JP6104397B2 - 平衡過酢酸の製造方法及び前記方法により得られた平衡過酢酸 - Google Patents
平衡過酢酸の製造方法及び前記方法により得られた平衡過酢酸 Download PDFInfo
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- YDONNITUKPKTIG-UHFFFAOYSA-N [Nitrilotris(methylene)]trisphosphonic acid Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CP(O)(O)=O YDONNITUKPKTIG-UHFFFAOYSA-N 0.000 description 1
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- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
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- 229930195729 fatty acid Natural products 0.000 description 1
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- 229920001903 high density polyethylene Polymers 0.000 description 1
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- 229910052740 iodine Inorganic materials 0.000 description 1
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- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- 229910052760 oxygen Inorganic materials 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/24—Peroxy compounds the —O—O— group being bound between a >C=O group and hydrogen, i.e. peroxy acids
- C07C409/26—Peracetic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Engineering & Computer Science (AREA)
- Detergent Compositions (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyrane Compounds (AREA)
Description
15質量%の平衡過酢酸のための平衡調節の速度
過酸化水素28.2質量%、酢酸28.4質量%、表1に記載の質量割合の触媒及び残部が水からの混合物を、20℃に維持し、かつ、ペルオキシ酢酸含有量が一定のままである、すなわち、平衡に達するまで、時間に伴うペルオキシ酢酸含有量の増加をレドックス滴加によって追跡した。そのために、試料を取り出し、その中に含まれる過酸化水素を硫酸Ce(IV)及びフェロイン指示薬を用いた迅速な滴定により反応させ、その直後に過剰量のヨウ化カリウムと混合し、そして、ペルオキシ酢酸との反応によって放出されたヨウ素をチオ硫酸及びデンプン指示薬で滴定した。ペルオキシ酢酸濃度の増加を、擬似一次動力学に応じて評価した。そのために、最初の8時間の測定値についてIn[(cG−c)/cG]を反応時間tに対してプロットし、ここで、cGは、平衡にあるペルオキシ酢酸濃度であり、cは時間点tでのペルオキシ酢酸濃度である。このプロットによって直線が生じ、その勾配から、表1にまとめた平衡濃度の88%に達するまでの時間t88を計算した。擬似一次動力学に応じたこの評価は、平衡濃度の88%に達するまでの期間をおおよそ1.3倍過小評価する。
特殊鋼と接触する際の貯蔵安定性
1275.5gの49.4質量%の過酸化水素PERSYNTH(R) 500LC、酢酸1171.2g、脱塩水530.2g、メタンスルホン酸21.0g、1−ヒドロキシエタン−1,1−ジホスホン酸2.0g及びピリジン−2,6−ジカルボン酸0.3gからの混合物を、室温で放置することで平衡過酢酸へと反応させた。形成される平衡過酢酸は、ペルオキシ酢酸15.2質量%、過酸化水素14.3質量%及びメタンスルホン酸0.7質量%を含んだ。
高含有量のメタンスルホン酸での貯蔵安定性
平衡過酢酸(ペルオキシ酢酸5.3質量%、過酸化水素23.7質量%、酢酸4.8質量%、メタンスルホン酸15.0質量%、1−ヒドロキシエタン−1,1−ジホスホン酸0.04質量%、ピリジン−2,6−ジカルボン酸0.01質量%及び水51.1質量%を含む)については、UNクラス5.2の危険物のための試験方法UN H.4を用いて等温壁型熱貯蔵試験において55℃で0.5lの円柱状デュワー容器において50kgの容器中での貯蔵に関して自己加速性分解温度(SADT)少なくとも60℃を決定した。
希釈した溶液の腐食作用及び長期間貯蔵安定性
実施例8では、1141.0gの49.4質量%の過酸化水素PERSYNTH(R) 500LC 、酢酸567.6g、脱塩水269.9g、19.8gの98質量%の硫酸、1−ヒドロキシエタン−1,1−ジホスホン酸1.6g及びピリジン−2,6−ジカルボン酸0.24gを混合し、室温で放置することで平衡過酢酸へと反応させた。形成される平衡過酢酸は、ペルオキシ酢酸14.5質量%、過酸化水素21.4質量%及び硫酸1.0質量%を含んだ。3部の平衡過酢酸を、997部の脱塩水で希釈して消毒溶液にした。得られた消毒溶液を材料クーポン(鋼原料番号1.0038、寸法60×20×3mmを有する)と接触させ、これは事前に1時間20℃で抑制塩酸で酸洗いされ、室温で貯蔵されている。24時間後に、材料クーポンは著しく錆びており、そしてこの溶液は黄変し、ペルオキシ酢酸含有量は2ppm(Merck Reflectoquant(R)テストロッドで測定)に減少した。材料クーポンの質量減少から0.4mm/aの材料除去が算出された。材料クーポンなしにペルオキシ酢酸含有量は24時間後に380ppmで、72時間後に370ppmであった(ABTS着色試薬で比色法によって決定)。
Claims (9)
- 酢酸と25〜60質量%の過酸化水素を有する水性過酸化水素溶液とを水性反応混合物中で反応させることによる平衡過酢酸の製造方法において、前記反応を触媒としてのメタンスルホン酸の存在下で実施することを特徴とする前記製造方法。
