pbeitylelhyl alcohol. phenol/ phenyl salicylate, teirahydrooeranloL tefrshydmllbdlboL thymol, tians-2ddefemonidm^ CClePbl:, undecaeol:, vanillin, champinioi, hexenol, and/or cinnamyf alcohol, these scepl ategheis yield padipiddy good results in terms of counteracting and egyéniig bad odours,

Particularly outstanding results in: terms of counferaottrii and; covenng bad odours have been obtained with the use ef compounds of the general formula ||.) wife: residues fhat yield one ef the afeiremeniioned: prefenei seehi aldehydes andfer eceni ikeferiei In combination wife a sidle acid: istef ef fee générai formula dl) wmh rasultms that yualn on-? of the uforernantionec prmanvd s?.vn1 ileohols.

The combinations according to the present invention of compounds of the gmm! ferny!«; 1): and (||) cans forihefmofe mMéu m\mtm· having iompbueds of Ibe pnofni formula (III) (Hi)

wherein R\ is mutually independently denote residues that.. In a compound of the general formula R'-C("OH^s having at least six carbon atoms or a scent ketone having it least: etl carbon atoms, R-\ R&amp;. Rfotumaliy Independently denote Id of a hydrocarbon tseinue tbaf can be acyclic or cyclic, substituted or onsubMitufed, Prancbii! or unbranched as well as saturated or uitrsatiretedr or mixtures of said compounds A further subject of the present Invention la the use of the combinations according to the present invention of the compound of the: general ferrnulas (!| end |il) or mMhras thereof with compounds of the gertiri! fepÄ PI1| as pro-scents. The pro-scents according to the present invention preferably gradually release, by hydrolysis, the scents derivatised therein.

The: compoundssind agents according to the present invention exhibit good: lydfolylid oleavebilly under ambient ambitions, they furthermore exhibit good shel stability In m:-aÉÉte .invironmeRfSitÄI lis, the one ertGpihtefed, for ëkèmpleMntvrsshihg agents pd dishwasft!it.!g®ni%

Because of the outstanding suitability of she compounds according to the present invention tor use in washing and cleaning agents, utilisation?of the ρο>·

In liquid or solid washing: and olilÄg agents, partloulaiy ppfprably m ® Is a further subject; of the present invention,

The pro-scents according to the present invention ara likewise outstandingly suitable for use ;n cosmetics (cosmetic agents); a further subject of the present invention ;s therefore use of the pro-seems according to the present invention in cosmetics (cosmetic agents) for skin and hair treatment, particularly preferably as a spent in a particular embodiment the claimed combinations release scant aldehyde and scent alcohols as scents. In a further partfcylar iirhb^ifbisb|f;lhbffiiiötíéi combinations release scent aldehydes, s<^.hÔiatïhè%. â'hi recent a!èOhgli.::'â:| scents. The combinations according to the present invention are ptwfiMhly employed together with other scents;.

The combinations according to the present invention of the compound of the general formulas (!) end ill) or mixtures thereof, with compound« of the general formula (ill), are contained In the agents, preferably washing or cleaning agents, fabric softeners, or cosmetics, In quanllfies of less than S wt%, preferably less than 2 will, In particular less than 1 wt%, based In each case on; the |pfat quantity of the agents, A further subject of the present invention 1&amp; a method 1er extending toe scent sensation of agents, preferably washing or cleaning agents, fabric softeners, of cosmetics, or of solid surfaces treated therewith, wherein combinations of the impound dl :;the: genera; formulas (I) and (il) e? mixtunv tin mo? a th compounds of the general formula (ill), are added to the agents, preferably washing or cleaning agents, fabric softeners, or cosmetics. The scents are preferably released again by hydrolysis. A method for degrading had odours by uslapi oombinaioh #1 (a) a 1 -axa-3 J'dioxabicyctoi3.3.0]octant :öf te pthifií "felüli;

P it), vÄfiln R% Ro R£f R* mutually Independently denote residues thih jp; g, compound of the general formula R*-C{»0}*R2 or R'-OCyield a scent aldehyde haying at least six carbon atomawa soon? l#bne having m leas! s;x carbon atoms,

Rh R6 Ruiiutoaiiy lodependantly denote H or a hydrocarbon residue can he ioyolte or cyclic, substituted or unsubsttiuted, braiohed or uhifinohid m well ai saturated or unsatoratid, or mixtures oi said compounde, and f h) a silicic acid ester of the general formula fill

(H), wherein n assumes values in the mnge ttom 2 to 100. and all R are selected miityaJif IlhdopOndently from the |föMP Of nyeregét; straight-chain or hmnohedy letyratad |r :onaalorate4 suhstliyt# ^ uosuhsiiiuted 0' i hydrocarbon residues and scent alcohol residues, ^ provision that at least ore R denotes a seen! alcohol residue, or mixtures of said compounds.

OibloÄla SibsÉutél mono- pd bicyclff dp|p|dlnei that ars emptppsf as additives, for example, in automatic transmission fluids, are known from US 4,2??«3S|* Reaction products of ppliosoily ÄÄltiif t^amioo-1,1^· propanediols with paraformaldehyde and isohufynaidehyde are described by mm$%f diftatísation of keP^ess la id! mentioned, boweyei embodiment of the present Invention, the following compounds are excepted: l-aza-dJ-dloxa-S- lliflbteyclo[3.S.Öjödfihe, 1 -aza-3,7«dÍPxa~S-efÍ|fbícyclo[3.3.0]odinf < |»||a<· 3vf*dbxaPicyclo[3,3,Qlsctane; and l-aza-SJ-dioxa^.B-dlisopropyl-S-;efhyibicyclo[3.3,0]éí^iha. In addition, uncording: ip an embodiment of tho present invention R' and R3 are not Cioo hydroearhyi residues provided R" and R4 and R"5 and R? are hydrogen and R*5 signifies hydrogen, methyl or ethyl Also excluded according to an embodiment of: tile IhventieParo compoynds fh widob, in the stmotyrat element -CR^R2, me residue R5 is a C1.30 hydrocarbyt rescue: and R“ is hydrogen, and in the structural element *ÜRSR4« the residues R° and R4 each represent C%.r hydroearhyi residues, "Scent aldehydes," "scent ketones.” or "scent alcohul^* are understood for purposes of this Application as ail fragrances and scents of the OhemlCit substance classes of the aldehydes, ketones, or alcohols that are typically employed to bring about a pleasant scent perception.

Scent aldehydes anchor sceni ketones chat are reacted with 2-amíno-1 3-propanediols, and derivatives thereof, are present m the compounds of the general formula ih, The seem ketones cran compose all ketones that can impart a dosked scone or a fresh Impression Matures of different ketones can also 0% employed. The ketone can be selected for example, from the group consisting of Bucooxjme, ssosasmone, methyl beta-naphthyl ketone, mush indanone, Tonalld/Musk plus, afpha-damsseone, beta-damascene, delm-damascone, ieodamascona, damascenone damarose, methyidmydrojBsnsonate, menthoné, sarvong, campion fendhoba slpbaeonone, betauonone, §|pma*rhethy! (so- caüed) sononc'. fleuramone, dthydrojasmone,·.eis^asmone, isoE-Super, methyl cedrenyl Ketone or methyl cetíryione acetophenone, nmthyiaceiophenone, snethyl beta-naphthyl hetqhd,: benzyiaeofotm heniophendhe, pari^prpxypnenylbÄnbhe, oiiiry lelőne or tivesconey ψ. isopropyicecahyöro-2-naphibone, titmeftiylootenDne, trescomenihe, 4-(1-ethoxyvinyli-SAS^-tetramefhylcyclohexanone, meîhylheptenone, 2-(2-(4-meinyi-3- cyolohexen-i -yOprcpyheyciopenianone, 1 4p^menthen-6(2)yl}-1 -pfppgpphf, 4-(4-hydíOxy-3-meihoKyphenyi)-2~butapPfíe! 2-acetyl-3,3-dimethyinorbomane, 6 7-dihydro~is,2,3;3-pentamethyMi5H)lndanone, φ, ciamascol, duldnyl or canzone, gelsone. hexeione. isocyeiemooe E. methyieydocitrone, methyl lavender ketone, onvone, párádért· hutyleyebhexano.ne: verdone, delphone, my scone, neobutenone, plicatone, veioutone, 2,4,4.7-?etrameihyjoct-6-en-3*one\ tehameran. hedtone, end mixtures thereof The ketones oii preíiráhiy be selected from alphe-damasoone, deüa-äamascone, Isodimasoone, carvone, gamma-methyl ionone;, Iso-E-Super, S^^J-tetramethylocbd-endhone, benzyl acetone, heia-damascene, damascenone. methyl dlnydreiesmepate, methyl cedrylone.

