JP6373917B2 - 凍結抑制剤 - Google Patents
凍結抑制剤 Download PDFInfo
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- JP6373917B2 JP6373917B2 JP2016171213A JP2016171213A JP6373917B2 JP 6373917 B2 JP6373917 B2 JP 6373917B2 JP 2016171213 A JP2016171213 A JP 2016171213A JP 2016171213 A JP2016171213 A JP 2016171213A JP 6373917 B2 JP6373917 B2 JP 6373917B2
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- water
- freezing
- cellulose
- group
- inhibitor
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- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 235000021110 pickles Nutrition 0.000 description 1
- 235000015108 pies Nutrition 0.000 description 1
- 235000013550 pizza Nutrition 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000003161 proteinsynthetic effect Effects 0.000 description 1
- 235000011962 puddings Nutrition 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000011946 reduction process Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 235000015067 sauces Nutrition 0.000 description 1
- 235000013580 sausages Nutrition 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 229940074545 sodium dihydrogen phosphate dihydrate Drugs 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- CRWJEUDFKNYSBX-UHFFFAOYSA-N sodium;hypobromite Chemical compound [Na+].Br[O-] CRWJEUDFKNYSBX-UHFFFAOYSA-N 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000011232 storage material Substances 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- 230000000451 tissue damage Effects 0.000 description 1
- 231100000827 tissue damage Toxicity 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 238000001132 ultrasonic dispersion Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 238000004736 wide-angle X-ray diffraction Methods 0.000 description 1
Classifications
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- A01N1/00—Preservation of bodies of humans or animals, or parts thereof
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- A01N1/0221—Freeze-process protecting agents, i.e. substances protecting cells from effects of the physical process, e.g. cryoprotectants, osmolarity regulators like oncotic agents
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- A23L21/00—Marmalades, jams, jellies or the like; Products from apiculture; Preparation or treatment thereof
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- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
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- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/36—Freezing; Subsequent thawing; Cooling
- A23L3/37—Freezing; Subsequent thawing; Cooling with addition of or treatment with chemicals
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- C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
