EP0996592A2 - Procede pour eliminer des fluides organiques polluant les eaux de surface - Google Patents

Procede pour eliminer des fluides organiques polluant les eaux de surface

Info

Publication number
EP0996592A2
EP0996592A2 EP98936379A EP98936379A EP0996592A2 EP 0996592 A2 EP0996592 A2 EP 0996592A2 EP 98936379 A EP98936379 A EP 98936379A EP 98936379 A EP98936379 A EP 98936379A EP 0996592 A2 EP0996592 A2 EP 0996592A2
Authority
EP
European Patent Office
Prior art keywords
bifunctional
aliphatic
acids
optionally
alcohols
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP98936379A
Other languages
German (de)
English (en)
Inventor
Michael Voigt
Ernst Grigat
Wolfgang Schulz-Schlitte
Hans-Peter Esser
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP0996592A2 publication Critical patent/EP0996592A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/68—Treatment of water, waste water, or sewage by addition of specified substances, e.g. trace elements, for ameliorating potable water
    • C02F1/681—Treatment of water, waste water, or sewage by addition of specified substances, e.g. trace elements, for ameliorating potable water by addition of solid materials for removing an oily layer on water
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/44—Polyester-amides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/32—Materials not provided for elsewhere for absorbing liquids to remove pollution, e.g. oil, gasoline, fat
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2230/00—Compositions for preparing biodegradable polymers

