JP6445107B2 - 香料系 - Google Patents
香料系 Download PDFInfo
- Publication number
- JP6445107B2 JP6445107B2 JP2017180288A JP2017180288A JP6445107B2 JP 6445107 B2 JP6445107 B2 JP 6445107B2 JP 2017180288 A JP2017180288 A JP 2017180288A JP 2017180288 A JP2017180288 A JP 2017180288A JP 6445107 B2 JP6445107 B2 JP 6445107B2
- Authority
- JP
- Japan
- Prior art keywords
- perfume
- mixture
- cleaning
- prms
- fragrance
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000002304 perfume Substances 0.000 title claims description 176
- 239000000203 mixture Substances 0.000 claims description 171
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- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- QSKQNALVHFTOQX-UHFFFAOYSA-M sodium nonanoyloxybenzenesulfonate Chemical compound [Na+].CCCCCCCCC(=O)OC1=CC=CC=C1S([O-])(=O)=O QSKQNALVHFTOQX-UHFFFAOYSA-M 0.000 description 1
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- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
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- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- VRVDFJOCCWSFLI-UHFFFAOYSA-K trisodium 3-[[4-[(6-anilino-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl]-5-methoxy-2-methylphenyl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].COc1cc(N=Nc2cc(c3cccc(c3c2)S([O-])(=O)=O)S([O-])(=O)=O)c(C)cc1N=Nc1c(O)c2ccc(Nc3ccccc3)cc2cc1S([O-])(=O)=O VRVDFJOCCWSFLI-UHFFFAOYSA-K 0.000 description 1
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- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
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Description
本明細書で使用するとき、「消費者製品」は、販売される形態での使用又は消費を一般に意図する、ベビーケア、ビューティケア、布地及びホームケア、ファミリーケア、女性用ケア、ヘルスケア、スナック及び/若しくは飲料製品、又は装置を意味する。