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- C08L1/04—Oxycellulose; Hydrocellulose, e.g. microcrystalline cellulose
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- C08L1/08—Cellulose derivatives
- C08L1/26—Cellulose ethers
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- C08L1/286—Alkyl ethers substituted with acid radicals, e.g. carboxymethyl cellulose [CMC]
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Description
天然セルロース繊維とN−オキシル化合物とを分散媒体である水に分散させた後、共酸化剤を添加して、反応を開始する。反応中はpHが低下するので0.5mol/lの水酸化ナトリウム水溶液を滴下してpHを10〜11に保ち、pHに変化が見られなくなった時点で反応終了と見なす。
上記により得られた酸化セルロース(A)は、上記酸化反応後に還元反応を行うことが好ましい。これにより、酸化反応により形成されたアルデヒド基及びケトン基の一部ないし全部が還元され、水酸基に戻すことができる。具体的には、酸化反応後の酸化セルロースを精製水に分散し、水分散体のpHを約10に調整し、各種還元剤により還元反応を行う。
上記還元工程を終えた酸化セルロースは、通常、この段階ではナノファイバー単位まで分かれて分散していないため、通常の精製法、すなわち水洗とろ過を繰り返すことで未反応の共酸化剤(次亜塩素酸等)や各種副生成物等を除き、高純度(99質量%以上)の酸化セルロースと水とを含む分散体とすることができる。
精製工程にて得られる水を含浸した酸化セルロース(水分散体)を、分散媒体中に分散させ分散処理を行う。処理に伴って粘度が上昇し、微細化された酸化セルロースナノファイバーの分散体を得ることができる。
アニオン性基量(mmol/g)
=V(ml)×〔0.05(mol/l)/セルロース試料重量(g)〕
〈酸化セルロースナノファイバー〉
家庭用ミキサーで粉砕した針葉樹パルプ(LBKP)20gに、水を1500ml、臭化ナトリウムを2.5g、2,2,6,6−テトラメチルピペリジノオキシラジカル(TEMPO)を0.25g加え、充分撹拌して分散させた後、13質量%次亜塩素酸ナトリウム水溶液(共酸化剤)を、上記パルプ10gに対して次亜塩素酸ナトリウム量が6.5mmol/gとなるように加え、反応を開始した。反応の進行に伴いpHが低下するため、pHを10〜11に保持するように0.5N水酸化ナトリウム水溶液を滴下しながら、pHの変化が見られなくなるまで120分間反応させた。
〈カルボキシメチルセルロースナノファイバー〉
家庭用ミキサーで粉砕した針葉樹パルプ(LBKP)20gに、イソプロピルアルコール(IPA)112gと水48gとの混合溶媒160gを加え、次に水酸化ナトリウムを8.8g加え、撹拌、混合させた後、30℃で60分間攪拌した。次いで、反応液を70℃まで昇温し、モノクロロ酢酸ナトリウムを12g(有効成分換算)添加した。1時間反応させた後に、反応物を取り出して、中和、洗浄して、グルコース単位当たりの置換度0.05のアニオン変性セルロース繊維を得た。その後、アニオン変性セルロース繊維を固形分濃度2%とし、高圧ホモジナイザーを用いて圧力140MPaで5回処理することにより、アニオン性基としてカルボキシメチル基由来のカルボン酸ナトリウム塩基(−CH2COONa)を有する、本発明で用いるアニオン変性セルロースナノファイバーの水分散体を得た。得られたアニオン変性セルロースナノファイバーは、数平均繊維径が25nm、アニオン性基(カルボキシル基)量が0.30mmol/gであった。
〈杉酵素処理セルロースナノファイバー〉
国立研究開発法人 森林総合研究所から入手した杉酵素処理セルロースナノファイバー(ソーダ・アントラキノン法によるアルカリ蒸解)を行った杉パルプを酵素処理し、更に湿式粉砕法により解繊したセルロースナノファイバー)を所定の濃度に希釈して本発明のセルロースナノファイバー水分散体として試験に供した。
〈リン酸化セルロースナノファイバー〉
尿素を20g、リン酸二水素ナトリウム二水和物を12g、リン酸水素二ナトリウムを8g、水20gに溶解させてリン酸化剤を調整し、家庭用ミキサーで粉砕した針葉樹パルプ(LBKP)20gをニーダーで攪拌しながらリン酸化剤をスプレー噴霧し、リン酸化剤含浸パルプを得た。次いで、リン酸化剤含浸パルプを140℃に加熱したダンパー付きの送風乾燥機内で60分間、加熱処理してリン酸化パルプを得た。得られたリン酸化パルプに水を加えて固形分濃度2%とし、攪拌、混合して均一に分散させた後、濾過、脱水の操作を2回繰り返し、回収パルプを得た。次いで、得られた回収パルプに、水を加えて、固形分濃度2%とし、攪拌しながら、1N水酸化ナトリウム水溶液を少しずつ添加し、pH12〜13のパルプスラリーを得た。続いて、このパルプスラリーを濾過、脱水し、更に水を加えて濾過、脱水の操作を2回繰り返した。この一連の操作により得られたリン酸化パルプの回収物に水を加えて固形分濃度2%の水分散体とし、高圧ホモジナイザーを用いて圧力140MPaで3回処理することにより、本発明で用いるアニオン変性セルロースナノファイバーの水分散体を得た。得られたアニオン変性セルロースナノファイバーは、アニオン性基としてリン酸ナトリウム塩基(−PO4Na2)を有し、数平均繊維径が5nmであった。
〈エビ殻由来キチンナノファイバー〉
ブラックタイガーの殻(20g)を5%KOH水溶液に加え、6時間還流し、エビ殻中のタンパク質を除去し、エビ殻を濾過、回収した後、中性になるまで水でよく洗浄した。エビ殻を7%HCl水溶液で室温下、2日間撹拌し、エビ殻中の灰分を除去し、次いでエビ殻を濾過、回収した後、中性になるまで水でよく洗浄した。続いて、1.7%亜塩素酸ナトリウムの0.3mol/l酢酸ソーダ緩衝溶液に、回収したエビ殻を加え、80℃で、6時間撹拌し、エビ殻に含まれる色素分を除去し、エビ殻を濾過、回収した後、中性になるまで水でよく洗浄した。回収したエビ殻を水に分散させ、分散液を家庭用ミキサーで粉砕後、エビ殻を石臼式摩砕機で解繊してキチンナノファイバー水分散体を得た。更に得られたキチンナノファイバー水分散体に水を加えて固形分濃度1%の水分散体とし、高圧ホモジナイザーを用いて圧力140MPaで1回処理した。得られたキチンナノファイバーは、数平均繊維径が18nmであった。