- 反応混合物がメタンスルホン酸0.1〜2.0質量%を含むことを特徴とする請求項1記載の方法。
- 反応混合物が追加の溶媒を含まないことを特徴とする請求項1又は2記載の方法。
- 反応混合物が、酢酸、過酸化水素含有量25〜60質量%を有する過酸化水素水溶液及びメタンスルホン酸の混合により製造され、ここでメタンスルホン酸は水1〜40質量%を含んでよいことを特徴とする請求項1から3のいずれか1項記載の方法。
- 反応を、ペルオキシ酢酸含有量が、化学平衡にある含有量の90%超に達するまで実施することを特徴とする請求項1から4のいずれか1項記載の方法。
- 2〜24質量%のペルオキシ酢酸、過酸化水素、酢酸及び水を含む平衡過酢酸において、メタンスルホン酸を含むことを特徴とする前記平衡過酢酸。
- 界面活性剤0〜5質量%、カルボキシル基含有ポリマー0〜10質量%及び追加の化合物1質量%未満を含むことを特徴とする請求項6記載の平衡過酢酸。
- ペルオキシ酢酸3〜17質量%を含むことを特徴とする請求項6又は7記載の平衡過酢酸。
- ペルオキシ酢酸2〜12質量%及びメタンスルホン酸5〜30質量%を含み、かつ、ペルオキシ酢酸に対するメタンスルホン酸の質量比が2〜5の範囲内にあることを特徴とする請求項6又は7記載の平衡過酢酸。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP12191799 | 2012-11-08 | ||
EP12191799.1 | 2012-11-08 | ||
PCT/EP2013/071013 WO2014072143A1 (de) | 2012-11-08 | 2013-10-09 | Verfahren zur herstellung von gleichgewichtsperessigsäure und mit dem verfahren erhältliche gleichgewichtsperessigsäure |
Publications (2)
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JP2015535297A JP2015535297A (ja) | 2015-12-10 |
JP6104397B2 true JP6104397B2 (ja) | 2017-03-29 |
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JP2015541060A Expired - Fee Related JP6104397B2 (ja) | 2012-11-08 | 2013-10-09 | 平衡過酢酸の製造方法及び前記方法により得られた平衡過酢酸 |
Country Status (19)
Country | Link |
---|---|
US (1) | US9573893B2 (ja) |
EP (1) | EP2917179B1 (ja) |
JP (1) | JP6104397B2 (ja) |
KR (1) | KR102158059B1 (ja) |
CN (1) | CN104684892B (ja) |
AR (1) | AR093406A1 (ja) |
AU (1) | AU2013343772B2 (ja) |
BR (1) | BR112015007192B1 (ja) |
CA (1) | CA2890831C (ja) |
ES (1) | ES2684224T3 (ja) |
HK (1) | HK1210138A1 (ja) |
MA (1) | MA20150407A1 (ja) |
PL (1) | PL2917179T3 (ja) |
PT (1) | PT2917179T (ja) |
SI (1) | SI2917179T1 (ja) |
TW (1) | TWI603952B (ja) |
UY (1) | UY35124A (ja) |
WO (1) | WO2014072143A1 (ja) |
ZA (1) | ZA201503136B (ja) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN103704264B (zh) * | 2014-01-09 | 2016-04-20 | 南通思锐生物科技有限公司 | 一种消毒清洁剂 |
CN104304315A (zh) * | 2014-09-18 | 2015-01-28 | 魏巍 | 一种稳定的低腐蚀性杀孢子剂及其制备方法 |
US9907305B2 (en) | 2016-03-22 | 2018-03-06 | Solvay Sa | Production of disinfecting solutions |
JP7385682B2 (ja) * | 2019-05-31 | 2023-11-22 | エコラボ ユーエスエー インコーポレイティド | 導電率測定による過酸濃度の監視方法および過酸組成物 |
KR20230027624A (ko) * | 2021-08-19 | 2023-02-28 | 주식회사 휴온스메디텍 | 살균소독용 과아세트산 조성물 및 이의 제조방법 |
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US3360531A (en) * | 1964-10-06 | 1967-12-26 | Ashland Oil Inc | In situ epoxidation process |
GB1203752A (en) * | 1966-09-30 | 1970-09-03 | Laporte Chemical | Preparation of lactones |
DE2616049A1 (de) | 1976-04-12 | 1977-10-27 | Henkel & Cie Gmbh | Lagerstabile konzentrate von funktionellen mitteln |
US4172086A (en) * | 1977-03-28 | 1979-10-23 | Fmc Corporation | Process for the manufacture of peroxycarboxylic acids |
US4115410A (en) * | 1977-09-15 | 1978-09-19 | Olin Corporation | Process for making peroxycarboxylic acid |
FR2521991A1 (fr) | 1982-02-24 | 1983-08-26 | Air Liquide | Solutions commerciales de peracides carboxyliques stables et non corrosives et leurs applications |
