JP6727386B1 - 香料組成物、及びその製造方法 - Google Patents
香料組成物、及びその製造方法 Download PDFInfo
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- JP6727386B1 JP6727386B1 JP2019158034A JP2019158034A JP6727386B1 JP 6727386 B1 JP6727386 B1 JP 6727386B1 JP 2019158034 A JP2019158034 A JP 2019158034A JP 2019158034 A JP2019158034 A JP 2019158034A JP 6727386 B1 JP6727386 B1 JP 6727386B1
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- Prior art keywords
- composition
- flavor
- fragrance
- methyl
- cyclodextrin
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Abstract
Description
上記工程(1)で得られた混合物を用いて香料組成物を調製する工程(2)を含む、[1]〜[9]のいずれか1に記載の香料組成物の製造方法。
シクロデキストリン;並びに、
香料成分の香気及び/又は香味の保留性を高めるために有効な量の、C3−C22の炭化水素基含有化合物;
を含有する、香料組成物。
上記炭化水素基含有化合物は、C3−C22の直鎖構造を持つ炭化水素基を含む化合物、1つ又は複数のメチル基又はエチル基で置換されているC3−C18の直鎖構造を持つ炭化水素基を含む化合物、C3−C6シクロアルキルを含む化合物、C6−C12のスピロ炭化水素基を含む化合物、及び、C6−C12の芳香族炭化水素基を含む化合物からなる群より選択される、香料組成物。
香料成分の香気又は香味向上方法等に関するものである。
本発明の香料組成物は、香料成分、シクロデキストリン、及び、C3−C22の炭化水素基含有化合物を含む。
本発明の香料組成物において、香料成分を含む。
本発明の香料組成物において、シクロデキストリンを含む。
本発明の香料組成物において、C3−C22の炭化水素基含有化合物を含む。
1567127627586_0
、エイコサジエン酸、ドコサジエン酸、α−リノレン酸、γ−リノレン酸、ピノレン酸、α−エレオステアリン酸、β−エレオステアリン酸、ミード酸、ジホモ−γ−リノレン酸、エイコサトリエン酸、ステアリドン酸、
1567127627586_1
、エイコサテトラエン酸、アドレン酸、ボセオペンタエン酸、エイコサペンタエン酸、オズボンド酸、イワシ酸、及び、ドコサヘキサエン酸等をあげることができる。これらは単独で使用してもよく、また2種以上を混合して使用してもよい。
1567127627586_2
メチル、リノール酸エチル、エイコサジエン酸メチル、エイコサジエン酸エチル、α−リノレン酸メチル、α−リノレン酸エチル、γ−リノレン酸メチル、γ−リノレン酸エチル、ピノレン酸メチル、ピノレン酸エチル、α−エレオステアリン酸メチル、α−エレオステアリン酸エチル、β−エレオステアリン酸メチル、β−エレオステアリン酸エチル、ミード酸メチル、ミード酸エチル、ジホモ−γ−リノレン酸メチル、ジホモ−γ−リノレン酸エチル、エイコサトリエン酸メチル、エイコサトリエン酸エチル、ステアリドン酸メチル、ステアリドン酸エチル、
1567127627586_3
メチル、アラキドン酸エチル、エイコサテトラエン酸メチル、エイコサテトラエン酸エチル、ボセオペンタエン酸メチル、ボセオペンタエン酸エチル、エイコサペンタエン酸メチル、及び、エイコサペンタエン酸エチル等をあげることができる。これらは単独で使用してもよく、また2種以上を混合して使用してもよい。
上記1つ又は複数のメチル基又はエチル基で置換されているC3−C18の直鎖構造を持つ炭化水素基を含む化合物として、例えば、2−メチル−1−エタノール、2−エチル−1−エタノール、2−メチル−1−プロパノール、2−エチル−1−プロパノール、2−メチル−1−ブタノール、3−メチル−1−ブタノール、2−エチル−1−ブタノール、2−メチル−1−ペンタノール、2−エチル−1−ペンタノール、2−メチル−1−ヘキサノール、2−エチル−1−ヘキサノール、2−メチル−1−ヘプタノール、2−メチル−1−オクタノール、2−メチル−1−ノナノール、2−メチル−1−デカノール、2−メチル−1−ウンデカノール、2−メチル−1−ドデカノール、2−メチル−1−トリデカノール、2−メチル−1−テトラデカノール、2−メチル−1−ペンタデカノール、2−メチル−1−ヘキサデカノール、2−メチル−1−ヘプタデカノール、2−メチル−1−オクタデカノール、2−メチル−1−ノナデカノール、2−メチル−1−イコサノール、1−ヘネイコサノール、2−メチル−プロパナール、2−エチル−プロパナール、2−メチル−ブタナール、2−エチル−ブタナール、2−メチル−ペンタナール、2−メチル−ヘキサナール、2−メチル−ヘプタナール、2−メチル−オクタナール、2−メチル−ノナナール、2−メチル−デカナール、2−メチル−ウンデカナール、2−メチル−ドデカナール、2−メチル−トリデカナール、2−メチル−テトラデカナール、2−メチル−ペンタデカナール、2−メチル−ヘキサデカナール、2−メチル−ヘプタデカナール、2−メチル−オクタデカナール、2−メチル−ノナデカナール、2−メチル−イコサナール、2−メチル−ヘネイコサナール、3−メチル−2−ブタノン、3−エチル−2−ブタノン、4−メチル−2−ペンタノン、4−エチル−2−ペンタノン、2−メチル−3−ペンタノン、2−エチル−3−ペンタノン、2−メチル−プロパン酸、2−エチル−プロパン酸、2−メチル−ブタン酸、2−エチル−ブタン酸、2−メチル−ペンタン酸、2−エチル−ペンタン酸、2−メチル−ヘキサン酸、2−エチル−ヘキサン酸、2−メチル−ヘプタン酸、2−メチル−オクタン酸、2−メチル−ノナン酸、2−メチル−デカン酸、2−メチル−ウンデカン酸、2−メチル−ドデカン酸、2−メチル−トリデカン酸、2−メチル−テトラデカン酸、2−メチル−ペンタデカン酸、2−メチル−ヘキサデカン酸、2−メチル−ヘプタデカン酸、2−メチル−オクタデカン酸、2−メチル−ノナデカン酸、2−メチル−イコサン酸、2−メチル−クロトン酸、2−メチル−ミリストレイン酸、2−メチル−パルミトレイン酸、2−メチル−サピエン酸、2−メチル−オレイン酸、2−メチル−エライジン酸、2−メチル−バクセン酸、2−メチル−ガドレイン酸、2−メチル−エイコセン酸、2−メチル−
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、2−メチル−エイコサジエン酸、α−リノレン酸、2−メチル−γ−リノレン酸、2−メチル−ピノレン酸、2−メチル−α−エレオステアリン酸、β−エレオステアリン酸、2−メチル−ミード酸、2−メチル−ジホモ−γ−リノレン酸、2−メチル−エイコサトリエン酸、2−メチル−ステアリドン酸、2−メチル−
1567127627586_5
、2−メチル−エイコサテトラエン酸、2−メチル−ボセオペンタエン酸、2−メチル−エイコサペンタエン酸、ギ酸1−メチル−1−エチル、ギ酸1−メチル−1−プロピル、ギ酸2−メチル−1−プロピル、酢酸1−メチル−エチル、酢酸1−メチル−1−プロピル、酢酸2−メチル−1−プロピル、酢酸1−メチル−1−ブチル、酢酸2−メチル−1−ブチル、及び、酢酸3−メチル−1−ブチル等をあげることができる。これらは単独で使用してもよく、また2種以上を混合して使用してもよい。
本発明の香料組成物においては、上記香料成分、上記シクロデキストリン、及び、上記C3−C22の炭化水素基含有化合物以外の、他の成分を適宜含めることができる。
本発明の香料組成物の製造方法は、
香料、シクロデキストリン、及び、C3−C22の炭化水素基含有化合物を混合して混合物を得る工程(1)、並びに、
上記工程(1)で得られた混合物を用いて香料組成物を調製する工程(2)を含む。
香料成分、シクロデキストリン、並びに、香料成分の香気及び/又は香味の保留性を高めるために有効な量の、C3−C22の炭化水素基含有化合物を混合する工程(4)を含む。
シクロデキストリンとC3−C22の炭化水素基含有化合物とを含む液を調製する工程;
該調製した液に香料成分を混合して香料組成物を得る工程;及び、
該香料組成物を噴霧乾燥する工程
を含む方法によって、粉末状の香料組成物を得ることができる。なお、上記方法の場合には、先の2工程が上記工程(1)に、最後の工程が上記工程(2)に該当する。
シクロデキストリンを含む液を調製する工程;
該調製した液に香料成分とC3−C22の炭化水素基含有化合物とを混合して香料組成物を得る工程;及び、
該香料組成物を噴霧乾燥する工程
を含む方法によって、粉末状の香料組成物を得ることができる。なお、上記方法の場合には、先の2工程が上記工程(1)に、最後の工程が上記工程(2)に該当する。
香料成分とシクロデキストリンとC3−C22の炭化水素基含有化合物とを混合して香料組成物を得る工程;及び、
該香料組成物を噴霧乾燥する工程
を含む方法によって、粉末状の香料組成物を得ることができる。なお、上記方法の場合には、最初の工程が上記工程(1)に、最後の工程が上記工程(2)に該当する。
本発明の飲食品組成物は、上記香料組成物を含む。また、上記香料組成物は、飲食品以外の対象物に適宜添加して用いることもできる。
飲料、及び、アルコール飲料等の飲料類;
冷菓(例えば、アイスキャンディ、アイスクリーム等)、砂糖菓子(例えば、キャンディ、ヌガー、グミ、マシュマロ、チューインガム、チョコレート等)、パティスリー(例えば、ケーキ、クッキー、マカロン、ゼリー、プリン、ババロア等)、スナック菓子、和菓子(例えば、団子、煎餅、ドーナツ、カステラ等)、等の菓子類;
乾燥野菜、及び、漬け物等の農産加工品;