Suitable scent aldehydes can be any aldehydes that, analogously to the scent ketones, produce a desired scent or a fresh Impression. These can again be Ihdlytdual aldehpes or aldehyde mixtures. Suitable aldehydes are, for example,: melónál, triplai ligustraî, adoxal anisaldéhyde, cymal, ethylvamliln, íiorhydral. iil'pnal behotropln, hydroxyoilmnellal, koavone, lauryi aldehyde, lyral methyl nonyl acetaldehyde, ρ,ΐ-feucínai, phenyl acetaldehyde, dndecylene aldehyde, vansllln, 2.6,10-tdrnethyl-9-undecenal 3-dodecen-l-al, slpha-n-smylclnnamsldehyde, 4-methoxyhenaaidehyde, benxildëllyde, 3K#1erb butylphenyl)propanal, 2~melhyl-3-Cpara-methoxyphenylpropanal), ismethyH^ (2,6,6-tnmethyl-2(1 )"Cyolohexefv1-yl)butsnal. 3yphehy|y2-prppepe|,; cis-/trans-3,?-dimethyl-2,6-octadlen-1-si. 3,7-dlmethyl-6-octen-1~al [{3.?-dlmethyi-6-oclenyl)oxy]aceta?dehyde; 4'lsopropylbenzyi aldehyde, 1.2.3,4,5,6.7.8-cm.iahydro~B,e-dlrnelíVyi-2-nöphthak1ehyde, k.^mimethyl-S-cyelohexene-l- earbcxyaldehyda, 2-methyt-34leopföpyíphenyl}propariaí< decyt aldehyde, 2,0-dfmethyf-S-heptenal, 4-(tncycíúf5 2-1 -0i2,8)Vdecylkiene>8} butánál, peíahydro-4,?-methano~1HMndenacsrhoxaldehyde 3-ethD>ry--44r^roxybÄakiciv/>1et pafa-ethybatpha^tpha'dlmelhyihydrodnrmmaidehyde. alpha«methyh3,4«,. (methyienedk>xy)hyerocinnaoiaídehyde. 3,4-methylenedícxybenzaidehycfe, atpha-n-hexytdnnamaidehyde, m ~cy rn e ne- ? - aa rbo χ aid ahyde, alpha-metnyi phenyl acetaldehyde, F-hyd roxy- 3 ; 7-d s m et hyto dana!, undeoenal. 2,4,6- fnmeíhyí-S-cyejchexene-1 -oafboxaktehyde, 4 -( 3 )(4-tn et h y 33 · pe nie fi y > )-3 - cyclohexane car ooxa kleti yd a, 1 -dodecanal, S^-diniethyicyciohaxene-S" earboxaldehyde, 4-{4-hydroxy-4-methylpenly!-3-cyclôh»xenfô-1«cart!ôX8ldehydet 7-melhoKy'3,7<j(m0thyloclan~ 1 «al, 2-meihyiundecanal, 2-melhyldecanaf. T-nonsnal, 1-octenak 2,8,10 -tri rn ethyl - 6.3- u nd ecad s anal, 2“methyk3-(4dert~ butyDpî-opan«: dlnydrodnnannaidehyde, l-methyM<4-methyi-3~penteny}|^ cyclohexene-l-eedioxaldehycie, 5- ore-methoxyhexahydr^y-methanoinda»* U or 2-ea?tîQXyaidehyde 3,?-dimethyloctan~l -ah i-undecanal l^uodfppd-l-ah 4-hydroxy-'3''mathoxybanzaldehydeî 1-rnethy^4^-î4-meihylpenty1)~3-cydohexeae oarboxyaidehydé, T'hy^jmy^J-dimethyio&amp;anai, term-4ÄpehSL &amp;i-hdMiieôp., (2,6:64hmelhyl- 1 -cyofphoxerbl -yOkÄelpia!, oitlx>-meihoxycinnamatóehydes S.S^-tnmethybS-cydldtMxan« earboxaldehyde, 3f-dlmeih^-24he^ oçîeMt, phenoxyacetaldehyde, S.S-dirneLhyi-^J-decsdlenat peony aldehyde (8,1 d^ihïetllpi-axi'i^j-yndicadten-1 -al), hexahydro-4J“methanalndana~1'' cafboxeldehyrfe, 2-rnel,hylDctanal, aipha-metbyl-4~(i- 6 j-ilmbthyl-2-bp^lhanbf-2-pfoplenallPhylax para-malhyiphenoxyacetaldehyde; 2-ηιβ16νΙ-3·'ρ|·ιβην32-propeh-i-aL 3,5,S4rlmethy!hexana!, hexahydro-BJ-dlmethyl-S-naphthaldehyde, 3-propyibîcyciop.2.1]bapi"6-ane-2“Carbâidehyde, 9-decenal, 3-methyt-5-phenyh l-perilanai, methyl -hinyl acetaldehyde, 1 -p-menthene*q-carboxaldehyde, entrai» or mixtures thereof, Ifit, cifrái, 1~deeanaL flofhydrai ,2s4-dlmethyi-3-cyclohexena-l-carboxaldehyde. Preferred aldehydes can be selected from (3s/trarIs-3;?-diiTethyh2!6-octadlen-1-al heiioiropla 2,3,84ηπιβ^/Ι-3~ e/c!ohexene-1-earboxaldehyde, 2,8-nonadtenal, alpha-n-amytcinnamaidehyde. aipha-ntomylcmnamaidehyda. ^fiit-bucinal Ipái cymai,:. methyl nonyi acetaldehyde bens-tononen&amp;c kirnt, tmnS“2moaenah -ind menus ee toenmt äs stated above hy wav #f: example, the scent aldehyde« and scant ketones can have an akphdtic, byctcailphaiic, aromatic, ethyiensoaiiy unsaiuraied structure, or a combination of those structures. Further heteroatoms or polycyclic structures can also be present. The structures can have suitable substitue n ts such as hifltbiyi; or a hi ino grqu ps. tile combinitton fbilerrnore contains, by way of the compounds of the general formula {!), a scent aldehyde and/or a scent ketone. This means that toe combination can contain only one type of scent aldehyde or only one type of scent ketont; &amp;l|p, encpmpeesed tbereiy, howiveh fs; lie fact that the combination can contain one type of scent, aldehyde and one type of scent reloue. Aiso encompassed Is the fact that the combination can contain several types of scent aldehyde or several types of scent ketone. It is likewise possible for the combination to contain severfi types of scent aldehyde and one type of sieht tetdhe,: tor several typei of scent aldehyde and several types of scant ketone. In a further embodiment, the combination contains several types of scent ketone and one type of scent aldehyde, or several types of scent ketone and several types of scent aldehydes.

Score alcohols that are reacted with silicic acids, are;

preserb in the compounds of the general formula (III

Oligosilicic »acid esters of lower alcohols are commercially obtainable; methanol, ethipL H/ytanci isobutanol, and terbhutano! have usually been used tor esterification The preparation of oligosilicic acid asters :nbl Éinsestenfied with scent .alcohols results in silicic acid ester nvxiures in which some of the residues R are selectee! from the group of methyl ethyl, rvpnopyi, isopropyl, mbutyi, isobutyi. and teri-bufyi Such compounds are preferred in the context of the present Invention.

Those oügosüícic acid esters which contain a! least on« residue R from the group of eeent aiddboi mÜä are wontafned eeodfdihg tê; the present invention.

The compounds recited are tnandfactdrii by simple transestérification of otigosiclO acid esters of lower aicohols with seen! alcohols, wherein both individual scent iltpipfi ahf split aicohoimixtures can he used. Depending on the reaction time and reaction conditions, the the scent alcohols or biocide alcohols are boyndrwbirelh the aieohois aionp He Ο-Si chains or rings are exchanged möiérisáeilf tharUhe te'hiihii.èiiëheî|; Thé oommercialiy usual sihcic acid esters are usually utlliïipir|^'idtïlp>: T^riplnïl ester le to bo incited her|M particular. TmneesllilÄfeb. mïï ilücetpllfe# exclusively by elevating the temperature and dlstiin§: off the vetatfie byproducts. It is preferred, however. If catalysis are

These are usually Lewis acids, preferably aluminliiirfitótipinop^ate, titanium: tetrÉsoprepyláfe, m baeic catalysts, er aise preperetlons

such as aluminium oxide with potassium fluoride. The oligomeric side acid asters thereby formed then comprise scent alcohol residues If least in part, usually, however, the resultlng esters also contain rosiduos of iower alcohols. If small quantities of water or other hydrogen-acidic compounds are present In the context of manufacture of the side acid esters, an exchange of alcohol residues for OH groups also takes place. The side acid ester mixtures .tlnp#§éri: fhvÄiiwIMftingly usually also contain hydrogen In: part as a residue R

Tilt completely transestenf-ed ohgosiilcto acid esteit: ire pahKiuiadyifrefetlli lithe context offne present invention. If la praíerred fh pamcular if these esters ppptaln only a single residue R, re. only a single scent itehol

The leges of oligomerization hf of the sllldc add esters according to fite present Invention are between 2 and 100.. preferably between 2 and 20. In preferred compounds, π assumas values tóMween 2 ártó tt prefarshty between 2 ártó 12; and tó particular between 3 add 10, with particular preference mr the values 4 % % f, and f.

