JP5709321B2 - 向上した流動性を有する中間蒸留物のための低温用添加剤 - Google Patents
向上した流動性を有する中間蒸留物のための低温用添加剤 Download PDFInfo
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Description
A) 次式の少なくとも一種のポリエステル
R1〜R4基のうちの一つは、線状C16−C40−アルキルもしくはアルケニル基を表し、そして
R1〜R4基のうちの残りは、互いに独立して、水素または炭素原子数1〜3のアルキル基を表し、
R5は、C−C結合または炭素原子数1〜6のアルキレン基を表し、
R16は、炭素原子数2〜10の炭化水素基を表し、
nは、1〜100の数を表し、
mは、3〜250の数を表し、
pは、0または1を表し、そして
qは、0または1を表す]
B) エチレン及び少なくとも一種のエチレン性不飽和エステルからなる少なくとも一種のコポリマー、但し、該コポリマーは、140℃で測定して、最大でも5,000mPasの溶融粘度を有する、及び
C) 少なくとも一種の有機溶剤、
を含む、中間蒸留物用の低温用添加剤である。
A) 次式の少なくとも一種のポリエステル、
R1〜R4基のうちの一つは、線状C16−C40−アルキルまたはアルケニル基を表し、そして
R1〜R4基のうちの残りは、互いに独立して、水素または炭素原子数1〜3のアルキル基を表し、
R5は、C−C結合または炭素原子数1〜6のアルキレン基を表し、
R16は、炭素原子数2〜10の炭化水素基を表し、
nは、1〜100の数を表し、
mは、3〜250の数を表し、
pは、0または1を表し、及び
qは、0または1を表す]
B) エチレン及び少なくとも一種のエチレン性不飽和エステルからなる少なくとも一種のコポリマー、但し、該コポリマーは、140℃で測定して、最大でも5,000mPasの溶融粘度を有し、及び
C) 少なくとも一種の有機溶剤、
を含む、前記方法である。
A) 次式の少なくとも一種のポリエステル、
R1〜R4基のうちの一つは、線状C16−C40−アルキルまたはアルケニル基を表し、そして
R1〜R4基のうちの残りは、互いに独立して、水素または炭素原子数1〜3のアルキル基を表し、
R5は、C−C結合または炭素原子数1〜6のアルキレン基を表し、
R16は、炭素原子数2〜10の炭化水素基を表し、
nは、1〜100の数を表し、
mは、3〜250の数を表し、
pは、0または1を表し、そして
qは、0または1を表す]
B) エチレン及び少なくとも一種のエチレン性不飽和エステルからなる少なくとも一種のコポリマー、但し、該コポリマーは、140℃で測定して最大でも5,000mPasの溶融粘度を有し、及び
C) 少なくとも一種の有機溶剤、
を含む、前記燃料油である。
R5は、C−C結合または炭素原子数1〜6のアルキレン基を表す。
Aは、R’、COOR’、OCOR’、R’’−COOR’、OR’を意味し;
Dは、H、CH3、AまたはR’’を意味し;
Eは、H、Aを意味し;
Gは、H、R’’、R’’−COOR’、アリール基またはヘテロ環式基を意味し;
Mは、H、COOR’’、OCOR’’、OR’’、COOHを意味し;
Nは、H、R’’、COOR’’、OCOR、アリール基を意味し;
R’は、炭素原子数8〜50の炭化水素鎖を意味し、
R’’は、炭素原子数1〜10の炭化水素鎖を意味し;
aは、0.4〜1.0の数を意味し; そして
bは、0〜0.6の数を意味する。
α−オレフィンとして、以下に記載の組成を持つ1−アルケンの商業的に入手できる混合物を使用した。酸価は、反応混合物の一定分量を、キシレン/イソプロパノール中のアルコール性テトラ−n−ブチルアンモニウムヒドロキシド溶液を用いて滴定することによって測定した。ヒドロキシル価は、ポリマーの遊離のOH基をイソシアネートと反応させた後に、1H−NMRスペクトロスコピーを用いて、生じたウレタンの定量によって求めた。以下に記載の値は、溶剤を含まないポリマーの値である。分子量は、ポリ(エチレングリコール)標準に対してのTHF中での親油性ゲル透過クロマトグラフィ及びRI検出器を用いた検出によって測定した。
Claims (13)
- A) 次式の少なくとも一種のポリエステル、
R1〜R4基のうちの一つは、線状C16−C40−アルキルまたはアルケニル基を表し、そして
R1〜R4基のうちの残りは、互いに独立して、水素または炭素原子数1〜3のアルキル基を表し、
R5は、C−C結合または炭素原子数1〜6のアルキレン基を表し、
R16は、炭素原子数2〜10の炭化水素基を表し、
nは、1〜100の数を表し、
mは、3〜250の数を表し、
pは、0または1を表し、そして
qは、0または1を表す]
B) エチレン及び少なくとも一種のエチレン性不飽和エステルからなる少なくとも一種のコポリマー、但し、この際、該コポリマ−は、140℃で測定して最大でも5,000mPasの溶融粘度を有し、及び
C) 少なくとも一種の有機溶剤、
を含み、
0.1〜50重量%のA)、1.5〜73.5重量%のB)及び25〜95重量%のC)が含まれる、
中間蒸留物のための低温用添加剤。 - R1が、C16〜C40アルキルまたはアルケニル基を表し、R2、R3及びR4が水素を表し、そしてR5が単結合を表す、請求項1の低温用添加剤。
- R16がエチレン基を表す、請求項1または2の低温用添加剤。
- R16がC2〜C4アルキレン基を表し、そしてnが2〜100の数を表す、請求項1または2の低温用添加剤。
- ポリマーB)が、エチレンと、ビニルエステル、アクリルエステル及び/またはメタクリルエステルから選択される8〜21モル%の少なくとも一種のオレフィン性不飽和化合物とからなるコポリマーである、請求項1〜4のいずれか一つの低温用添加剤。
- 溶剤C)が、炭素原子数9〜20の脂肪族炭化水素及び炭素原子数7〜20の芳香族炭化水素から選択される、請求項1〜5のいずれか一つの低温用添加剤。
- 溶剤C)が追加的に可溶化剤を含み、該可溶化剤が4〜24個の炭素原子を含みそしてアルコール、有機酸、エーテル及び有機酸のエステル、またはこれらの混合物から選択される、請求項1〜6のいずれか一つの低温用添加剤。