GB8334249D0 (en) | 1983-12-22 | 1984-02-01 | Tenneco Organics Ltd | Disinfectants |
CN1034500C (zh) * | 1991-09-20 | 1997-04-09 | 艾尔夫·阿托彻姆公司 | 过丙酸的制备方法 |
GB9124160D0 (en) | 1991-11-14 | 1992-01-08 | Interox Chemicals Ltd | Stabilised peracid solutions |
DE19517465C1 (de) | 1995-05-12 | 1997-01-23 | Degussa | Percarbonsäurelösungen mit verbesserter Stabilität im Kontakt mit Edelstahl |
FR2759911B1 (fr) | 1997-02-26 | 1999-12-17 | Chemoxal Sa | Composition desinfectante a base d'acide peracetique et d'un agent tensioactif non-ionique |
EP0873687B2 (fr) | 1997-04-24 | 2006-04-26 | Chemoxal Sa | Composition désinfectante et fongicide à base d'acide péracétique et d'un oxyde d'amine |
JPH10330357A (ja) | 1997-05-28 | 1998-12-15 | Arakawa Chem Ind Co Ltd | 過酸の製造方法 |
DE19812588C1 (de) * | 1998-03-23 | 1999-04-22 | Degussa | Härtestabilisierende Percarbonsäurelösungen, Verfahren zu deren Herstellung und deren Verwendung |
EP1004576A1 (en) * | 1998-11-23 | 2000-05-31 | SOLVAY (Société Anonyme) | Process for producing peracetic acid |
IT1315243B1 (it) * | 1999-10-15 | 2003-02-03 | Zambon Spa | Processo di ossidazione per la preparazione di intermedi utili nellasintesi di diarilpiridine |
DE10048513A1 (de) | 2000-09-29 | 2002-04-11 | Degussa | Verfahren zur kontinuierlichen Herstellung von Stoff- und Reaktionsgemischen und Vorrichtung zu seiner Durchführung |
FI112363B (fi) * | 2001-04-04 | 2003-11-28 | Kemira Chemicals Oy | Menetelmä peretikkahapon valmistamiseksi |
ITMI20012692A1 (it) * | 2001-12-19 | 2003-06-19 | Zambon Spa | Processo di ossidazione per la preparazione di intermedi utili nella sintesi di diarilpiridine |
CN1803771A (zh) * | 2006-01-23 | 2006-07-19 | 周新基 | 过氧乙酸的生产方法 |
DE202007005732U1 (de) | 2007-04-20 | 2007-07-12 | Edac Power Electronics Co., Ltd., Jhonghe | Ein Aufbau eines universellen Serial-Bus |
FR2961803B1 (fr) | 2010-06-29 | 2013-02-22 | Arkema France | Compositions acides pour l'elimination des oxalates |
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Publication number | Publication date |
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ES2684224T3 (es) | 2018-10-01 |
JP2015535297A (ja) | 2015-12-10 |
KR102158059B1 (ko) | 2020-09-21 |
BR112015007192A2 (pt) | 2017-07-04 |
EP2917179A1 (de) | 2015-09-16 |
BR112015007192B1 (pt) | 2019-09-10 |
US9573893B2 (en) | 2017-02-21 |
CA2890831C (en) | 2020-04-21 |
MA20150407A1 (fr) | 2015-11-30 |
AU2013343772A1 (en) | 2015-03-19 |
CN104684892A (zh) | 2015-06-03 |
TWI603952B (zh) | 2017-11-01 |
PT2917179T (pt) | 2018-10-11 |
US20150291520A1 (en) | 2015-10-15 |
CA2890831A1 (en) | 2014-05-15 |
TW201431835A (zh) | 2014-08-16 |
HK1210138A1 (en) | 2016-04-15 |
WO2014072143A1 (de) | 2014-05-15 |
KR20150081280A (ko) | 2015-07-13 |
EP2917179B1 (de) | 2018-06-20 |
AU2013343772B2 (en) | 2017-06-15 |
CN104684892B (zh) | 2017-08-29 |
ZA201503136B (en) | 2016-01-27 |
AR093406A1 (es) | 2015-06-03 |
UY35124A (es) | 2014-06-30 |
SI2917179T1 (sl) | 2018-09-28 |
PL2917179T3 (pl) | 2018-11-30 |
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