そのような製品としては、おむつ、よだれ掛け、洗浄綿;漂白、着色、染色、コンディショニング、洗髪、スタイリングを含む毛髪(ヒト、イヌ及び/又はネコ)の処理に関する製品及び/又は方法;防臭剤及び制汗剤;パーソナルクレンジング;化粧品;高級芳香剤を含む消費者使用のためのクリーム、ローション、及び他の局所的に塗布される製品の塗布を含むスキンケア;並びに髭剃り製品、エア・フレッシュナー及び香り送達系を含む空気ケア、カーケア、食器洗浄、布地コンディショニング(柔軟加工及び/又はフレッシュニングなど)、洗濯洗浄、洗濯時及びすすぎ時添加剤並びに/又はケア、床及び便器クリーナーを含む硬質表面の洗浄及び/又は処理、並びに消費者又は業務使用のための他の洗浄を含む、布地及びホームケアの領域における布地、硬質表面及び任意の他の表面の処理に関する製品及び/又は方法;トイレットペーパー、ティッシュペーパー、桜紙、及び/又は紙タオルに関する製品及び/又は方法;タンポン、生理衛生用品;練り歯磨き、歯磨きゲル、歯の洗浄剤、義歯粘着剤、歯のホワイトニングを含む口腔ケアに関する製品及び/又は方法;咳及び風邪の治療薬、痛み止め、処方薬、ペットの健康及び栄養を含む市販のヘルスケア;主に通常の食事の間の消費を意図される加工食品、又は食事の添え物としての加工食品(非限定的な例としては、ポテトチップス、トルティーヤチップス、ポップコーン、プレッツェル、コーンチップス、シリアルバー、野菜チップス又はクリスプ、スナックミックス、パーティミックス、マルチグレインチップス、スナッククラッカー、チーズスナック、ポークリンド、コーンスナック、ペレットスナック、押し出しスナック、及びベーグルチップスが挙げられる);並びにコーヒーが挙げられるがこれらに限定されない。
好適なPRMには、下記の表1に列挙されるPRM及びこれらの立体異性体が包含される。
この種の超コンパクト洗剤は典型的には、通常よりも高い百分率の有効成分を含む。好ましくは、超コンパクト化洗剤は、表1の番号1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、49、50、51、52、53、54、55、56、57、58、59、60、61、62、63、64、65、66、67、68、69、70、71、72、73、74、75、76、77、78、79、80、81、82、84、85、86、87、88、91、92、93、94、95、96、97、98、99、100、101、102、103、104、105、106、107、108、109、110、111、112、113、114、115、116、117、118、119、120、121、122、123、124、125、126、127、128、129、130、131、132、133、134、135、136、137、138、139、140、141、142、143、144、145及び146;並びにこれらの立体異性体から選択される1つ又は2つ以上のPRMを含有してもよい。
特定の香料送達系、特定の香料送達系を製造する方法及びこの種の香料送達系の使用は、米国特許出願公開第2007/0275866(A1)号に開示されている。この種の香料送達系としては以下のものが挙げられる。
a.)マトリックス系:芳香剤をポリマーマトリックス又は粒子中に溶解又は分散させる。例えば、香料は、1)製品に配合する前にポリマー中に分散させるか、又は2)製品の配合中又は配合後にポリマーとは別に添加してよい。ポリマーからの香料の拡散は、所望の表面(部位)に付着又は適用されたポリマーマトリックス系から香料を放出させるか、あるいはその放出速度を増加させる上で一般的な誘因であるが、香料の放出を制御する他の多くの誘因が知られている。ポリマー粒子、フィルム、溶液などの内部又は表面への吸収及び/又は吸着はこの技術の態様である。有機材料(例えば、ラテックス)からなるナノ粒子又はマイクロ粒子がその例である。好適な粒子としては、限定するものではないが、ポリアセタール、ポリアクリレート、ポリアクリル酸、ポリアクリロニトリル、ポリアミド、ポリアリールエーテルケトン、ポリブタジエン、ポリブチレン、ポリブチレンテレフタレート、ポリクロロプレン、ポリエチレン、ポリエチレンテレフタレート、ポリシクロヘキシレンジメチレンテレフタレート、ポリカーボネート、ポリクロロプレン、ポリヒドロキシアルカノエート、ポリケトン、ポリエステル、ポリエチレン、ポリエーテルイミド、ポリエーテルスルホン、ポリエチレンクロリネート、ポリイミド、ポリイソプレン、ポリ乳酸、ポリメチルペンテン、ポリフェニレンオキシド、ポリフェニレンスルフィド、ポリフタルアミド、ポリプロピレン、ポリスチレン、ポリスルホン、ポリ酢酸ビニル、ポリ塩化ビニル、並びにアクリロニトリル−ブタジエン、酢酸セルロース、エチレン−酢酸ビニル、エチレンビニルアルコール、スチレン−ブタジエン、酢酸ビニル−エチレン、及びこれらの混合物などに基づいたポリマー又はコポリマーなどの広範な材料が挙げられる。
