DE3623680A1 - Materials systems for sorption processes - Google Patents

Materials systems for sorption processes

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Publication number
DE3623680A1
DE3623680A1 DE19863623680 DE3623680A DE3623680A1 DE 3623680 A1 DE3623680 A1 DE 3623680A1 DE 19863623680 DE19863623680 DE 19863623680 DE 3623680 A DE3623680 A DE 3623680A DE 3623680 A1 DE3623680 A1 DE 3623680A1
Authority
DE
Germany
Prior art keywords
systems according
material systems
absorbent
methyl
alkyl
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Withdrawn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
DE19863623680
Other languages
German (de)
Inventor
Ursula Dipl Chem Nowaczyk
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.)
ESSEN, University of
Original Assignee
ESSEN, University of
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 ESSEN, University of filed Critical ESSEN, University of
Priority to DE19863623680 priority Critical patent/DE3623680A1/en
Publication of DE3623680A1 publication Critical patent/DE3623680A1/en
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/02—Materials undergoing a change of physical state when used
    • C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C09K5/047—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for absorption-type refrigeration systems

Abstract

Pairs of working materials for use in sorption refrigerating plants, sorption heat pumps or sorption heat transformers and containing 1,1,1,3,3,3-hexafluoro-2-propanol as refrigerant or coolant and 1,3-dimethyl-2-imidazolidinone, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone, N-methyl- epsilon -caprolactam, 3-methyl-2-oxazolidinone, ethylene carbonate, propylene carbonate, N-formylmorpholine, suphfolane, 3-methylsulpholane, tetraethylene glycol dimethyl ether and dihydrocoumarin as absorbents possess particularly advantageous properties with regard to their use for the purpose mentioned.

Description

Die Erfindung betrifft Stoffsysteme zur Verwendung in Sorptionskälteanlagen, Sorptionswärmepumpen oder Sorptionswärmetransformatoren, bei denen Hexafluorisopropanol (HFIP) als Kältemittel und ein hochsiedendes organisches Lösungsmittel als Absorptionsmittel verwendet wird.The invention relates to material systems for use in sorption refrigeration systems, Sorption heat pumps or sorption heat transformers, where hexafluoroisopropanol (HFIP) as Refrigerant and a high-boiling organic solvent is used as an absorbent.

Gebräuchliche jedoch mit den Nachteilen hoher Drücke, Toxizität bzw. der Kristallisationsgefahr behaftende Arbeitsgemische für Sorptionsprozesse sind die Zweistoffsysteme Ammoniak- Wasser bzw. Wasser-Lithiumbromid. Bekannt sind ferner Stoffsysteme, die als Kältemittel Fluor- und Fluorchlorwasserstoffe sowie Trifluorethanol enthalten.Common but with the disadvantages of high pressures, toxicity or working mixtures that are liable to crystallize for sorption processes, the two-component systems are ammonia Water or water lithium bromide. Are also known Substance systems that use fluorine and fluorine chlorofluoride as refrigerants as well as trifluoroethanol.

Diese vorgeschlagenen Systeme vermeiden jedoch nicht die Nachteile der bekannten Stoffsysteme. So weist z. B. das vorgeschlagene Arbeitsstoffpaar R22-Tetraethylenglykol-dimethylether ein mit Ammoniak-Wasser vergleichbar hohes Druckniveau auf und der als Kältemittel vorgeschlagene fluorierte Alkohol Trifluorethanol bringt hinsichtlich der Toxizität keine Vorteile gegenüber Ammoniak.However, these proposed systems do not avoid that Disadvantages of the known material systems. So z. B. the proposed Working pair of R22 tetraethylene glycol dimethyl ether a high pressure level comparable to ammonia water on and the fluorinated alcohol suggested as refrigerant Trifluoroethanol has no toxicity Advantages over ammonia.

Der Erfindung liegt nun die Aufgabe zugrunde, unter Vermeidung der erwähnten Nachteile eine verbesserte Basis für Sorptions-, Heiz- oder Kühlprozesse zu schaffen. Zur Lösung dieser Aufgabe werden erfindungsgemäß Stoffsysteme verwendet, deren Lösungsmittel hochsiedende organische Heterozyklen gemäß den Formeln I bis VIII enthalten. Aufgrund der hohen Siedepunkte, kann bei einigen Stoffsystemen auf Rektifikation verzichtet werden.The invention is based on the object, while avoiding of the disadvantages mentioned an improved basis for sorption, To create heating or cooling processes. According to the invention, substance systems are used to achieve this object used, whose solvents are high-boiling organic heterocycles according to formulas I to VIII. Due to the high boiling points, some substance systems can rectification can be dispensed with.