Definitions

  • the present invention relates to a method for removing surface contaminating organic liquids, in particular oil, in which a binding agent binding the organic liquid is applied to the surface of the water and the binding agent with the attached or absorbed liquid is subsequently removed.
  • a particular problem is that even the slightest oil content can poison water and pose a deadly danger to fish and other life forms.
  • Oil carpets are generally removed by applying a binder to the surface of the water that absorbs the oil and then removing the binder with the bound or absorbed oil.
  • binders Materials with a high oil affinity, such as, for example, special plastics or materials with a macroscopically porous structure in liquid or solid form, are generally used as binders, which are applied to the surface of the water, the binder particles binding or absorbing the oil before it floats. form a carpet on the surface of the water, which can then be easily removed.
  • binders which, in addition to the polymer, also contain other oil-absorbing components, for example
  • Sawdust, peat, cork and the like may furthermore be known to add components to the polymer which allow the oil to agglomerate into lumps or the like (JP 54-033 887 A), which can be easily removed
  • this object is essentially achieved in that a solution or made of a polymer and a water-miscible and / or volatile solvent, which has a lower density than water, is applied to the surface of the water in order to delimit a soiled surface area is therefore a process for the removal of organic liquids which pollute surface water, in order to limit a contaminated surface area, a solution / dispersion of a polymer or a mixture of polymers and a water-miscible and / or volatile solvent which has a lower density than water, is applied to the surface of the water, wherein a binding the organic liquid
  • the invention is based on the consideration of placing a barrier around a soiled surface area in order to hold the surface area together and thus counteract a further spread of the contaminants.
  • This ring-shaped barrier is formed according to the invention in that a polymer solution or dispersion is applied to the water surface which is due to their low density and the affinity for organic pollution to form a closed ring along the pollution spreads on the water surface.
  • the solvent mixes with the water or evaporates, causing the polymer to form the desired annular barrier on the water surface, which precipitates the contaminated surface area limited and holds together so that the pollution can hardly spread
  • the extent of the annular barrier depends essentially on the amount of solution / dispersion that is applied to the surface of the water, and is limited by the fact that the solvent evaporates or mixes with the water
  • the polymer content of the solution / dispersion is generally up to 50% by weight (based on the total solution or dispersion). Higher concentrations are less suitable because of the insufficient flowability.
  • the polymer contents are preferably 1 to 30% by weight, in particular 5 to 10% by weight -%
  • the solution is applied as uniformly as possible to the water surface. This can be achieved, for example, by spraying the solution onto the water surface
  • the solution or dispersion preferably contains a biodegradable polymer or mixtures of polymers, so that the solution / dispersion or the polymer contained therein can be disposed of without problems.
  • Suitable biodegradable polymers are aliphatic or partially aromatic polyesters, thermoplastic aliphatic or partially aromatic polyester urethanes, aliphatic or aliphatic-aromatic polyester carbonates or aliphatic or partially aromatic polyester amides or mixtures thereof.
  • A) aliphatic bifunctional alcohols preferably linear C to Cio-dialcohols such as ethanediol, butanediol, hexanediol or particularly preferably butanediol and / or optionally cycloaliphatic bifunctional alcohols, preferably having 5 or 6 carbon atoms in the cycloaliphatic ring, such as cyclohexanedimethanol, and / or partially or completely instead of the diols, monomeric or oligomeric polyols based on ethylene glycol, propylene glycol, tetrahydrofuran or copolymers thereof with molecular weights of up to 4000, preferably up to 1000, and / or optionally small amounts of branched bifunctional alcohols, preferably C 3 -C 2 -Alkyldiolen, such as neopentyl glycol, and in addition, if necessary, small amounts of higher-functional alcohols such as 1,2,3
  • aromatic acids making up no more than 50% by weight, based on all acids
  • C) aliphatic bifunctional alcohols preferably linear C 2 to cio dialcohols such as ethanediol, butanediol, hexanediol, particularly preferably butanediol and / or optionally cycloaliphatic bifunctional alcohols, preferably with a C 5 - or C ⁇ -cycloaliphatic ring, such as for example Cyclohexanedimethanol, and / or partially or completely instead of the diols, monomeric or oligomeric polyols based on ethylene glycol, propylene glycol, tetrahydrofuran or copolymers thereof with molecular weights up to 4000, preferably up to 1000, and / or optionally small amounts of branched bifunctional alcohols, preferably C 3 - C 2 alkyl diols, such as neopentyl glycol, and in addition, if necessary, small amounts of higher-functional alcohols, preferably C3-C
  • aromatic acids making up no more than 50% by weight, based on all acids
  • ester fraction C) and / or D) is at least 75% by weight, based on the sum of C), D) and E),
  • aliphatic bifunctional alcohols preferably linear C 2 to C 0 dialkols such as ethanediol, butanediol, hexanediol or especially preferably butanediol and / or optionally cycloaliphatic bifunctional alcohols, preferably having 5 to 8 carbon atoms in the cycloaliphatic ring, such as, for example, cyclohexanedimethanol, and / or partially or completely instead of the diols monomeric or oligomeric polyols based on ethylene glycol, propylene glycol, tetrahydrofuran or copolymers therefrom with molecular weights of up to 4000, preferably up to 1000, and / or optionally small amounts of branched bifunctional alcohols, preferably with C 2 -C 2 -alkyldicarboxylic acids, such as, for example, neopentyl glycol and additionally, if appropriate, small amounts of higher-functional
  • Acids such as and preferably succinic acid, adipic acid and / or optionally aromatic bifunctional acids such as terephthalic acid, isophthalic acid, naphthalenedicarboxylic acid and additionally optionally small amounts of higher functional acids such as trimellitic acid or
  • G from acid- and alcohol-functionalized building blocks, preferably with 2 to 12 carbon atoms in the alkyl chain, for example hydroxybutyric acid, hydroxyvaleric acid, lactic acid, or their derivatives, for example ⁇ -caprolactone or dilactide,
  • aromatic acids making up no more than 50% by weight, based on all acids
  • H a carbonate component which is produced from aromatic bifunctional phenols, preferably bisphenol-A, and carbonate donors, for example phosgene
  • aliphatic carbonic acid esters or their derivatives such as, for example, chlorocarbonic acid esters or aliphatic carboxylic acids or their derivatives such as salts and carbonate donors, for example phosgene, where