- 2.0〜6.5重量%のA)、31.5〜58.5重量%のB)及び35〜65重量%のC)が含まれる、請求項1〜7のいずれか一つの低温用添加剤。
- 追加的に少なくとも一種の更に別の低温流動性向上剤が含まれ、該低温流動性向上剤が、
III) 油溶性極性窒素化合物、
IV) アルキル基含有フェノール誘導体とアルデヒドとの樹脂、
V) 次式の櫛形ポリマー、
Aは、R’、COOR’、OCOR’、R’’−COOR’、OR’を意味し;
Dは、H、CH3、AまたはR’’を意味し;
Eは、H、Aを意味し;
Gは、H、R’’、R’’−COOR’、アリール基または複素環式基を意味し;
Mは、H、COOR’’、OCOR’’、OR’’、COOHを意味し;
Nは、H、R’’、COOR’’、OCOR、アリール基を意味し;
R’は、炭素原子数8〜50の炭化水素鎖を意味し;
R’’は、炭素原子数1〜10の炭化水素鎖を意味し;
aは、0.4〜1.0の数を意味し;そして
bは、0〜0.6の数を意味する]
VI) 炭素原子数2〜30のオレフィンのホモポリマーまたはコポリマー、
VII) 炭素原子数12〜30の少なくとも一つのアルキル基を有するアルコキシル化されたポリオールのエステル、エーテル及びエステル/エーテル、
からなる群から選択される、請求項1〜8のいずれか一つの低温用添加剤。 - 燃料油の低温流動性を向上する方法であって、請求項1〜9のいずれか一つに記載の低温用添加剤を中間蒸留物に添加する上記方法。
- 中間蒸留物と、請求項1〜9のいずれか一つに記載の少なくとも一種の低温用添加剤とを含む、燃料油。
- 中間蒸留物中、炭素原子数16またはそれ以上のn−アルキル鎖を有する構成分の含有率が4重量%超である、請求項11の燃料油。
- 中間蒸留物中、炭素原子数28またはそれ以上の長鎖n−パラフィンの割合が1重量%未満である、請求項11または12の燃料油。
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Application Number | Priority Date | Filing Date | Title |
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DE102009060389.1 | 2009-12-24 | ||
DE102009060389A DE102009060389A1 (de) | 2009-12-24 | 2009-12-24 | Kälteadditive mit verbesserter Fließfähigkeit |
PCT/EP2010/007406 WO2011076337A2 (de) | 2009-12-24 | 2010-12-07 | Kälteadditive mit verbesserter fliessfähigkeit |
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US (1) | US9150808B2 (ja) |
EP (1) | EP2516605B1 (ja) |
JP (1) | JP5709321B2 (ja) |
KR (1) | KR101650292B1 (ja) |
CN (1) | CN102639682B (ja) |
CA (1) | CA2785463C (ja) |
DE (1) | DE102009060389A1 (ja) |
ES (1) | ES2494591T3 (ja) |
RU (1) | RU2540279C2 (ja) |
WO (1) | WO2011076337A2 (ja) |
Families Citing this family (12)
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EP2419496B1 (en) | 2009-04-17 | 2019-07-31 | California Institute of Technology | Associative polymers for mist-control |
US20130239465A1 (en) * | 2012-03-16 | 2013-09-19 | Baker Hughes Incorporated | Cold Flow Improvement of Distillate Fuels Using Alpha-Olefin Compositions |
FR2991992B1 (fr) * | 2012-06-19 | 2015-07-03 | Total Raffinage Marketing | Compositions d'additifs et leur utilisation pour ameliorer les proprietes a froid de carburants et combustibles |
CN103773522A (zh) * | 2012-10-26 | 2014-05-07 | 戴伟 | 大比例催化燃烧甲醇汽油添加剂 |
CN104837871A (zh) * | 2012-12-18 | 2015-08-12 | 巴斯夫欧洲公司 | 处于具有高闪点的溶剂中的聚合物配制剂、其制备方法及其作为原油、矿物油或矿物油产品的倾点下降剂的用途 |
EP2935346B1 (de) * | 2012-12-18 | 2017-04-26 | Basf Se | Polymere zusammensetzungen aus ethylen-vinylester-copolymeren alkyl(meth)acrylaten, verfahren zu deren herstellung und deren verwendung als pour-point-depressants für rohöle, mineralöle oder mineralölprodukte |