蒲鉾等の海産物加工品;
麺類、米飯、パン等の穀類加工品;
調味料(例えば、しょうゆ、つゆ、ドレッシング、コンソメ、ブイヨン、たれ、ソース、ケチャップ、スパイス類、わさび、からし、レモン果汁、中華だし、ラーメンスープ、浅漬けの素、オイスターソース、豆板醤、キムチのたれ、ガラスープ、味噌等);
シロップ、ジャム等;並びに
畜肉加工品等をあげることができる。
本発明の食品組成物の製造方法は、
上記香料組成物を用いて食品組成物を製造する工程(3)を含む
本発明の香料成分の香気及び/又は香味向上方法は、
上記香料組成物を用いて食品組成物を製造する工程(3)を含む。
〔実施例1〕
香料組成物の調製1
表1の処方の実施例1の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、ブタノール、及び、ミルク香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製2
表1の処方の実施例2の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、2−ヘプタノン、及び、ミルク香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製3
表1の処方の実施例3の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、オレイックアシッド、及び、ミルク香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製4
表1の処方の実施例4の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、ステアリックアシッド、及び、ミルク香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
比較香料組成物の調製1
表1の処方の比較例1の項に記載の通り、ブタノールを添加しなかった点以外は、実施例1と同様にして、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製5
表2の処方の実施例5の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、ブタノール、及び、チョコレート香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製6
表2の処方の実施例6の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、2−ヘプタノン、及び、チョコレート香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製7
表2の処方の実施例7の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、オレイックアシッド、及び、チョコレート香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製8
表2の処方の実施例8の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、ステリックアシッド、及び、チョコレート香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
比較香料組成物の調製2
表2の処方の比較例2の項に記載の通り、ブタノールを添加しなかった点以外は、実施例5と同様にして、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製9
表3の処方の実施例9の項に記載の通り、水に、シクロデキストリン、混合溶解した。この混合液に、2−ヘプタノン、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製10
表3の処方の実施例10の項に記載の通り、水に、シクロデキストリン、混合溶解した。この混合液に、2−ヘプタノン、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
比較香料組成物の調製2
表3の処方の比較例3の項に記載の通り、2−ヘプタノンを添加しなかった点以外は、実施例9と同様にして、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製11
表4の処方の実施例11の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、ブタノール、及び、ワサビ香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製12
表4の処方の実施例12の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、2−ヘプタノン、及び、ワサビ香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製13
