JP2012506307A5 - - Google Patents
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- JP2012506307A5 JP2012506307A5 JP2011532556A JP2011532556A JP2012506307A5 JP 2012506307 A5 JP2012506307 A5 JP 2012506307A5 JP 2011532556 A JP2011532556 A JP 2011532556A JP 2011532556 A JP2011532556 A JP 2011532556A JP 2012506307 A5 JP2012506307 A5 JP 2012506307A5
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- Prior art keywords
- carbon atoms
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- hydrocarbon group
- reaction
- group
- Prior art date
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- 239000000203 mixture Substances 0.000 claims description 19
- 239000000463 material Substances 0.000 claims description 10
- 239000002518 antifoaming agent Substances 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 238000003618 dip coating Methods 0.000 claims description 5
- 150000003672 ureas Chemical class 0.000 claims description 5
- 239000005068 cooling lubricant Substances 0.000 claims description 4
- 239000004815 dispersion polymerization Substances 0.000 claims description 3
- 239000002245 particle Substances 0.000 claims description 3
- 125000004432 carbon atoms Chemical group C* 0.000 claims 14
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 10
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 5
- 125000000962 organic group Chemical group 0.000 claims 5
- 239000000969 carrier Substances 0.000 claims 4
- 239000002270 dispersing agent Substances 0.000 claims 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N [N-]=C=O Chemical compound [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims 3
- 150000001412 amines Chemical class 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 230000003254 anti-foaming Effects 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 229920000728 polyester Polymers 0.000 claims 2
- 229920000570 polyether Polymers 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 claims 2
- QWDQYHPOSSHSAW-UHFFFAOYSA-N 1-isocyanatooctadecane Chemical compound CCCCCCCCCCCCCCCCCCN=C=O QWDQYHPOSSHSAW-UHFFFAOYSA-N 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims 1
- 239000003921 oil Substances 0.000 claims 1
- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 claims 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N styrene oxide Chemical group C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims 1
- 238000001914 filtration Methods 0.000 description 3
- 239000000976 ink Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 238000009828 non-uniform distribution Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
Description
本発明は、コーティング材料、好ましくは浸漬コーティング材料として使用されるようなコーティング材料を消泡するための消泡剤に関する。本発明の消泡剤は、尿素誘導体をベースとした固体を含む。 The present invention relates to an antifoaming agent for defoaming a coating material, preferably used as a dip coating material. The antifoaming agent of the present invention comprises a solid based on a urea derivative.
公知の方法およびそれによって得られる消泡剤の欠点の１つは、得られる消泡剤の濾過性（filterability）が悪いことであり、たとえば消泡剤を含む浸漬コーティング材料（Tauchlacken）の濾過においてフィルターが比較的短時間で目詰まりする結果となる。公知の方法およびそれによって得られる消泡剤のさらなる欠点の１つは、保管中に固体が完全又は部分的に沈降することである。固体の分散が不均一になることで、消泡剤として使用する前に、望ましくなくかつ時間のかかる均質化が必要となる。 One of the disadvantages of the known methods and the antifoams obtained thereby is the poor filterability of the antifoams obtained, for example in the filtration of dip coating materials ( Tauchlacken ) containing antifoams. This results in the filter clogging in a relatively short time. One further disadvantage of the known methods and the antifoams obtained thereby is that the solid settles completely or partially during storage. The non-uniform distribution of solids requires undesirable and time consuming homogenization prior to use as an antifoaming agent.
本発明の組成物は、固体粒子が良好な濾過性を示し、したがって、浸漬コーティング材料中の消泡剤として使用する場合に、その濾過の際にフィルターの目詰まりまたは詰まりが発生しないという利点を有する。本発明の組成物は、比較的低い粘度、特に従来技術により製造された組成物よりも低い粘度を有することができ、したがって、消泡剤が使用される媒体の濾過品質および圧送性（pumpability)が向上するというさらなる利点を有する。 The composition of the present invention has the advantage that solid particles exhibit good filterability and therefore do not clog or clog the filter during filtration when used as an antifoam in dip coating materials. Have. The compositions of the present invention can have a relatively low viscosity, particularly lower than compositions prepared by the prior art, and thus the filtration quality and pumpability of the media in which the antifoam is used. Has the additional advantage of improving.