  • ester fraction F) and / or G) is at least 70% by weight, based on the sum of F), G) and H);
  • aliphatic bifunctional alcohols preferably linear C 2 to cio dialcohols such as, for example, ethanediol, butanediol, hexanediol, particularly preferably butanediol, and / or optionally cycloaliphatic bifunctional alcohols, preferably having 5 to 8 C atoms, such as, for example, cyclohexanedimethanol , and / or partially or completely instead of the diols, monomeric or oligomeric polyols based on ethylene glycol, propylene glycol, tetrahydrofuran or copolymers thereof with molecular weights up to 4000, preferably up to 1000, and / or optionally small amounts of branched bifunctional alcohols, preferably C3-C ⁇ 2 -Alkyldiolen, such as neopentylglycol and additionally optionally small amounts of higher functional alcohols, preferably C3-C ⁇
  • Isophthalic acid naphthalenedicarboxylic acid and, if necessary, small amounts of higher functional acids such as trimellitic acid or
  • K from acid- and alcohol-functionalized building blocks, preferably with 2 to 12 carbon atoms in the carbon chain, for example hydroxybutyric acid,
  • Hydroxyvaleric acid lactic acid, or their derivatives, for example ⁇ -caprolactone or dilactide, or a mixture and / or a copolymer of I) and K),
  • aromatic acids making up no more than 50% by weight, based on all acids
  • the ester fraction I) and / or K) is at least 30% by weight, based on the sum of I), K), L) and M), preferably the weight fraction of the ester structures is 30 to 70% by weight, the fraction of Amide structures is 70 to 30 wt .-%.
  • biodegradable polyesteramides according to the invention can be synthesized either by the "polyamide method” by stoichiometric mixing of the starting components, if appropriate with the addition of water and subsequent removal of water from the reaction mixture, or by the "polyester method” by stoichiometric mixing of the starting components and addition an excess of diol with esterification of the acid groups and subsequent transesterification or transamidation of these esters. In this second case, the excess diol is distilled off in addition to water. Synthesis by the described “polyester method” is preferred.
  • the polycondensation can be further accelerated by using known catalysts. Both the known phosphorus compounds which accelerate polyamide synthesis and acidic or organometallic catalysts for the esterification, as well as combinations of the two, are possible for accelerating the polycondensation.
  • polycondensation to polyesteramides can be influenced by the use of lysine, lysine derivatives or other amidically branching products such as, for example, aminoethylaminoethanol, which both accelerate the condensation and lead to branched products (see, for example, DE 3831709).
  • polyesters, polyester carbonates and polyester urethanes are generally known or is carried out analogously by known processes (cf., for example, EP-A 304 787, WO 95/12629, WO 93/13154, EP-A 682 054, EP- A 593 975).
  • the polyesters, polyester urethanes, polyester carbonates or polyester amides according to the invention may further contain 0.1 to 5% by weight, preferably 0.1 to 1% by weight, of branching agents (see also description of the polymers).
  • branching agents can, for example, trifunk tional alcohols such as trimethylolpropane or glycerol, tetrafunctional alcohols such as pentaerythritol, trifunctional carboxylic acids such as citric acid.
  • the branching agents increase the melt viscosity of the polyester amides according to the invention to such an extent that extrusion blow molding with these polymers is possible. This does not hinder the biodegradation of these materials.
  • the biodegradable compostable polyester urethanes, polyesters, polyester carbonates and polyester amides generally have a molecular weight of at least 10,000 g / mol and generally have a statistical distribution of the starting materials in the polymer. In the case of a typical polymer structure, possibly from C) and D) and from E), a completely statistical distribution of the monomer units is not always to be expected.
  • Biodegradable polymers are commercially available and are offered, for example, by Bayer AG under the product names BAK 1095 and BAK 2195.
  • Alcohols, ketones, ethers, halogenated or halogen-free hydrocarbons or mixtures thereof can be used as solvents.
  • solvents include ethanol, acetone, ethyl acetate, isopropanol, methanol, dichloromethane, chloroform, tetrahydrofuran and toluene.
  • Environmentally compatible solvents are preferably used.
  • DMSO dimethyl sulfoxide
  • NMP N-methyl-2-pyrrolidinone
  • Solvents mixed with water can be used, eg ethanol / water mixture.
  • the solubility of the solvent in water can also be increased by adding alcohol.
  • the alcohol can have different specifications. For example, methanol, ethanol, propanol (iso-, n-), butanol (n-, iso-, tert.-), or ketones (acetone, 2-butanone) are conceivable. It is essential that the polymer dissolve or be dispersed in the solvent, but is not soluble in water.
  • a solvent mixture containing a solvent has proven particularly suitable a C1-C4 alcohol, a Ci-Cg ketone and / or an aromatic carboxylic acid or a salt thereof is highlighted, which is specifically referred to in particular by the method described in the unpublished German patent application 19 640 032.5 .
  • binders can be used, which can be sprayed or poured onto the surface of the water as well as the solution.
  • examples of such binders are gum powder, peat, cork or latices, which can be used individually or in combination.
  • the binder can be applied to the surface of the water before or after the solution.
  • the solution is first applied in order to limit and fix a defined, soiled surface area, which can then subsequently be freed from the oil or another organic liquid.
  • a time advantage is achieved in particular, by means of which the further spread of the organic liquid polluting the surface water can be minimized.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Environmental & Geological Engineering (AREA)
  • Polymers & Plastics (AREA)
  • Public Health (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hydrology & Water Resources (AREA)
  • Water Supply & Treatment (AREA)
  • Paints Or Removers (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Biological Depolymerization Polymers (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Removal Of Floating Material (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention concerne un procédé pour éliminer des fluides organiques, notamment de l'huile, polluant les eaux de surface. Selon ce procédé, un agent liant le fluide organique est appliqué sur la surface de l'eau puis le liant est éliminé avec le fluide lié ou absorbé.
EP98936379A 1997-07-05 1998-06-22 Procede pour eliminer des fluides organiques polluant les eaux de surface Withdrawn EP0996592A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE1997128833 DE19728833A1 (de) 1997-07-05 1997-07-05 Verfahren zur Beseitigung von Oberflächengewässer verschmutzenden organischen Flüssigkeiten
DE19728833 1997-07-05
PCT/EP1998/003804 WO1999002457A2 (fr) 1997-07-05 1998-06-22 Procede pour eliminer des fluides organiques polluant les eaux de surface