好適なPLT系並びにその製造方法は米国特許第5,651,976号に見出すことができる。
好ましくは、アミン支援型送達(AAD)系は、表1の分子1、3、10、12、13、17、19、23、26、27、29、30、31、32、33、34、35、36、37、38、39、41、42、46、48、50、51、52、54、55、57、58、59、84、85、87、91、118、119、140及び144;表1の分子1、3、10、12、13、17、19、23、26、27、29、30、31、32、33、34、35、36、37、38、39、41、42、46、48、50、51、52、54、55、57、58、59、84、85、87、91、118、119、140及び144の立体異性体;並びにこれらの混合物から選択される1つ又は2つ以上のPRMを含み得る。
香料を配合するために、表1に開示されたPRMが使用され得る。この種の香料は、表1のPRMの組み合わせ、又は表1のPRMのうちの1つ又は2つ以上、及び1つ又は2つ以上の追加的なPRMを含み得るPRMの組み合わせである。香料において使用する場合、表1のPRMは、香料の総重量を基準として約0.01%〜約50%、好ましくは約0.1%〜約15%、より好ましくは約0.1%〜約10%、又は最も好ましくは約0.5%〜約10%の濃度で使用され得る。このような香料は、未希釈で部位に塗布する、あるいは、消費者製品、洗浄及び/又は処理組成物、布地及び硬質表面用の洗浄及び/又は処理組成物、洗剤、及び/又は超コンパクト洗剤中で使用することを含む、種々の用途で使用され得る。
一態様では、部位を表1の分子13、24、26、28、32、34、35、36、38、39、42、52、54、58、62、66、67、108、110、111、113、114、116、117、118及び133並びにこれらの混合物からなる群から選択される1つ又は2つ以上の分子と接触させることを含む悪臭を打ち消す方法が開示される。好ましくは、前記部位は前記悪臭を含む。好ましくは、前記悪臭はチオール部分を含む。
本発明の目的に見合うよう、本明細書に詳述される組成物(例えば、消費者製品、洗浄及び/若しくはトリートメント組成物、布地及び硬質表面用の洗浄及び/若しくはトリートメント組成物、洗剤、並びに/又は超コンパクト化洗剤)中に用いるのに好適な補助剤を以下に例示する(ただし、下掲のものだけに限定されない)。そのような補助剤物質は、例えば洗浄される基材のトリートメント、又は香料、着色剤、染料などを用いる場合のように組成物の美観の改善を目的として、組成物の性能を補助又は強化するため組成物の特定の実施形態に組み込めることが好ましい。この種の補助剤は、本明細書に詳述される本出願人らの香料及び/又は香料系を介して供給される構成成分に追加されることが理解されよう。そのような追加構成成分の正確な性質、及びそれを組み込む濃度は、組成物の物理的形態及び使用されるべき作業の性質に依存する。
本明細書に開示されるいくつかの消費者製品を用いて、部位、とりわけ表面又は布地を洗浄又は処理することができる。典型的には、この部位の少なくとも一部は、未希釈形態又は液体、例えば洗浄液に希釈されて本出願人らの組成物の実施形態と接触し、そしてその後、場合により、その部位が洗浄及び/又はすすがれてもよい。一態様においては、ある部位を洗浄及び/又はすすぎ洗いし、本発明による組成物に接触させてから、任意に洗浄及び/又はすすぎ洗いする。本発明の目的に関して、洗浄は、こすり洗い及び機械的撹拌を含むが、これらに限定されない。布地は、標準的な消費者の使用条件で洗濯又は処理することが可能な、ほとんどの任意の布地を含んでもよい。開示する組成物を含み得る液体は、約3〜約11.5のpHを有していてよい。このような組成物は、典型的に、溶液中約500ppm〜約15,000ppmの濃度で使用される。洗浄溶媒が水であるとき、水温は、典型的には、約5℃〜約90℃であり、部位が布地を含むとき、水と布地との割合は、典型的には、約1:1〜約30:1である。
本出願の「試験方法」の項で開示されている試験方法は、本出願人らの発明が本明細書に記載されかつ特許請求されているように、本出願人らの発明のパラメータの各値を求めるために使用されるものと理解される。
これまでに多くの香料成分のlogP値が報告されており、例えば、Daylight