〈エビ殻由来キトサンナノファイバー〉
ブラックタイガーの殻(20g)を5%KOH水溶液に加え、6時間還流し、エビ殻中のタンパク質を除去し、エビ殻を濾過、回収した後、中性になるまで水でよく洗浄した。エビ殻を7%HCl水溶液で室温下、2日間撹拌し、エビ殻中の灰分を除去し、次いでエビ殻を濾過、回収した後、中性になるまで水でよく洗浄した。続いて、1.7%亜塩素酸ナトリウムの0.3mol/l酢酸ソーダ緩衝溶液に、回収したエビ殻を加え、80℃で、6時間撹拌し、エビ殻に含まれる色素分を除去し、エビ殻を濾過、回収した後、中性になるまで水でよく洗浄した。上記操作にてタンパク質、灰分、色素分を除いたエビ殻に、40%水酸化ナトリウムを加え、窒素ガスを絶えず吹き込みながら、6時間還流し、脱アセチル化を行った後、エビ殻を濾過、回収した後、中性になるまで水でよく洗浄した。回収したエビ殻を水に分散させ、分散液を家庭用ミキサーで粉砕後、エビ殻を石臼式摩砕機で解繊してキトサンナノファイバー水分散体を得た。更に得られたキトサンナノファイバー水分散体に水を加えて固形分濃度1%の水分散体とし、高圧ホモジナイザーを用いて圧力140MPaで1回処理した。得られたキトサンナノファイバーは、N−アセチル基の置換度35%(元素分析結果)、数平均繊維径が25nmであった。
〈セルロースナノクリスタル〉
粒子サイズが200μmの微小結晶セルロース10gを、ガラス製セパラブルフラスコ内で200mlの蒸留水に懸濁させた。このセパラブルフラスコを氷浴中に置き、撹拌しながら系中の温度を40℃以下に維持しながら、最終濃度が48質量%となるまで濃硫酸を徐々に加えた。次いで、この懸濁液を60℃の水浴に移して30分間攪拌を継続した後、粗製物を取り出し、8000rpmで10分間遠心分離を行った。この遠心分離操作により余剰の硫酸を除去し、残留物を蒸留水に再懸濁させ、遠心分離後、再び蒸留数を添加する操作を繰り返して洗浄と再懸濁を5回繰り返した。この操作で得られた残留物を蒸留水に懸濁させ、pHを8に調整した後、固形分濃度が5質量%となるように調整してセルロースナノクリスタルスラリーを得た。その後、得られたセルロースナノクリスタルスラリーを高圧ホモジナイザーを用いて圧力140MPaで1回処理してセルロースナノクリスタル水分散体を得た。得られたセルロースナノクリスタル水分散体は、数平均繊維径が15nmであり、結晶長は約190nmであった。
(実施例1〜10、比較例1)
上記製造例1で得られた、酸化セルロースナノファイバーの水分散体に必要に応じて水を加えて、固形分濃度を、1質量%、0.5質量%、0.1質量%にそれぞれ調製し、この順に実施例1〜3とした。
・降温速度:0.25℃/min
・昇温速度:0.25℃/min
1.アルミホイル上での氷晶成長確認試験
(実施例11〜14、比較例2)
上記製造例1、2、4、7で得られたナノファイバー水分散体に攪拌しながら蒸留水を添加して固形分0.3質量%の水分散体をそれぞれ調製し、順に実施例11〜14として以下の試験に供試した。なお、比較例2として蒸留水を同様に供試した。
◎…2mm径未満の微小氷晶のみが、アルミホイル表面全体にほぼ均一に認められる
○…2mm径未満ながら、氷晶の成長が所々で認められる
△…氷晶の成長により2mm径以上の霜状結晶が点在している
×…氷晶の成長により2mm径以上の霜状結晶が全体に認められる
(実施例15〜17、比較例3、4)
上記製造例1、2、6で得られたナノファイバー水分散体に攪拌しながら蒸留水を添加して固形分1質量%の水分散体をそれぞれ調製し、順に実施例15〜17として以下の処方に従ってゼリー調合液を調製して試験に供試した。なお、比較例3として蒸留水を、比較例4としてカルボキシメチルセルロース(第一工業製薬(株)製、商品名「セロゲンBSH−12」、置換度0.7)に水を加えて、固形分濃度1質量%に調製した水分散液を用いて、以下の処方に従ってゼリー調合液を調製して試験に供試した。
○…型枠から取り出してもゼリーの保形性は保たれている
△…型枠から取り出した際にゼリーの形が崩れて分離や扁平が見られる
×…型枠から取り出した際にゼリーの形が崩れて保形性が認められない
○…型枠から取り出したゼリーは、全体が透明であり、離水や成分の分離も見られず均一である
△…型枠から取り出したゼリーには、部分的に不透明な部分や、離水や成分の分離による不均一な部分が見られる
×…型枠から取り出したゼリーは、全体に濁りや、離水や成分の分離が見られる
◎…ゼリー全体が透明である
○…ゼリー中心部に僅かな濁りが見られるが、全体に透明感がある
△…ゼリー周辺部に透明感があるが、ゼリー中心部に凍結(氷晶)部が残存している
×…ゼリー全体にわたって凍結(氷晶)部が残存している、或いは、離水や成分の分離が生じ不均一である
Claims (6)
- 数平均繊維径が、2nm以上、100nm以下であり、
表面がアニオン性の置換基により化学修飾された、セルロースからなる水不溶性繊維及び/又はその塩を含有してなる、凍結抑制剤。 - 前記水不溶性繊維の数平均繊維径が、2nm以上、10nm以下であることを特徴とする、請求項1に記載の凍結抑制剤。
- 前記アニオン性の置換基が、カルボキシル基、カルボキシメチル基、及びリン酸基からなる群より選択される少なくとも1種であることを特徴とする、請求項1又は2に記載の凍結抑制剤。
- 前記水不溶性繊維の塩が、アルカリ金属、アルカリ土類金属、及び含窒素化合物からなる群より選択された少なくとも1種に由来するカチオンとの中和塩であることを特徴とする、請求項1〜3のいずれか1項に記載の凍結抑制剤。
- 請求項1〜4のいずれか1項に記載の凍結抑制剤を含有してなる凍結抑制塗膜。
- 請求項1〜4のいずれか1項に記載の凍結抑制剤が水性分散媒に分散された水性分散液から水性分散媒を揮散させて凍結抑制塗膜を製造する工程を含む、凍結抑制塗膜の製造方法。
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