本発明の組成物、および本発明の方法によって得られた組成物（消泡剤）は、たとえば、冷却潤滑剤、ポリマー分散物、コーティング材料、および／または印刷用インクの消泡に使用することができる。したがって、本発明は、本発明の消泡のための組成物を含む水性媒体、特に冷却潤滑剤、ポリマー分散物、コーティング材料、好ましくは浸漬コーティング材料、または印刷用インクも提供する。 The composition of the present invention and the composition (antifoaming agent) obtained by the method of the present invention is used, for example, for defoaming cooling lubricants, polymer dispersions, coating materials, and / or printing inks. Can do. Accordingly, the present invention also provides an aqueous medium comprising a composition for defoaming of the present invention, in particular a cooling lubricant, a polymer dispersion, a coating material, preferably a dip coating material, or a printing ink.
Claims (15)
（式中、
Ｒ１は、４〜３０個の炭素原子を有する炭化水素基、または４〜２４個の炭素原子および１つの窒素原子を有する炭化水素基、または４〜３０個の炭素原子および１つのカルボニル基を有する炭化水素基であり、
Ｒ２は、水素原子、または１〜２４個の炭素原子を有する炭化水素基であり、
Ｒ３は、水素原子、または１〜２４個の炭素原子を有する炭化水素基であり、
Ｒ４は、２〜３０個の炭素原子を有する有機基であり、
ｎは０〜５である）
の少なくとも１種の尿素誘導体を固体粒子の形態で含み、
前記尿素誘導体は、キャリア媒体中での少なくとも１種のイソシアネートと少なくとも１種のアミンとの反応によって得られ、前記反応が、式ＶＩ
Ｒ８−ＯＨ
（式中、Ｒ８＝６〜１０個の炭素原子を有する線状または分枝状のアルキル基である）
の一価アルコールの存在下で行われることを特徴とする組成物。 A composition for defoaming an aqueous medium comprising a compound of formula I as an antifoaming agent
(Where
R 1 represents a hydrocarbon group having 4 to 30 carbon atoms, or a hydrocarbon group having 4 to 24 carbon atoms and one nitrogen atom, or 4 to 30 carbon atoms and one carbonyl group. A hydrocarbon group having
R 2 is a hydrogen atom or a hydrocarbon group having 1 to 24 carbon atoms,
R 3 is a hydrogen atom or a hydrocarbon group having 1 to 24 carbon atoms,
R 4 is an organic group having 2 to 30 carbon atoms,
n is 0-5)
At least one urea derivative in the form of solid particles,
The urea derivative is obtained by reaction of at least one isocyanate and at least one amine in a carrier medium, wherein the reaction is of formula VI
R 8 -OH
(Wherein R 8 = a linear or branched alkyl group having 6 to 10 carbon atoms)
A composition which is performed in the presence of a monohydric alcohol.
（Ｒ５は、１〜１８個の炭素原子を有する炭化水素基である）
の有機基、または式ＩＩＩ
（Ｒ６は、２〜３０個の炭素原子を有する有機基である）
の有機基であり、
Ｒ２が水素原子であり、
Ｒ３が水素原子であり、
Ｒ４が２〜２４個の炭素原子を有する炭化水素基である
ことを特徴とする、請求項１から４のいずれか１項に記載の組成物。 R 1 is a hydrocarbon group having 4 to 24 carbon atoms, Formula II
(R 5 is a hydrocarbon group having 1 to 18 carbon atoms)
Or an organic group of formula III
(R 6 is an organic group having 2 to 30 carbon atoms)
An organic group of
R 2 is a hydrogen atom,
R 3 is a hydrogen atom,
The composition according to claim 1, wherein R 4 is a hydrocarbon group having 2 to 24 carbon atoms.