US9574146B2 (en) | 2012-12-18 | 2017-02-21 | Basf Se | Polymeric compositions composed of ethylene-vinyl ester copolymers alkyl (meth)acrylates, processes for production thereof and use thereof as pour point depressants for crude oils, mineral oils or mineral oil products |
KR102262320B1 (ko) | 2013-03-15 | 2021-06-07 | 캘리포니아 인스티튜트 오브 테크놀로지 | 회합성 폴리머 및 관련 조성물 및 방법 및 시스템 |
US20160145397A1 (en) * | 2014-09-18 | 2016-05-26 | California Institute Of Technology | Associative polymers and related compositions, methods and systems |
US10428286B2 (en) | 2015-09-18 | 2019-10-01 | California Institute Of Technology | Associative polymers for use in a flow and related compositions, methods and systems |
US11180949B2 (en) | 2017-11-27 | 2021-11-23 | Thermo Traks Inc | Sealing system for overhead door |
WO2023180263A1 (de) * | 2022-03-21 | 2023-09-28 | Schill + Seilacher Struktol Gmbh | Kautschukzusammensetzung enthaltend additiv und dessen verwendung |
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US2993773A (en) * | 1959-02-02 | 1961-07-25 | Petrolite Corp | Ester additives |
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US3447916A (en) | 1965-11-10 | 1969-06-03 | Exxon Research Engineering Co | Acylated polyesters,polyesteramides,or polyamides |
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US3966428A (en) | 1973-10-31 | 1976-06-29 | Exxon Research And Engineering Company | Ethylene backbone polymers in combination with ester polymers having long alkyl side chains are low viscosity distillate fuel cold flow improvers |
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DE3405843A1 (de) | 1984-02-17 | 1985-08-29 | Bayer Ag, 5090 Leverkusen | Copolymere auf basis von maleinsaeureanhydrid und (alpha), (beta)-ungesaettigten verbindungen, ein verfahren zu ihrer herstellung und ihre verwendung als paraffininhibitoren |
JPS6218493A (ja) * | 1985-02-20 | 1987-01-27 | Lion Corp | 流動性向上剤 |
JPH0710982B2 (ja) * | 1986-06-30 | 1995-02-08 | ライオン株式会社 | 流動性向上剤 |
DE3916366A1 (de) | 1989-05-19 | 1990-11-22 | Basf Ag | Neue umsetzungsprodukte von aminoalkylenpolycarbonsaeuren mit sekundaeren aminen und erdoelmitteldestillatzusammensetzungen, die diese enthalten |
DE3926992A1 (de) | 1989-08-16 | 1991-02-21 | Hoechst Ag | Verwendung von umsetzungsprodukten von alkenylspirobislactonen und aminen als paraffindispergatoren |
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DE4430294A1 (de) | 1994-08-26 | 1996-02-29 | Basf Ag | Polymermischungen und ihre Verwendung als Zusatz für Erdölmitteldestillate |
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DE10000649C2 (de) * | 2000-01-11 | 2001-11-29 | Clariant Gmbh | Mehrfunktionelles Additiv für Brennstofföle |