Publications (1)

Publication Number Publication Date
EP0996592A2 true EP0996592A2 (fr) 2000-05-03

Family

ID=7834809

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98936379A Withdrawn EP0996592A2 (fr) 1997-07-05 1998-06-22 Procede pour eliminer des fluides organiques polluant les eaux de surface

Country Status (9)

Country Link
EP (1) EP0996592A2 (fr)
JP (1) JP2002510249A (fr)
KR (1) KR20010015536A (fr)
CN (1) CN1261863A (fr)
AU (1) AU728449B2 (fr)
CA (1) CA2294726A1 (fr)
DE (1) DE19728833A1 (fr)
NO (1) NO996181D0 (fr)
WO (1) WO1999002457A2 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2871088A1 (fr) 2005-06-16 2006-12-28 Lauren O. Bakaletz Genes d'isolat d'otite moyenne de souche non typable haemophilus influenzae
CN102267760A (zh) * 2011-07-07 2011-12-07 清华大学 一种同时去除地下水中硝酸盐与农药的反应器及方法
CN106831504A (zh) * 2016-12-09 2017-06-13 江苏理文化工有限公司 一种氟碳阴离子表面活性剂及其制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1413148A (en) * 1972-09-29 1975-11-05 Shell Int Research Method of treating an oil-polluted water surface to prevent the spread of the oil pollutant
JPS5433887A (en) * 1977-08-20 1979-03-12 Sumitomo Metal Ind Ltd Oil-water separating method
US4420400A (en) * 1980-06-05 1983-12-13 General Technology Applications, Inc. Hydrocarbon products damage control systems
JPS5939381A (ja) * 1982-08-30 1984-03-03 Nippon Zeon Co Ltd 油の除去または回収方法
DE3423885A1 (de) * 1983-07-18 1985-01-31 Hermann 8217 Grassau Meynen Absorptionsmittel fuer oel oder oelartige stoffe
DE3839570A1 (de) * 1988-11-24 1990-05-31 Bayer Ag Verfahren zur entfernung von flaechig verteilten kohlenwasserstoffen, insbesondere oelrueckstaenden
US5437793A (en) * 1993-06-08 1995-08-01 Mansfield & Alper, Inc. Coagulant for oil glyceride/isobutyl methacrylate composition and method of use

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9902457A3 *

Also Published As

Publication number Publication date
NO996181L (no) 1999-12-14
KR20010015536A (ko) 2001-02-26
CA2294726A1 (fr) 1999-01-21
WO1999002457A2 (fr) 1999-01-21
AU728449B2 (en) 2001-01-11
DE19728833A1 (de) 1999-01-07
AU8540298A (en) 1999-02-08
CN1261863A (zh) 2000-08-02
NO996181D0 (no) 1999-12-14
JP2002510249A (ja) 2002-04-02
WO1999002457A3 (fr) 1999-04-01

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