Chemical Information Systems,Inc.(Daylight CIS)(Irvine,California)から利用可能なPomona92データベースには、元の文献の引用と共に多くのlogP値が包含されている。しかしながら、logP値は、同じくDaylight CISから入手可能な「CLOGP」プログラムによって、最も簡便に算定される。このプログラムはまた、それらがPomona92データベースで入手可能な場合には、実験的なlogPの値も載せている。「logP計算値」(ClogP)は、Hansch及びLeoのフラグメント手法によって求められる(本明細書に参照により組み込まれる、A.LeoのComprehensive Medicinal Chemistry,Vol.4,C.Hansch,P.G.Sammens,J.B.Taylor and C.A.Ramsden,Eds.,p.295,Pergamon Press,1990を参照のこと)。フラグメント手法は、各香料成分の化学構造に基づいており、原子の数及び種類、原子の連結性、並びに化学結合を考慮する。ClogP値は、最も信頼でき、物理化学的特性の評価に広く用いられており、好ましくは本発明で有用な香料成分の選択においてlogP実験値の代わりに用いられる。
香料成分の沸点は、標準試験方法ASTM D2887−04a「Standard Test Method for Boiling Range Distribution of Petroleum Fractions by Gas Chromatography」(ASTM International(West Conshohocken,Pennsylvania,USA))に従って、測定される。その方法のセクション5.2は次のように注意している。「本試験方法によって得られる沸点範囲分布は、真沸点(TBP)蒸留から得られるものと本質的には同等である(試験方法D2892を参照されたい)。それらは、試験方法D86又はD1160によって得られるもの等の低効率蒸留の結果とは同等ではない。」
(a)芳香剤非含有消費者製品配合物を入手する。
(b)水溶性スラリー中での香料含有率が25重量%となるように含水率が調整されている芳香剤マイクロカプセルを入手する。
(c)2.0グラムの芳香剤マイクロカプセル水溶性スラリーを95グラムの芳香剤非含有消費者製品配合物に加えることで試料Aを調製する。次に、3.0グラムの脱イオン水を配合物に加えて100グラムに合わせる。この配合物を40℃で1週間熟成させる。
(d)0.50グラムの無希釈の芳香剤を95グラムの芳香剤非含有消費者製品配合物に加えることで試料Bを調製する。次に、4.5グラムの脱イオン水を配合物に加えて100グラムに合わせる。この配合物を40℃で1週間熟成させる。
1.20mLのヘッドスペースバイアル
2.タイマー。
3.ガスクロマトグラフ(GC):CIS−4インジェクターを有するAgilentモデル6890(Gerstel(Mulheim,Germany))、並びにMPS−2オートサンプラー及びTDU。SPME分析において、スプリット/スプリットレスインジェクター(CIS−4インジェクターとは異なる)を使用した。
4.GCカラム:J&W DB−5 MS、30M×0.25mm ID、膜厚1.0μ(J&W Scientific of Folsom(California,USA)から入手した)。
5.キャリアガス、ヘリウム、流速1.5mL/分。
6.インジェクターライナーは、Supelco製の特定のSPMEライナー(0.75mm ID)である。
7.検出器は、約230℃の供給源温度及び約150℃のMS Quad温度を有する、Agilent Technologies,Inc.(Wilmington,DE,USA)から入手したモデル5973質量選択検出器である。
1.試料を適切な試料トレイに移し、SPME−GC−MS分析を進める。
2.一連の試料装填及び分析を開始する。この工程では、オートサンプラートレイ上で試料を少なくとも2時間均衡化させ、その後、トレイから直接サンプリングする。SPMEファイバーアセンブリは、DVB/CAR/PDMS(50/30μm、24ga、長さ1cm)である。サンプリング時間は、5分間である。
3.インジェクター温度は、260℃である。
4.次に、GC−MS分析の実行を開始する。脱着時間は、5分間である。
5.以下の温度プログラムを使用する。
i)約50℃の初期温度を3分間保持する。
ii)約250℃の温度に達するまで約6℃/分の速度で、その後、275℃に達するまで25℃/分の速度で初期温度を上昇させ、約275℃で4.67分間維持する。