The tertó i?acpht aleoheiFis tfáomicrtMr* Ibi :dôdf#^C|f 'tha ..:pf«airtî tóvértóih td iiesi peints that possess free hydmxÿl groups and that can be eaten!red*: reiardidss of the further ednstruniion of the molecule. Salicylic acid esters can thaiefgra also ;|p used as scent alcohols. Preferred representatives trom the iprge itoup :of «nt alcohols oto be recited, so that In the context # the present fnvanftal: silicic add defats id which e|ph M- is :|elected:: ntptuaiiy tódependently Édm the group of the residues of the following scent alcphois are préfertedi lO-undecend-ol. t.§tóimethy;nepfan4o>i. 2-meihylbutanoi; 2-methyipentanoi, S-phonoxyethanoi, 2iaheoy1prapanol, Sdeit-bulyscyciohexanoi: d^vdddniefh^dptehÄnoc 3-hexanol.. S-methyhi'p^^^y^0^1^0 3~octanoL 3~phenyipnopanof 4-hepienci, 4-isopro pyicy cio h e xa no 1, 4-tefi- butytc-yclohexanol, il^imeth]42-nohihol;f imooentó-öi:, 9-decen-l -ol, a-· meihyfhenzyi aiooho! aderpineol, a?nyl salicylate. beneyi alcohol, beneyi salicylate, nderpineol. butyl salicylate, citroneltói. cyclohexyi salicylate, dscanoi, dfhydrpitóyroedplí: tólmath||iin?yicarbinol; plmeihyihaptsnol, dimethykieiahpl, ethyl salicylate, ethylvanültó, eogenol, famesoi. geraoioú heptanoi, hexyl salicylate, isobomaol, leoeugenol,,: isepulfgol, linalooi, menthol, myrteooli re Umwm% neroi, nonanpi optaneh p#aeiienthan-?-ol, phonylethyl alcohol, phenol, phenyl salicylate, teirahydrogefantol ietrahydinilnaiocl, thymol, cis-b-nrmadienol trans-2-nonen~ 1 -ol, lraos-2-oeíenol: undecanei, vanillin, pinnarhyl: alcohol, dtnmolicis eugahol, farneepb fhyriph and getapof, Further biocide alcohols are phenoxyethanol, 1,2-propylene glycol, glycerol, elide acid and esters thereon lactic acid and esters thereof, salicylic acid and esters thereof, 2-bohayf-4-chloropheno!, 2,2!-meffiytene^b|s4^hropiotó-ch{orophenpll.

It is preferred fp use phenyleihyl silicic· add esters, geranyi silicic add esters, Gtlrotielfyl: silicic mM esters, cmnamyi silicic acid esters- hexenyl silicic acid estem* mmadienyl sííiOic add esters, octenyl sllicsc acid estem, or mixtures of two or men of these silicic acid esters*

The combinations according to the present invention of the general formulas {!) and (ii) are used according to the présent Invention as pro-scents. The term "pro-soeiis·· disdribes derivatives of scent aldehydes, of scent alcohols, and of scent ketones that, under ambient conditions, release the original scent aldehydes, scent alcohols, and scent ketones, '‘Ambient conditions" in this dontekf are; the typical! ambient poniilons In human: !vln§: spaces, or the conditions to be encountered on human skin. Under ernbieot: conditions the bbrhpoynds of tile general formte :(0 slowly break down oppositely to the menofaetohog pnadess, releasing the original scent aldehydes andM scent ketones. The chemically bound scant aldehydes and scent ketones are cleaved at the bonding point, thereby releasing the scents again

The pro'-scents according to the present invention can he employed as a single scent, but It is also possible to employ scent mixtures that are made up only in part of the pro-scent according to the present Invention. It is thus possible In particular to employ scent mixtures that contain i to 50 wtdl. preferably 5 to 40 wî%, and in particular a maximum of 30 wt% pro-scents according to the present invention* based on the iota! quantity of scents used comprising free scents and pro-scents, in other embodiments in which the delayed scent effect of the comer-bound form is to be utilized in pedicular, m the context of the use ac-cordino to the present Invention advantageously at least 30 wf%, preferably at least 40 wt%, and tn particular at least 50 wt% of the total perfume contained In an agent Is introduced info the agent via the pro-scents according to the present invention, while the regaining 70 wt%, preferably 00 wt%. and In pedicular 50 wt% of the total perfume contained In the agent Is sprayed onto or otherwise introduced into the agent in usual fashion. The use according to the present invention can thus advantageously be characterized m that tha pro-scents according to the present invention ere employed together with other scents.