表4の処方の実施例13の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、オレイックアシッド、及び、ワサビ香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製14
表4の処方の実施例14の項に記載の通り、水に、シクロデキストリンを添加し、混合溶解した。この混合液に、ステリックアシッド、及び、ワサビ香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
比較香料組成物の調製4
表4の処方の比較例4の項に記載のり、ブタノールを添加しなかった点以外は、実施例11と同様にして、スプレードライヤーにより粉末化した香料組成物を調製した。
表5の処方に基づき、実施例1〜10、及び、比較例1〜3で調製した各香料組成物、及び、他の成分を、常法に従って混合し、適宜の大きさにして、180℃14分間焼成した。
また、表10の処方に基づき、実施例11〜14、及び、比較例4で調製した各香料組成物、及び、他の成分を、常法に従って90℃にて10分間混練し、均一にし、その後、適宜の大きさにして、5℃に冷却した。
〔実施例1〕
香料組成物の調製1
表17の処方の実施例1の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、ブタノール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製2
表17の処方の実施例2の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、1,4−ブタンジオール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製3
表17の処方の実施例3の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、ヘキサノール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製4
表17の処方の実施例4の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、1,6−ヘキサンジオール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製5
表17の処方の実施例5の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、オクタノール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製6
表17の処方の実施例6の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、1,8−オクタンジオール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
比較香料組成物の調製1
表17の処方の比較例1の項に記載の通り、ブタノールに替えてイソプロパノールを添加した点以外は、実施例1と同様にして、スプレードライヤーにより粉末化した香料組成物を調製した。
比較香料組成物の調製2
表17の処方の比較例2の項に記載の通り、ブタノールに替えてソルビトールを添加した点以外は、実施例1と同様にして、スプレードライヤーにより粉末化した香料組成物を調製した。
比較香料組成物の調製3
表17の処方の比較例3の項に記載の通り、ブタノールに替えてエリスリトールを添加した点以外は、実施例1と同様にして、スプレードライヤーにより粉末化した香料組成物を調製した。
比較香料組成物の調製4
表17の処方の比較例4の項に記載の通り、ブタノールを添加しなかった点以外は、実施例1と同様にして、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製7
表18の処方の実施例7の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、0.5質量%のブタノール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製8
表18の処方の実施例8の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、1質量%の2−ヘプタノン、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製9
表18の処方の実施例9の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、2質量%の2−ヘプタノン、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製10