6.Hewlett Packardから購入し、使用許諾を受けた、John Wiley & Sons及び米国国立標準技術研究所(NIST)のMSスペクトルライブラリを使用して、香料化合物を特定する。
7.Agilent Technologies,Inc.(Wilmington,DE,USA)製のChemstationソフトウェアを使用して、特定イオンのクロマトグラフィーピークを積分する。
8.試料A中の香料原材料のピーク面積を試料B中のピーク面積で割ることで、各PRMの比率を計算する。
9.次に、各比率を、香料中のその香料原材料の重量組成で加重する。
10.ヘッドスペース率を、工程9で得られた個々の香料原材料比率の合計として計算する。
液体洗剤中の香料マイクロカプセルからの香料漏出%を測定する際、等しいレベルの遊離香料(香料マイクロカプセルを有さない)を有する液体洗剤の未加工試料も参照のために並行して分析する必要がある。
−トナリドの原液:70mgのトナリドを秤量し、20mLの試薬用ヘキサンを加える。
−内標準溶液:20mLの試薬用ヘキサンで200μLの原液を希釈する。
−均質になるように混合する。
−液体洗剤製品を2g秤量し、抽出容器に入れる。
−2mLの内標準溶液を加えて、容器を閉じる。
−抽出容器を20回手で上下逆に穏やかにひっくり返し、香料を抽出する。
−硫酸ナトリウムを1匙加える。
−層の分離後、すぐにヘキサン層をガスクロマトグラフオートサンプラーバイアルに入れて、バイアルの蓋をする。
−ガスクロマトグラフ注入ポートにスプリットレス(1.5μL)を注入する。
−ガスクロマトグラフィー質量分析を行う。
−液体洗剤製品を2g秤量し、抽出容器に入れる。
−2mLの内標準溶液を加えて、容器を閉じる。
−抽出容器を20回手で上下逆に穏やかにひっくり返し、香料を抽出する。
−硫酸ナトリウムを1匙加える。
−層の分離後、すぐにヘキサン層をガスクロマトグラフオートサンプラーバイアルに入れて、バイアルの蓋をする。
−ガスクロマトグラフ注入ポートにスプリットレス(1.5μL)を注入する。
−ガスクロマトグラフィー質量分析を行う。
−個別の香料原材料ごとのカプセルからの香料漏出:
香料漏出(%)={(カプセルの香料原材料の面積×参照の内標準溶液の面積×参照の重量)/(カプセルの内標準溶液の面積×参照の香料原材料の面積×カプセルの重量)}×100
ガスクロマトグラフを使用して定量した。ガスクロマトグラフを較正して、シリンジにより注入される正確な物質体積、正確なスプリット比、並びに既知の濃度及び鎖長分布の炭化水素標準物質を用いた炭化水素反応を定量する。空気の流量を正確に測定し、ヒトの吸入の持続時間が12秒間であると仮定して、サンプリングされた体積を計算する。任意の時点の検出器における正確な濃度が既知であるため、吸入された体積当たりの質量、ひいては材料濃度は既知である。
検出器において50ppbの濃度を得るのに必要な量の分析物をカラムに注入する。臭気検出閾値を定量するための典型的なガスクロマトグラフパラメータを以下に列挙する。
GC:FID検出器を有する5890シリーズII、7673オートサンプラー
カラム:J&W Scientific DB−1
長さ:30メートル、内径0.25ミリメートル、被膜の厚さ1マイクロメートル
−スプリット注入:17/1スプリット比
−オートサンプラー:1.13マイクロリットル/注入
−カラム流量:1.10マイクロリットル/分
−空気流:345ミリリットル/分
−入口温度:245℃
−検出器温度:285℃
−初期温度=50℃、5℃/分の昇温速度、最終温度=280℃、最終時間=6分間
−主な前提:1回の嗅ぎ当たり12秒間、GC空気を試料希釈物に添加する
ヒトのTRPM8で安定にトランスフェクトしたHEK−23(ヒト胎児腎臓)細胞を、5%のCO2に設定された哺乳類細胞培養インキュベーター内で75CM2のフラスコ内の15mLの増殖培地[10%のFBS(ウシ胎児血清)、100μg/mLのペニシリン/ストレプトマイシン、5μg/mLのブラスチシジン、及び100μg/mLのゼオシンで補完された高グルコースDMEM(Dulbecco変法イーグル培地))で3日間、37℃にて増殖させた。2mLのトリプシン−EDTA緩衝剤(GIBCO(登録商標)25200、Invitrogen)を約2〜3分間加えて、細胞を分離させた。