The scents that can he incorporated hi conventional fashion into the agents are subject to no restrictions at ah. Individual scent compounds of liildraf Of synthetic origin, for example of the estèfr ether, aldehyde, ketone, alcohol, and hydrocarbon types, can thus be used as perfume oils or scents Scent compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobütyralc pdertfoutyicyeiohexyl acetate, linalyl acetate, dimelhylhenzylcarbinyi acetate (DMBCA), phenyleihyt acetate, benzyl acetate, ethylmethylphenyi glyanate, allylevciohexyl propionale. styraiiyi propionate, benzyl salicylate, cyolohexyi saileylaie, fioramate. meiusate, and jasmecydete. Ethers include, for example, benzyl ethyl ether and arnbroxan; aldehydes, for example, ihe linear alkansis .having 8 to 18 barbon atoms, citrai, cltronetlai. 'tîcooKfo\yue*»\*k \c< vn mv~,iic ~ h\ i<* ka am c , - iec w xcm ^ for example, the «onones, oHsomeifrytionone und methyl cedryi ketone; alcohols include citrortellei, augenol go ran loi, llnaiool, phenyiethyl alcohol,, alpha? larplneol, betadarpinsoi, gamma·' terpineol. and deliaderpineok end hydrocarbons include principally terp&amp;nas such as limonene and pinene. Preferably, however, mixtures of different scents that together produce am attractive scent note are used.

Perfume oils of this kind can else contain natural scent mixtures such as those scpessibie from plant sources, for example pine, citrus, jasmine, patchouli rose, or ylapC'-yiang oil Also suitable are muscatel sage oil. chamomile ο;!,, clove oil, lemon halm dll flilil dlt, cinnamon leaf oil. linden blossom oil, juniper ifriry oil vétiver oil. olibanum oil gaibenum oil, and lahdanuni oil, as; wil ad: orange blossom Oil, neroli od, orange peel oil, and sandalwood oil.

Further conventional scerrts that are usable in the context of the present Invention are, for example, the essential oils such as angelica oil, anise dp, arnica flower oil. basil oil, bay oil, ehampaca flower oil, Silver fir oil, silver hr cone oil, elemi oil. eucalyptus oil lennel ok, fir needle oil, gaihanum oil, geranium oil. #!k 0WMW? iVVbpdl 9¾. Μκηι: .§ihelichrçÂUfn oil ho oil,

Qinqer osi ms oil, cajepui oil calamus oil, chamomile oil camphor oil, kanaga D:l. carda?T;om oil. cassia mi pme needle oil balsam copal va oil, coriander oil* spearmint oil, caraway o»i, cumin oil. lava rider oil lemon grass ml, lime oil tangerine oil, lemoriibA ál dh#ref| selb oil, tnybfi oil dove oil nerofi oil niaoult oil. olibanum oil, orangé rM. oregano oil palmarosa oil, patchouli oil balsam paru oil pefltgraln oil, pfpper oil peppermint oil, pimento oil, pine oil rose oil. rosemary oil sandaN&amp;od oil. celery oil« spik oil, star anise oil. turpentine oi| muja oil, tipia p. verbena oil, vetivor oil juniper berry oil wormwood o| wlntergreen oil ylang-yiang oiUhpsop oil pinnamory oil cinnamon leaf ml cRrorraila oil, citron oil and cypress oil, m «1 :Μ arobrettoHcie. ambroxan, u-amylcinnamaidehyde, anethole, aniseaidehyde, amse alcohol, anlsoie, anthranilic acid methyl eater,, acetophenone, benzyl acetone, benzaideriyde, benzoic acid ethyl ester, benzophenone, benzyl alcohol benzyl acetate, benzyl benzoate, benzyl formate, benzyl valerate, borneol bomyl acetate, bossamhrena forte, «-bromostyrene, n-deoylaidehyde, n-dodecylalciehyde, eugenol eugenol methyl ether, fa me sol, fenehane, fenchyl acetate, geranyi acetate, geranyi formate, heliotropin, heptyne carboxylic acid methyl ester, hepfafdebydb,: h|dmgötone dimethyl ether, nydroxyolnnamaidehyde, hydroxycinnamyl alcohol, Indole, irons, isoeugenol, isoeugenol methyl ether, Isosatrol jasmone, camphor, carvacrol, carvone, p~ eresei methyl ether, coumarln, p-methoxyacetophenone, methyl ivamyl ketone, mffhyianihranillc acid methyl eaten p-meity|acetophenone, methylchavlcoi, p* methyleulnoline, methyl fbnaphthyl kofrine,, methyl nmbriyl acetaldehyde, methyl n-nonyl ketone, muscone. P-naphthol ethyl ether, jhnaphthol mefhyi eihep nemi inmonylaidehyde, nonyl alcohol, n-octylsidehyde. oxyaoetophenone, pentadeconoiide, D-phenylelhyi alcohol pnenylaoeíaklehydé dimethyl acetal phenylaoetic acid, puiegone, safrole, saücyüc acid Isoarnf!

Siilcyiio sold methyl ester, salicylic acid hexyl ester, salicylic acid oyciohexyi alter, santeioi, sandeiice, skatole, ferpineol, Ihymena, thymol free nan, v-andaiactone, vanilla vemtriimakiehyde, cinnamaldéhyde, cinnamyl alcohol c.mnamic acnl cinnamic acid eihyl ester, cinnamic add benzyl ester, diphenyl oxide, llmonene, linalool lloalyl acetate and isnalyi propionate,: melositi, :αμν$Η6Γ; rpenihone, methylm-heptenone. pmene, teipinyl costale, citml* crtronsllab and mixtures thereof.

The pro-scents |ó#tiig; tö thp-presinl in^plfen are employed pmfeiifeiy In: washing and cleaning agents, fabric softeners, and cosmetics, These can do iricl, gel-type, or liquid formulations; solid formulations. can be present In the fonm of a powder, granulate, tablet, or fab. Liquid formulations can be solutions., emulsions, or dispersions.