表18の処方の実施例10の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、4質量%の2−ヘプタノン、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製11
表18の処方の実施例11の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、6質量%の2−ヘプタノン、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製12
表19の処方の実施例12の項に記載の通り、水に、α−シクロデキストリンを添加し、混合溶解した。この混合液に、オクタノール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製13
表19の処方の実施例13の項に記載の通り、水に、β−シクロデキストリンを添加し、混合溶解した。この混合液に、オクタノール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
香料組成物の調製14
表19の処方の実施例14の項に記載の通り、水に、γ−シクロデキストリンを添加し、混合溶解した。この混合液に、オクタノール、及び、バター香料を同時に添加し、成分をよく分散させて、スプレードライヤーにより粉末化した香料組成物を調製した。
表20の処方に基づき、実施例1〜14、及び、比較例1〜4で調製した各香料組成物、及び、他の成分を、常法に従って混合し、適宜の大きさにして、180℃14分間焼成した。
Claims (15)
- 香料成分、シクロデキストリン、及び、C3−C22の炭化水素基含有化合物を含み、
前記C3−C22の炭化水素基含有化合物が、C4−C8の1〜2価アルコール化合物であって、
前記香料組成物中、前記C3−C22の炭化水素基含有化合物1質量部に対する、前記シクロデキストリンの含有比率は、5.0〜25質量部である、香料組成物。 - 前記シクロデキストリンが、α−シクロデキストリンである、請求項1に記載の香料組成物。
- 前記香料組成物中、前記シクロデキストリンの含有量は、20〜99質量%である、請求項1又は2のいずれか1項に記載の香料組成物。
- さらに、酵母細胞壁を含む、請求項1〜3のいずれか1項に記載の香料組成物。
- 加熱調理用、及び/又は、保存飲食品用である、請求項1〜4のいずれか1項に記載の香料組成物。
- 水分含量30質量%以下である、請求項1〜5のいずれか1項に記載の香料組成物。
- 請求項1〜6のいずれか1項に記載の香料組成物を含む食品組成物。
- 加熱調理用、及び/又は、保存飲食品用である、請求項7に記載の食品組成物。
- 水分含量30質量%以下である、請求項7又は8に記載の食品組成物。
- 香料成分、シクロデキストリン、及び、C3−C22の炭化水素基含有化合物を混合して混合物を得る工程(1)、並びに、
前記工程(1)で得られた混合物を用いて香料組成物を調製する工程(2)を含む、請求項1〜6のいずれか1項に記載の香料組成物の製造方法。 - 請求項1〜6のいずれか1項に記載の香料組成物を用いて食品組成物を製造する工程(3)を含む、食品組成物の製造方法。
- 請求項1〜6のいずれか1項に記載の香料組成物を用いて食品組成物を製造する工程(3)を含む、香料成分の香気及び、/又は香味向上方法。
- 香料成分;
シクロデキストリン;並びに、
香料成分の香気及び/又は香味の保留性を高めるために有効な量の、C3−C22の炭化水素基含有化合物;
を含有し、
前記C3−C22の炭化水素基含有化合物が、C4−C8の1〜2価アルコール化合物であって、
前記香料組成物中、前記C3−C22の炭化水素基含有化合物1質量部に対する、前記シクロデキストリンの含有比率は、5.0〜25質量部である、香料組成物。 - 香料成分、シクロデキストリン、並びに、香料成分の香気及び/又は香味の保留性を高めるために有効な量の、C3−C22の炭化水素基含有化合物を混合する工程(4)を含み、
前記C3−C22の炭化水素基含有化合物が、C4−C8の1〜2価アルコール化合物であって、
前記香料組成物中、前記C3−C22の炭化水素基含有化合物1質量部に対する、前記シクロデキストリンの含有比率は、5.0〜25質量部である、香料組成物の製造方法。 - 香料成分の香気及び/又は香味の保留性を高めるために有効な量の、C3−C22の炭化水素基含有化合物を、香料成分、及び、シクロデキストリンを含有する香料組成物に適用する工程(5)を含み、
前記C3−C22の炭化水素基含有化合物が、C4−C8の1〜2価アルコール化合物であって、
前記香料組成物中、前記C3−C22の炭化水素基含有化合物1質量部に対する、前記シクロデキストリンの含有比率は、5.0〜25質量部である、香料成分の香気及び/又は香味の保留性を高めるための方法。
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