トリプシンを、8mLの増殖培地の添加によって不活性化した。細胞を50mLの管に移し、850rpmで3分間遠心分離させて、培地を除去した。遠心分離後、細胞のペレットが管の底に形成されて、上清溶液から分離した。上清を捨て、細胞ペレットを1mLの新鮮な増殖培地中で懸濁し、これに5μL(12.5μg)のFluo−4 AM(Molecular Probes,Inc.)カルシウム指示薬を添加し、穏やかに振盪しながら30分にわたってインキュベートした。(Fluo−4は、細胞内Ca t濃度を100nM〜1μMの範囲で定量するために用いられる蛍光色素である。)30分間の終わりに、45mLのアッセイ緩衝剤[1xHBSS(ハンクス平衡塩類溶液)、20mMのHEPES(4−(2−ヒドロキシエチル)−1−ピペラジンエタンスルホン酸)]を加えて、細胞を洗浄し、次いで得られた混合物を850rpmで3分間遠心分離させて、余分な緩衝剤及びFluo−4 AMカルシウムインジケータを除去した。ペレットの細胞を10mLのアッセイ緩衝剤に再懸濁させ、1ウェルにつき90uLのアリコート(−50,000個の細胞)を、10uLの試験化合物(アッセイ緩衝剤中1mM、最終濃度100uM)又は緩衝剤対照を含有する96ウェルのアッセイプレートに撒き、室温にて30分間インキュベートした。30分後、プレートを蛍光測定画像解析用プレートリーダー(Molecular DevicesからのFLIPR 384)に入れ、定常蛍光度を記録する(励起波長488nm及び発光波長510nm)。FLIPRアッセイは、細胞内カルシウムの濃度の変化を検出するための、一般に認められた方法である。次に、37.5uMの本発明の化合物20uLを、アッセイ緩衝剤(最終濃度6.25uM)中のTRPM8作動薬を追加し、蛍光を記録しながら、試験した。TRPM8に対する試験化合物の直接効果を判断するために、各化合物の添加直後に蛍光度が測定された。
判定員の選考及び訓練
A.判定員は、汗のにおいと無臭の溶媒(ジプロピレングリコール=DPG)を区別することができる必要がある。
検査される試験材料は、個々の香料の原材料(PRM)又は香油である。試験材料は、既定のガス状試料で、対象の悪臭化合物である3−メルカプト−3−メチル−ヘキサン−1−オールの強度及び残臭の強さに関して選考された判定員によって評価される。
20分にわたって撹拌した後、トルエン(3M)中のジエン(1.0当量)の溶液を−5℃にて添加した。この得られた混合物を50℃に加熱し、一晩攪拌した。この反応液を30%のNaOH溶液の添加によりクエンチし、Et2Oで抽出した。有機層をMgSO4上で乾燥させ、減圧下で濃縮した。この得られた油を、石油エーテル−Et2O混合液(9−1)で溶出することによりシリカゲル上で急速濾過を用いて、精製した。減圧下での溶出液の濃縮により、オレンジ油として化合物が得られた(79%の収率)。
以下の成分を秤量し、ガラスバイアル瓶に加えた:
1.1つ又は2つ以上の表1のPRMを含む香料材料を50%、
2.BASFからのLupasol WF(CAS番号09002−98−6)を、50%を秤量し、ガラスバイアル瓶に加え、60℃の温水浴中に使用前に1時間載置する。
17グラムのブチルアクリレート−アクリル酸コポリマー乳化剤(Colloid C351、25%固形分、pKa 4.5〜4.7、(Kemira Chemicals,Inc.(Kennesaw,Ga.U.S.A.))及び17グラムのポリアクリル酸(35%固形分、pKa 1.5〜2.5、Aldrich)を脱イオン水200グラムに溶解させ、混合する。溶液のpHを、水酸化ナトリウム溶液でpH6.0に調整する。部分メチル化メチロールメラミン樹脂(Cymel 385、固形分80%、Cytec Industries(West Paterson,N.J.,U.S.A.))7グラムをその乳化剤溶液に加える。200グラムの香油を機械的な振動の下で前の混合物に添加し、温度を45℃まで上昇させる。安定な乳剤が得られるまで速度を上げて混合した後、その乳剤に、第2の溶液及び4グラムの硫酸ナトリウム塩を添加する。この第2の溶液は、3グラムのポリアクリル酸ポリマー(Colloid C121、25%固形分(Kemira Chemicals,Inc.(Kennesaw,Ga.U.S.A.))、100グラムの蒸留水、pHを6.0に調整するための水酸化ナトリウム溶液、10グラムの部分メチル化メチロール(methyol)メラミン樹脂(Cymel 385、80% Cytec)を含む。この混合物を85℃まで加熱し、持続的に撹拌しながら8時間にわたって維持して、カプセル化プロセスを完了させる。アセトアセトアミド(Sigma−Aldrich(Saint Louis,Mo.,U.S.A.))23グラムをこの懸濁液に添加する。続いて、塩及び構造化剤を更にこのスラリーに加えることができる。