Hexafluorisopropanol ist erheblich weniger toxisch als Trifluorethanol, weshalb hier ein wesentlicher Vorteil gegenüber den bekannten Trifluorethanol-Systemen zu verzeichnen ist.Hexafluoroisopropanol is significantly less toxic than trifluoroethanol, which is why there is a significant advantage here the known trifluoroethanol systems is.

Es hat sich herausgestellt, daß die vorgeschlagenen Lösungsmittel erhebliche Mengen an Hexafluorisopropanol absorbieren (siehe Bild 1). It has been found that the proposed solvents absorb significant amounts of hexafluoroisopropanol (see Figure 1).

Bedingt durch dieses hervorragende Lösungsverhalten ergibt sich ein breites Lösungsfeld und ein kleiner Wert für den spez. Lösungsumlauf.Due to this excellent solution behavior results a wide range of solutions and a small value for the spec. Solution circulation.

Die erzielten Verbesserungen sollen anhand eines Beispiels gezeigt werden. Erfindungsgemäß ist das System Hexafluorisopropanol - Tetraethylenglykol-dimethylether ein neues Arbeitsstoffpaar. In Tabelle I werden die Ergebnisse des neuen Stoffpaares mit denen bekannter Stoffsysteme für Absorptionswärmepumpen verglichen. The improvements achieved should be based on an example to be shown. According to the invention, the system is hexafluoroisopropanol - Tetraethylene glycol dimethyl ether a new pair of agents. Table I shows the results of the new Pair of substances with those of known substance systems for absorption heat pumps compared.  

Diese Werte beziehen sich auf einen AWP, deren Arbeitstemperaturen wie folgt liegen:
Verdampfungstemperatur 0°C, Kondensations- und Absorptionstemperatur 50°C sowie Austreibertemperatur 150°C.
Stoffsystemspez. LösungsumlaufThese values refer to an AWP, whose working temperatures are as follows:
Evaporation temperature 0 ° C, condensation and absorption temperature 50 ° C and stripping temperature 150 ° C.
Material system spec. Solution circulation

HFIP-DTG 2,42 TFE-DTG12,3 NH3-H3O 4,28HFIP-DTG 2.42 TFE-DTG12.3 NH 3 -H 3 O 4.28

Die Tabelle 1 zeigt deutlich die hervorragenden Eigenschaften des neuen Stoffpaares.Table 1 clearly shows the excellent properties of the new pair of fabrics.

Claims (14)