Ｒ２およびＲ３が水素原子であり、
Ｒ４が有機基
（Ｒ７は、２〜２０個の炭素原子を有する炭化水素基である）
である
ことを特徴とする、請求項１から４のいずれか１項に記載の組成物。 R 1 is a hydrocarbon group having 2 to 24 carbon atoms,
R 2 and R 3 are hydrogen atoms,
R 4 is an organic group
(R 7 is a hydrocarbon group having 2 to 20 carbon atoms)
The composition according to any one of claims 1 to 4, characterized in that
前記式Ｉの尿素誘導体が、キャリア媒体中の少なくとも１種のイソシアネートと少なくとも１種のアミンとの反応によって得られ、前記反応が、式ＶＩ
Ｒ８−ＯＨ
（式中、Ｒ８＝６〜１０個の炭素原子を有する線状または分枝状のアルキル基である）
の一価アルコールの存在下、得られる尿素誘導体の溶融温度より低温で行われる
ことを特徴とする方法。 A method for producing a composition according to any one of claims 1 to 9, comprising:
Said urea derivative of formula I is obtained by reaction of at least one isocyanate and at least one amine in a carrier medium, said reaction comprising formula VI
R 8 -OH
(Wherein R8 = a linear or branched alkyl group having 6 to 10 carbon atoms)
The method is carried out at a temperature lower than the melting temperature of the obtained urea derivative in the presence of monohydric alcohol.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102008043032A DE102008043032A1 (en) | 2008-10-22 | 2008-10-22 | Defoamer for defoaming paints |
| DE102008043032.3 | 2008-10-22 | ||
| PCT/EP2009/061838 WO2010046181A2 (en) | 2008-10-22 | 2009-09-14 | Defoaming agent for defoaming lacquers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012506307A JP2012506307A (en) | 2012-03-15 |
| JP2012506307A5 true JP2012506307A5 (en) | 2014-05-01 |
| JP5565878B2 JP5565878B2 (en) | 2014-08-06 |
Family
ID=42046383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011532556A Expired - Fee Related JP5565878B2 (en) | 2008-10-22 | 2009-09-14 | Antifoaming agent for defoaming lacquer |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP2340095A2 (en) |
| JP (1) | JP5565878B2 (en) |
| CN (1) | CN102196844B (en) |
| DE (1) | DE102008043032A1 (en) |
| WO (1) | WO2010046181A2 (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010003134A1 (en) | 2010-03-23 | 2011-09-29 | Evonik Goldschmidt Gmbh | Curtain stabilizers for papermaking and processing |
| CN102961897B (en) * | 2012-10-21 | 2014-07-16 | 安徽銮威化工科技开发有限公司 | Electrostatic flocking adhesive defoamer and application thereof |
| CN104906832B (en) * | 2015-05-22 | 2016-08-31 | 陕西省石油化工研究设计院 | A kind of compound defoamer of polyether ester/mineral oil and preparation method thereof |
| EP3305840B1 (en) | 2016-10-05 | 2019-11-06 | Evonik Degussa GmbH | Compatibilizer for universal colorant in solventborne alkyd paints |
| CN106492513B (en) * | 2016-11-14 | 2018-11-27 | 武汉宜田科技发展有限公司 | A kind of phosphoric acid by wet process tailing slot defoaming agent |
| EP3438158B1 (en) | 2017-08-01 | 2020-11-25 | Evonik Operations GmbH | Production of sioc-linked siloxanes |
| ES2924652T3 (en) | 2017-12-27 | 2022-10-10 | Evonik Operations Gmbh | Wetting and dispersing agents with rheological property |
