JP2007054717A - アルコキシル化用触媒及びアルコキシレートの製造方法 - Google Patents
アルコキシル化用触媒及びアルコキシレートの製造方法 Download PDFInfo
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Abstract
【解決手段】アルコキシル化用触媒を、下記一般式(1)で示される有機スルホン酸からなる成分(A)と酸化亜鉛(成分(B))とを、成分(A)/成分(B)=5/1〜1/10(モル比)の範囲内の比率で、水或いは低級アルコール類、高級アルコール類、グリコールエーテル類、芳香族系溶剤類から選ばれる1種或いは2種以上の液中で混合して得られるものとする。
(式中、置換基Rは炭素数が1〜20の直鎖及び/又は分岐のアルキル基若しくはアルケニル基、又は置換アルキル基である。)
【選択図】図1
Description
触媒調製例(1):成分(A)としてメタンスルホン酸、成分(B)として酸化亜鉛をモル比で2:1となるよう成分(A)の47g、成分(B)の20gを秤量した。まず、500mlの容量のビーカーにラウリルアルコールを150g秤取し、次いで、秤取したメタンスルホン酸の47gを水50gに溶解した後、回転子で攪拌しながらビーカーに加え、5分間攪拌した。次に、秤取した酸化亜鉛の20gを徐々にビーカーに加えた後、20分間攪拌を継続して、分散状態の本発明のアルコキシル化用触媒[1]を得た。
合成実験(1):加熱、冷却操作、減圧、加圧操作が可能で、原料仕込口、製品取り出し口、アルキレンオキサイドおよび窒素の導入管、攪拌装置、温度計、圧力計を備えた反応器に、ラウリルアルコールの1941gを仕込み、次いで、分散状態の本発明のアルコキシル化用触媒[1]の109g(触媒有効成分40g)を仕込んだ後、窒素置換し、110℃の温度で減圧脱水した。次いで、140℃まで徐々に加熱し140℃に達した後、エチレンオキサイドの571g(原料アルコール1モルに対して1.2モル相当)の内、エチレンオキサイド仕込み所定量の10%相当のエチレンオキサイドの57gを仕込み、反応を開始させた後、反応液の温度を160℃とし、残りのエチレンオキサイドを導入し、反応させた。その後、反応圧力が低下して一定になるまで反応を継続する操作(熟成操作)を行った。反応粗製物を90℃まで冷却した後、蒸留水の50gを添加し、90℃で30分間攪拌した後、ろ過助剤の30gと触媒組成物中の有機スルホン酸成分の中和当量相当の乳酸カルシウムを反応粗製物中に投入した後、減圧トッピングし、生成した析出物をろ別することにより目的のラウリルアルコールのEO1.2モル付加物を得た。
反応温度=160℃、触媒量=対アルコール2重量%、Pt=t分後の反応圧、Pi=初期反応圧
*2:触媒量は安全確保の為、実用濃度に低減して合成実験を実施、触媒量=対アルコール0.05重量%
*4:触媒量対アルコール0.05重量%にて、1段階反応で合成実験を実施
臭気:比較例の触媒[キ](水酸化カリウム)を基準として、官能試験で比較して、臭気を次のように評価した。
○…水酸化カリウムで得られた合成品と比較して同等もしくは刺激臭、不快臭がない。
△…水酸化カリウムで得られた合成品と比較して僅かに刺激臭、不快臭がある。
×…水酸化カリウムで得られた合成品に比較して強い刺激臭、不快臭がある。
○…水酸化カリウムで得られた合成品と比較して同等もしくは良好な色相を持つ。
△…水酸化カリウムで得られた合成品と比較して僅かに着色している。
×…水酸化カリウムで得られた合成品と比較して著しく着色が見られる。
Claims (3)
- 活性水素原子含有化合物にアルキレンオキサイドを付加させアルコキシレートを製造する方法において、請求項1に記載の成分(A)と成分(B)とを、前記活性水素原子含有化合物の一部又は全量の液中に加えて混合し得られた触媒組成物を、そのままの反応系で使用し、前記活性水素原子含有化合物にアルキレンオキサイドを付加反応させることを特徴とするアルコキシレートの製造方法。
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JP2010037426A (ja) * | 2008-08-05 | 2010-02-18 | Kao Corp | ノニオン界面活性剤組成物の製造方法 |
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JP2000297062A (ja) * | 1999-04-14 | 2000-10-24 | Dainippon Ink & Chem Inc | ヒドロキシアルキル(メタ)アクリレートの製造方法 |
JP2006192375A (ja) * | 2005-01-13 | 2006-07-27 | Dai Ichi Kogyo Seiyaku Co Ltd | アルコキシル化用触媒 |
JP2007021435A (ja) * | 2005-07-20 | 2007-02-01 | Dai Ichi Kogyo Seiyaku Co Ltd | アルコキシル化用触媒及びアルコキシレートの製造方法 |
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Patent Citations (8)
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US4405526A (en) * | 1981-08-24 | 1983-09-20 | Lever Brothers Company | Process for producing directly esterified fatty acyl isethionate by a mixed zinc oxide-sulfonic acid catalyst |
JPH01317546A (ja) * | 1988-05-02 | 1989-12-22 | Henkel Kgaa | エトキシ化またはプロポキシ化触媒 |
JPH0242037A (ja) * | 1988-06-09 | 1990-02-13 | Shell Internatl Res Maatschappij Bv | 希土類元素の化合物を触媒とするアルコキシル化法 |
JPH11114417A (ja) * | 1997-10-15 | 1999-04-27 | Dai Ichi Kogyo Seiyaku Co Ltd | 複合酸化物系アルコキシル化用触媒 |
JPH11179203A (ja) * | 1997-12-24 | 1999-07-06 | Dai Ichi Kogyo Seiyaku Co Ltd | 複合酸化物系アルコキシル化用触媒および該触媒を用いたアルコキシレートの製造方法 |
JP2000297062A (ja) * | 1999-04-14 | 2000-10-24 | Dainippon Ink & Chem Inc | ヒドロキシアルキル(メタ)アクリレートの製造方法 |
JP2006192375A (ja) * | 2005-01-13 | 2006-07-27 | Dai Ichi Kogyo Seiyaku Co Ltd | アルコキシル化用触媒 |
JP2007021435A (ja) * | 2005-07-20 | 2007-02-01 | Dai Ichi Kogyo Seiyaku Co Ltd | アルコキシル化用触媒及びアルコキシレートの製造方法 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2010037426A (ja) * | 2008-08-05 | 2010-02-18 | Kao Corp | ノニオン界面活性剤組成物の製造方法 |
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