Washing agents can serve for manu# or automatfe laundeini cf( In padlóul#,: tables, Th#i cárt. ËmMmÈh® or cleaning agents for the industrial sector or for household use, #iiÄi;!ifhts can be employed, for example, to dean hard surfaces. These can be, for exampffe Ähwabhinf agents that are employed lor manual or automatic cleaning also MtU'Sua! industrial Of household cleaners with which hard surfaces such as furniture surface^ fipof tiles, wall tiles, wall covenngs. and floor coverings are cleaned. Fabric softeners are In particular fabric softeners th#;:äri;.dÄl^dÄt WMm In the conte# iflor aller laundalng, Äsmeide can foe pastes, salves, creams, emulsions, lotions, and also solutions, in particularifcdilpllo iiltilihi that are known, for example,: from Ifoe fine fragrance sector. The mb|yl|u|f egeÄ om fee applied in any desired auilable form. The agents can foe, for example, ones to be applied by ipraytng. The pm^icenfSiapopMlhg to the present invent Ion cam furthermore foe employed to cover bad odours inat, for example In combination with.....other absorption agents, exhibit good adhesion to solid surfaces

The Invention also relates to washing or cleaning agents, fifefio Softeners, or cosmetics that contain the compounds or mixtures according to the present invention. The compounds or mixtures are employed in a quantity sufficient for effectiveness. Compounds of the general formula g}; or mixtures containing them are typically tried in final fölfnuliffons, Le, readyTo-use washing or •pëïhfpfvâgÉptlr fftferfc softeners, or cosmetics, in gyantilies of less than 5 wt%, flip; 2 wt%, in particular lesi itan 1 wt%. Typical quantifies: iMfilífö are in the ränge from 0,05 to 0 5 vvt% in particular 0.1 to 0.2 wt%, In :f:p f|||f: fragrance sector it 1fr mim PO^wo^ to work; wUk fei# Älvegeni; iconpsiptratiens of op to 48 will Äl

Compositions of usual washing or cleaning agents, fabric softeners, and cosmetics are known to one skilled in the art. Washing and cleaning agents and fabric softeners; jamtfep contain, besides the combinations according to the präsent Invention if the compound of the general formula (I) and: (ll) or mixtures thereof, with compounds of the general formula (HI), further usual inurements of washing or cleaning agents and fabric softeners, for example sufficients, builder substances, bleaching agents, other scents, inaptes, end other lift egeris, but also disintegration -adjuvants, so-called “feilet: bursting agents*“ fn order to facilitate the breakdown of highly compressed tablets or fobs or to shorten disintegration ttmss.

Besides the constituents melled, the washing and deantng agents aoosrdlng to the present invention can additionally contain one or more substances from the group of bleaching agents., bleach activators, enzymes, pH adjusting agents, fluorescing agents, dyes foam Inhibitors, silicone oils, anthredepositlon agents, optical brightens;s, anh-grey agents, colour transfer inhibitors, corrosion Inhibitors, and silver protection agents.

According to Ihe pessnf jnysniien, washing and cleaning agents are also1 d isii washing agents. The agents can in principle exhibit a variety of aggregate elates. In a further prifsrred embodiment the fabric softeners or washing or cleaning agents are liquid or gel-type agents. In particular liquid washing agents W #1. »dteinteg gels; they can also, in particular, be gel-type cleaning agents for flush toilets.

The Invention will be explained further by way bf the &amp;ÄpiÄ:'fetiftdw. EXAMPLE 1 ίο order to determine the degradation of dad odours, a household: washing mmhlrn (Miete W173S) was loaded with 3 kg of previously worn laundry and 75 ml of a liquid heavy-duty washing agent ihat contained 0.45 wi% perfume Cdaip on the total liquid washing age^ tlWMciry wamwasrmd at 40'C and then left to sit for 4 days at 20°C In the washer drum (V1).

Ten elfactorify trained persons smelted the laundry when it was fresh, alter one day, and after tour days, and deternMne# lltfiliPftfthe dai odour m M scale from 1 to 10 <1 * net perceptible, td 1Ö - elfemefy strong!,

Is produced by bacteria présén! in the washing machine and In the.....washing water, and brought in by the previously worn laundry, :lh a further washing experiment (V2), 0.6 wt% (based on the ioial weight of the .washing ágens} of a silicic acid esmr rmxlure of phenytelhyi silicic add ester, percnyi slliac add aster, and citroneüyi silicic acid ester was introduced in addition to the heavy-duty washing agent.

In a further washing experiment (V3>, 0.6 washing agent) of a i-a2a~3.7-di0xabscyclo[3.3.O]oolane compound of the general formula (0, with octanot as a corresponding scent aldehyde, was Introduced in addition to the heayy-dyfy washing agent.

In another further washing experiment (til), 0.3 wf% of a silicic acid setter mixture of phenyielhy! silicic add ester, geranyl silicic adligster, add clmneijyf sshew acid ester and 0 3 ptl # m 1-aza-3,7-dmxabicyclo|3.3.01oc!ane compound of the general fbrmu&amp;s (h, with ostanol as a corresponding scent aldehyde, were introduced in addition to the heavy-duty washing agini

Thdtesdlsrarh aloüi id tahid $,

Table 1 : intensity of bad odour

Tiie results show the appreciably improved performance of the combination in bpl odours frdns, jftfitrôtf ; má. Itoughl itt bf the previousl? worn; laundry, in particular over a pánid;; of severe! days. EXAMPLE 2 A textile made of cotton ferrydoth bad lit) mg of the"perBpfratlöhf ;ha#;bdour (20 wi% octanoic acid, 20 wt% nonanoic acid, 20 wtf| metbylbutanoirvaiidyll wi% 2~ethyi~2"hexenolo add. and 20 wt% 3~mercapto-1-bavanob applied in norvexhausl fashion to if. A household washing machine {Miele W1735} was then loaded with 3,5 kg accompanying laundry and with the treated fabric pieces, in addition, 75 mi of a liquid heavy-duty washing agent that contained 0.4S ;Wt% perfume; (based on the total liquid washing agent) was addafi The; laundry was washed at 40*C and then left to sit for four days at 2CTC In the washer drum (Vi l