US7256242B2 (en) * | 2003-06-27 | 2007-08-14 | Chevron Oronite Company, Llc | Esterified copolymers of polyalkenes/unsaturated acidic reagents useful as lubricant and fuel additives |
DE10349859B4 (de) * | 2003-10-22 | 2006-12-07 | Leuna Polymer Gmbh | Additivmischung als Bestandteil von Mineralölzusammensetzungen |
US8142527B2 (en) | 2005-03-21 | 2012-03-27 | Ben-Gurion University Of The Negev Research And Development Authority | Production of diesel fuel from vegetable and animal oils |
DE102005035277B4 (de) * | 2005-07-28 | 2007-10-11 | Clariant Produkte (Deutschland) Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
GB0515998D0 (en) | 2005-08-03 | 2005-09-07 | Ass Octel | Fuel additives |
DE102006022720B4 (de) * | 2006-05-16 | 2008-10-02 | Clariant International Limited | Kaltfließverbesserer für pflanzliche oder tierische Brennstofföle |
US8349033B2 (en) | 2007-05-31 | 2013-01-08 | The Penray Companies, Inc. | Diesel fuel, diesel fuel additive, and associated method for using the same |
WO2010004872A1 (ja) * | 2008-07-10 | 2010-01-14 | 株式会社Adeka | バイオディーゼル燃料用低温流動性向上剤 |
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2009
- 2009-12-24 DE DE102009060389A patent/DE102009060389A1/de not_active Withdrawn
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2010
- 2010-12-07 CA CA2785463A patent/CA2785463C/en not_active Expired - Fee Related
- 2010-12-07 WO PCT/EP2010/007406 patent/WO2011076337A2/de active Application Filing
- 2010-12-07 KR KR1020127014289A patent/KR101650292B1/ko active IP Right Grant
- 2010-12-07 ES ES10800881.4T patent/ES2494591T3/es active Active
- 2010-12-07 JP JP2012545126A patent/JP5709321B2/ja not_active Expired - Fee Related
- 2010-12-07 EP EP10800881.4A patent/EP2516605B1/de not_active Expired - Fee Related
- 2010-12-07 CN CN201080048115.8A patent/CN102639682B/zh not_active Expired - Fee Related
- 2010-12-07 US US13/515,364 patent/US9150808B2/en not_active Expired - Fee Related
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Also Published As
Publication number | Publication date |
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US9150808B2 (en) | 2015-10-06 |
DE102009060389A1 (de) | 2011-06-30 |
ES2494591T3 (es) | 2014-09-15 |
CA2785463C (en) | 2016-12-13 |
CA2785463A1 (en) | 2011-06-30 |
KR20120123261A (ko) | 2012-11-08 |
US20120304532A1 (en) | 2012-12-06 |
WO2011076337A2 (de) | 2011-06-30 |
CN102639682A (zh) | 2012-08-15 |
EP2516605B1 (de) | 2014-07-09 |
KR101650292B1 (ko) | 2016-08-23 |
RU2540279C2 (ru) | 2015-02-10 |
EP2516605A2 (de) | 2012-10-31 |
CN102639682B (zh) | 2014-09-10 |
JP2013515792A (ja) | 2013-05-09 |
WO2011076337A3 (de) | 2011-09-01 |
RU2012131475A (ru) | 2014-01-27 |
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