表1のPRMを1種以上含む香料組成物50%と、カルボキシル末端Hypro(商標)RLP 1300X18(CAS番号0068891−50−9)(Nanoresins製)(混合前に1時間にわたって60℃の温水浴中に置く)40%と、Lupasol(登録商標)WF(CAS番号09002−98−6)(BASF製)(混合前に1時間にわたって60℃の温水浴中に置く)10%と、を含んでなる混合物。Ultra−Turrax T25ベーシック装置(IKA製)を使用して5分間混合することにより、混合を成し遂げる。混合後、混合物を60℃の温水浴中に±12時間置く。均質な、粘稠かつ粘着性のある物質を得る。
本明細書に開示されたPRM、香料及びアミンを含有する製品配合の非限定的な例を、以下の表に要約する。
手洗い又は洗濯機用、典型的にはトップローディング式洗濯機用顆粒状洗濯洗剤組成物。
典型的にはフロントローディング式自動洗濯機用の顆粒状洗濯洗剤組成物
LASは、Stepan(Northfield,Illinois,USA)又はHuntsman Corpから供給されている、平均脂肪族炭素鎖長がC9〜C15の直鎖アルキルベンゼンスルホン酸塩である。(HLASは酸型である。)
GmbH(Germany)から供給されている。
Claims (4)
- 1−(3−エトキシ−4−ヒドロキシフェニル)−3−メチルブタン−1−オンまたはこの立体異性体。
- 香料組成物の重量に対し、0.01〜50%の1−(3−エトキシ−4−ヒドロキシフェニル)−3−メチルブタン−1−オンまたはこの立体異性体を含む、香料組成物。
- 消費者製品の重量に対し、0.0001〜25%の1−(3−エトキシ−4−ヒドロキシフェニル)−3−メチルブタン−1−オンまたはこの立体異性体を含む、消費者製品。
- 洗浄組成物である、請求項3に記載の消費者製品。
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BR112020022868A2 (pt) * | 2018-05-29 | 2021-02-23 | Givaudan Sa | compostos orgânicos |
GB201809528D0 (en) | 2018-06-11 | 2018-07-25 | Givaudan Sa | Method related to organic compositions |
MX2020014332A (es) * | 2018-06-22 | 2021-03-09 | Procter & Gamble | Composiciones dentifricas. |
WO2020086537A1 (en) * | 2018-10-24 | 2020-04-30 | International Flavors & Fragrances Inc. | Novel organoleptic compounds |
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JP2018027963A (ja) | 2018-02-22 |
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MX2016012467A (es) | 2016-12-20 |
CN106132913A (zh) | 2016-11-16 |
AR099860A1 (es) | 2016-08-24 |
EP3521409B1 (en) | 2024-08-14 |
EP3122847B1 (en) | 2019-05-15 |
US20150275132A1 (en) | 2015-10-01 |
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US20160289593A1 (en) | 2016-10-06 |
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US20180230398A1 (en) | 2018-08-16 |
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