| EP3524651A1 (en) | 2018-02-08 | 2019-08-14 | Evonik Degussa GmbH | Aqueous polyorganosiloxane hybrid resin dispersion |
| CN110575786B (en) * | 2018-06-11 | 2021-09-14 | 江苏四新科技应用研究所股份有限公司 | Novel hydrophobic composition |
| EP3719076A1 (en) | 2019-04-01 | 2020-10-07 | Evonik Operations GmbH | Aqueous polyorganosiloxane hybrid resin dispersion |
| EP3744752A1 (en) | 2019-05-28 | 2020-12-02 | Evonik Operations GmbH | Method for the preparation of non-cyclic alkoxyfunctional polysiloxanes |
| EP3744756B1 (en) | 2019-05-28 | 2024-07-03 | Evonik Operations GmbH | Acetoxy systems |
| EP3744764A1 (en) | 2019-05-28 | 2020-12-02 | Evonik Operations GmbH | Production of sioc-linked siloxanes |
| EP3744753B1 (en) | 2019-05-28 | 2022-04-06 | Evonik Operations GmbH | Method for purifying acetoxy siloxanes |
| EP3744774B1 (en) | 2019-05-28 | 2021-09-01 | Evonik Operations GmbH | Method for recycling of silicones |
| EP3744763A1 (en) | 2019-05-28 | 2020-12-02 | Evonik Operations GmbH | Tailored sioc-based polyether siloxanes |
| ES2939033T3 (en) | 2019-10-28 | 2023-04-18 | Evonik Operations Gmbh | hardening mix |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2720512C2 (en) * | 1977-05-06 | 1986-01-16 | Wacker-Chemie GmbH, 8000 München | Antifoam agents |
| DE2903725A1 (en) * | 1979-01-31 | 1980-08-21 | Wacker Chemie Gmbh | ANTI-FOAM AGENTS |
| US4261845A (en) * | 1980-01-18 | 1981-04-14 | Texaco Development Corporation | Novel polyureas and their use as grease thickening agents |
| NL8105919A (en) | 1981-12-31 | 1983-07-18 | Philips Nv | DYNAMIC AMPLIFIER CIRCUIT. |
| DE3235256A1 (en) * | 1982-09-23 | 1984-03-29 | Wacker Chemie Gmbh | ANTI-FOAM AGENTS EASILY DISTRIBUTABLE IN WATER |
| DE3245482A1 (en) * | 1982-12-08 | 1984-06-14 | Byk-Mallinckrodt Chemische Produkte Gmbh, 4230 Wesel | DEFOAMER AND METHOD FOR THEIR PRODUCTION |
| DE19917186C1 (en) | 1999-04-16 | 2000-09-21 | Goldschmidt Ag Th | Foam suppressant for aqueous mixtures, e.g. cooling lubricants, polymer dispersions or paint, comprises N,N'-substituted urea derivatives in the form of solid particles made by crystallization from a dispersed melt |
| JP2002226543A (en) * | 2001-01-30 | 2002-08-14 | Dainippon Ink & Chem Inc | Method for producing polyurea resin |
| JP2005238147A (en) * | 2004-02-27 | 2005-09-08 | Sanyo Chem Ind Ltd | Surfactant |
| DE102005004024A1 (en) | 2005-01-28 | 2006-08-03 | Goldschmidt Gmbh | Polyether / polyester containing dispersing resins |
-
2008
- 2008-10-22 DE DE102008043032A patent/DE102008043032A1/en not_active Withdrawn
-
2009
- 2009-09-14 WO PCT/EP2009/061838 patent/WO2010046181A2/en active Application Filing
- 2009-09-14 CN CN200980142166.4A patent/CN102196844B/en not_active Expired - Fee Related
- 2009-09-14 EP EP09782942A patent/EP2340095A2/en not_active Withdrawn
- 2009-09-14 JP JP2011532556A patent/JP5565878B2/en not_active Expired - Fee Related
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