Washing expepiienfs were also carried fűi in wÄJb ibe·-· Allowing were sntroaueed Into the wifbfhg machine: in addition to the heavy-duty washing agent: (V2) 0.6 wt% of a silicic nidi eetur miKture 0f phihpdfbyt1 siiicio acid estëo geranyi silicic add ester, and gffdheiyt sidle acid mi$t, iVu) d.u M% ot a 1 o&amp;28~3.7-dhxahicyclo[3.3.0]octane Gompound ©f 111 gene?al formula id, witn octano! as a corresponding scent aldehyde. ^ d iJ-3 'M% of a siele acid ester mixture of phenyteihy! silicic acid ester, geranyi silicsc ec;o ester, and cilroneliyl silicic acid aster and 0.3 wt% of a Kies- 3,T-cl 1 pI[3^3.DJpfötáriè compound es! the general fermée (!) with oetanol as a corresponding scent aldehyde. ß$ might indications ara based on the tola! weight of the washing agents The resuits are shown in Table 2,

Table 2: intensity of bad odour

The results show the appr#glsi%· ïmp.mîûé. e$ the eomiinatlon according to the present invention in counteracting and covering had odours, especially perspiration odors'. In particular over a period of several days.

Claims (3)

1. ' i/a-' v\ egv ö^vtok os kox o$a\e&amp;?tmk kombináció». «$ azok alkalma/.,Isa sllaiasü'ôr^kèôt SMbicliÔPÎ :lgèn>'pi miok L (a? Egy <ï>:

   .Uiaiànos kèpiotô i-iiza*3.7-dloxahs,.ikkh.'..' Oloktan v t^yoöki, ob os R\ R\ R5, R* egyTîibsîôl tÖggetkuUl «»hau csopon. mely egy R5-C{“D>«R': diolano- ko|sleiô vegyiHeîben egy legalább h<u «έικιίουκ* illat-aUîehidet v$gfß$f leplÄ ho; s/.émuamos ülaí-helom képe/. R\ R". Rj egymástól rtiggetUmiil hkirogcmuom vagy eg}' sy.énhWrogén.csopoft< mély aeiklu* sós vagy gyimlk späbs/titiääh vagy daib^/.tituáiailan, dága/éxogy ném-elágazö. valamint* telített vagy ídkdk.n lohol, v o \egvdetek k.\ ordu ·. es (b) egy (0):

   (H), a'talanos > vpfeto kevwo észter, o Xs ,eks 7 o\ il* 11 /o ' vj'i sp, , , t s'U" R sys maOo* sgsw\ nln\is *. î ciuwc\H'."Up c - v v tt- v toi tOta - a> -'! "s^jg \{ Os S 0''tîO OgU\ ''gOi O'· s s alkohol csoportok komi! vâks&amp;tdi| «il a teltétellel, hogy legalább egy lëaôpôri illat-alkohol csoport, vagy o vegvüieiek keverékei, kom! s„, ton* - oo p^o X < u<''"h^ o < tv K R R R\< \ rntstoh iggetl· ! dxeruso pori, mely egy I?5 Ah ===0)-112 vagy R''-€{ ~Ui-R4 általános kcpletü vegyüleíben egy legalább hot. szesmtornos 11 íat-aldehldeí képe?.. 3 > Az l. igény pont szerinti kombhtieió, azzal jellemezve, hogy az R5 és R~ vagy R-' és cső-portok, melyek egy RJ-€{~Ü)-R\ illetve R '-Q ===OpR* áltolános képletúvegyülethcnegy iiat-ketom képestiek, legietjehb a CR’R" illetve CR/R* szerkéz# elemek egyikében vanpak jelen.. 4. A* i -ο. igénypontok bármelyike szedne kombináció, azzal jellemezve, hogy az (1) általános képletú vegyülő then az R\ R \ R! és R”* csoportok egy 11'-€(==<>) ÍR vagy R/«C(=öhR* általános képlett! vegyülethen j&amp;ononénekt ionrmok, rlamaszkonok és damaskenonoL mentőn, karvon, lzo-í>Super, metdhepteaorn ntef#g| çy^ÉdÂ^illfis· Alltel, hidroxicitroneHsi*: korrvon, r,n Mnojpasvtah sh ο < *= I η>. tkk.hu n<k\ s s,and e h at * dotieret t aípha-n &amp;m il fahéja káváid, benzakk-hid, 3· y ·· η n miü 11 fön H y n ma na h e-meul-a-tpautmeümtemlffopanaA Ametd 1 vAmh-tnntou 2{1 WsUoheum l*íljhe;,mal, 3-kmil-d-pro penal, cisZ“.hransO,7-d!meSil“2,h"Gkiadíen->i-ak 357-dimeul-6-öküm-t-ak (OA-dinmtdó·-ukienilJoxijaee'utldehid, d-dzenmyilhenzaktehid, 2,4-<runetü-3<'ikkíheséft-l-karhoxaídehtd, > toeUkM Ptoprv'pllfeml)propanah decil&amp;kkbki 2,(veiméül-5 mepienan alphmn-iks h > mice ti kd. si non ον ♦'» Oun^ - ' î sntii 'tis t evm 1 karhoxiiklehki. l-dodeetmnl, ,'é'hdlotetiÍeikíokcKert-3-'kerlg>xaldehki 444-hidroxó4-ínetilpcntil)-3-ciiohexén' I -ktuboxaldehid, 2-metllundecmmh 2-meiiídeeanal, i-nonanslyí-okíanal, 2,6J0-trímetib5,9-undecadienaS,2-meíib3-(4-tcrc-butil)|>ropanak dihidroiahéiuklehid, 3,/-dimeilhlhoe I -dl tmuoxihui/oiaehki ttans^-e-dceenal, zdwvnndsvtíak e,namob laeemldehld, 3 " -Jtmoukl-mutkv-m u\U uk " nuü,, szara* <iftam,md~4 \ \ ímkktdíAvnzekaot delnd " r>s*pl~3~ idtibz-proppdpLdJdÄetyhexät^ 1 ÄÖlöÄllaciSlalaÄiy, eit^il LM^Â^ ^J... dsp?ptllw3~d|lp|].g5cëïvî *ka?lx>x;thMmi hdiotropm ketont kópelfeek:.: &amp; A*14 ígé^pöttok ibármelplío emmú komht«áet4 ágpf ptlemezye, hogy a (llj £U«$&amp;» nos képsetü kovasaswisntel n? R exoportok legalább 10 mol%*a, etigybpn lepÄfeJO molH-a és küldésen előnyösen akár több. róla? 40 mo(%-a a kdvetleeo 0 lakai koholok közű! választott: 10-nadenea-l -ok 3.í>nInno?i!hepuat-'3vék ärfnetilbutanol, eoneblpaPnbk S-itÄxlemobt, |* fealproptatdh 4-hoxahöO $?&amp;&amp;$&amp;$* fetHlpgntaool, 3”pkpgpi. Ikimilpfüpáapk 4-heptoopk 4-lzöprbpÍkiMpbe^aímk 44epn butiidklohexanoL e-^liN^laifeöhsk ö-terpineo). amihzaHoilát, bendíalkoboi. bendlszalieiíái, íkierpineok Inni Isabai kik düondlok cikiehexüsxökebát, dékánok dihklixtnoúvenol, dinietübatidtkarbatok dimeiRhepdnoL dipelfekpook ellpal^tld., etlyaoI|l!p>:gitpBol, fkptexol gepnids Ipfaptpk ÍMeoge«ok feopttégók fefcol PÄi* »nnenoi^ hexánok nctol nunanok oktanol. p-namaodok tendetlhdhohol ionok iemi^didiát. teirahküogerarbok tetőd-khoímslooi, tanok tran.s*0<isz«6«nonadienoh transzdNtooen« \ oI transZ'2-oktenol, undedned. vaniüiu. kíunpiuioi. hexenok és/vagy Mtéjdkohok b, Λ/ 1 -d igénypontok hármeKike -venna (h« ΐll> altakaua képlete seg>Üknek ón {Un:

   álialáttos képleté vegyítetek keverekd, ahol Rk Rá R\ Rk R' az (I) általiad? képletnél megadott. λ Az 1-5, igénypontok bármelyike szerinti kombittáeiók vagy a 6. igénypont szerinti keverékek alkalmazása lllat-prekurzorként. 1 A 7- igénypont szerinti alkalmazás azzal jellemezve, hogy a kombináció iHalanyagként vlIitraliàÉa.àêkÂà^iUàfeàîknhal€^âï boesájt ki. 9. A ?. igénypont szerinti alkalmazás azzal jellemezve, hogy a kombináció ihatanyagként ill^lé^o^%1ltealkoholpte becséit ki. A lefagy 9, igénypont szerinti alkalmazás azzal jellemezve* hogy a kombinációkat más illatartyagokkal együtt alkalmazzuk. 11* A 14 L igénypontok bármelyike szerinti aíkáinpzás 11080- vagy tisztítószerekben, szövet-lágyítókban és kozmetikamokián.
2. 12. Mosó- vagy tisztítószerek, szbvetlágyitók la kíjzmetikómok, melyek az 1-5. igénypontok bteeiylke szeílnti: kombinációkat vugy a i. igényppM szerinti keverőkéire! hatalmazzák, 1.3, A 12. igénypont szerinti mosó«* kagy ttsztftbszerek, szövetlágyitok vagy kozmetikumok, azzal je lerne. ,e( hogs tz (1 on (!í> Altalanos kep^n , eavuietek aombm a \ v.g% , o' taka nils általános képiem vegylictekkei alkotott keverékei a szerben a szer összmearryiségére számitya p tőmeg;lznml kevesebb, előnyösen kevesebb, mint 2 usmeg%, különösen kevesebb, tntnt: I tömeg% tPetmyisépen vannak jelén.
3. 14. Eljárás mosó- vagy tisztítószerek, szövejlágyhók vagy kozmetikumok. vagy az azokkal kezelt meglpsszabbÄara azzal jellemezve, hogy 1 mosó- vagpisz- h lőszerekhez, szövetlágyítókhoz vagy kozmetikumokhoz az !-5. igénypontok bármelyike Izerihtt kínnbinámikai vagy a 6. igénypont szerint! keverékeket adjuk. !$. Eljárás la) egy (f)::

   ahahmox képiem ) ' Ojnktáu segynlek ahoi E\ R% !l\ R4 csoport, mely egy E’-CúOVR* vagy R^-Cí^Oj-R* általános képiem vegyifeiben: egy Ipgaltbb hat sl!lit»s|diiiátkvig;y egy iegalÄ hat sxénstomos UiaukethiU képe^ R\ R , R eg> sastól 'tmgetlome h'Jmgen^tom sag\ a s mnïHdmgénv'mivrg mely aesUases vag> gyűrűs. */ub$ztituáii vagy sags' műtétien lehet. vagy e vagyületek keverékek és 1 h) egy (11):

   .Jíalano·* Hcpk'tu kovasaxcsiier. ehe! n értéke··! é&amp; UM ^ököttitörtemá»yban ss és velgriegisyl R Rgymástól íUggeílepi! hidrogénatom, egyenes láncú vag\ elágazó, telített vagy íflf||^ít*.-p«bsztítuált vagy szubMltuálatlan Un s/enaioÄI s^cnhid?ugê«e'*o|>or&amp;'#s ü#*: ÄoM «apportok kű*üi valasstoft. átsüti a iéltetelld. UngyiegaMbb egyfk eppop ilféú alkohol csoport, vagy t. vegyületek keverékei, kornhinádója alkalmazásával.