1. Stoffsysteme für Sorptionsprozesse bestehend aus mindestens einem Kältemittel und mindestens einem Sorptionsmittel, enthaltend 1,1,1,3,3,3-Hexafluor-2-propanol als Kältemittel, dadurch gekennzeichnet, daß als Sorptionsmittel eine heterocyclische Verbindung verwendet wird.1. Material systems for sorption processes consisting of at least one refrigerant and at least one sorbent containing 1,1,1,3,3,3-hexafluoro-2-propanol as the refrigerant, characterized in that a heterocyclic compound is used as the sorbent. 2. Stoffsysteme nach Anspruch 1, dadurch gekennzeichnet, daß cyclische Harnstoffe der allgem. Formel n = 2-3
R = Alkyl
als Absorptionsmittel verwendet werden.2. Material systems according to claim 1, characterized in that cyclic ureas of the general. formula n = 2-3
R = alkyl
can be used as an absorbent. 3. Stoffsysteme nach Anspruch 2, dadurch gekennzeichnet, daß 1,3-Dimethyl-2-imidazolidinon (Dimethylenharnstoff, DMEU) und 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)pyrimidinon (Dimethylpropylenharnstoff, DMPU) als Absorptionsmittel verwendet werden. 3. Material systems according to claim 2, characterized in that 1,3-dimethyl-2-imidazolidinone (dimethylene urea, DMEU) and 1,3-dimethyl-3,4,5,6-tetrahydro-2 (1H) pyrimidinone (dimethylpropylene urea, DMPU) can be used as an absorbent. 4. Stoffsysteme nach Anspruch 1, dadurch gekennzeichnet, daß Lactame der allgemeinen Formel R = Alkyl
n = 5
verwendet werden.4. Material systems according to claim 1, characterized in that lactams of the general formula R = alkyl
n = 5
be used. 5. Stoffsysteme nach Anspruch 4, dadurch gekennzeichnet, daß N-Methyl-ε-caprolactam als Absorptionsmittel verwendet wird. 5. material systems according to claim 4, characterized in that N-methyl-ε-caprolactam is used as the absorbent. 6. Stoffsysteme nach Anspruch 1, dadurch gekennzeichnet, daß Oxazolidinone der allgemeinen Formel verwendet werden. 6. Substance systems according to claim 1, characterized in that oxazolidinones of the general formula be used. 7. Stoffsysteme nach Anspruch 6, dadurch gekennzeichnet, daß 3-Methyl-2-oxazolidinon als Absorptionsmittel verwendet wird. 7. Material systems according to claim 6, characterized in that 3-methyl-2-oxazolidinone is used as an absorbent. 8. Stoffsysteme nach Anspruch 1, dadurch gekennzeichnet, daß Carbonate der allgemeinen Formel X = H
X = Alkyl
verwendet werden.8. Substance systems according to claim 1, characterized in that carbonates of the general formula X = H
X = alkyl
be used. 9. Stoffsysteme nach Anspruch 8, dadurch gekennzeichnet, daß Ethylencarbonat und Propylencarbonat als Absorptionsmittel verwendet werden. 9. material systems according to claim 8, characterized in that ethylene carbonate and propylene carbonate are used as absorbents. 10. Stoffsysteme nach Anspruch 1, dadurch gekennzeichnet, daß N-Formylmorpholin als Absorptionsmittel verwendet wird. 10. Substance systems according to claim 1, characterized in that N-formylmorpholine is used as an absorbent. 11. Stoffsysteme nach Anspruch 1, dadurch gekennzeichnet, daß Sulfolane als Absorptionsmittel verwendet werden. X = H
X = Alkyl11. Material systems according to claim 1, characterized in that sulfolanes are used as absorbents. X = H
X = alkyl 12. Stoffsysteme nach Anspruch 11, dadurch gekennzeichnet, daß Sulfolan und 3-Methyl-sulfolan als Absorptionsmittel verwendet werden. 12. Material systems according to claim 11, characterized in that sulfolane and 3-methyl-sulfolane are used as absorbents. 13. Stoffsysteme nach Anspruch 1, dadurch gekennzeichnet, daß Tetraethylenglykol-dimethylether als Absorptionsmittel verwendet wird. CH3O(CH2CH2O)4CH3,6(VII) 13. Material systems according to claim 1, characterized in that tetraethylene glycol dimethyl ether is used as the absorbent. CH 3 O (CH 2 CH 2 O) 4 CH 3 , 6 (VII) 14. Stoffsysteme nach Anspruch 1, dadurch gekennzeichnet, daß Dihydrocoumarin (Melilotol) als Absorptionsmittel verwendet wird.14. Material systems according to claim 1, characterized in that dihydrocoumarin (melilotol) as an absorbent is used.
DE19863623680 1986-07-12 1986-07-12 Materials systems for sorption processes Withdrawn DE3623680A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE19863623680 DE3623680A1 (en) 1986-07-12 1986-07-12 Materials systems for sorption processes

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Application Number Priority Date Filing Date Title
DE19863623680 DE3623680A1 (en) 1986-07-12 1986-07-12 Materials systems for sorption processes

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Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2622573A1 (en) * 1987-10-30 1989-05-05 Atochem Compositions based on hexafluoroisopropanol and a solvent
WO1990005174A1 (en) * 1988-11-10 1990-05-17 The Lubrizol Corporation Liquid refrigerant compositions
US5023007A (en) * 1988-11-10 1991-06-11 The Lubrizol Corporation Liquid refrigerant compositions
WO2005113702A1 (en) * 2004-05-21 2005-12-01 Basf Aktiengesellschaft Novel pairs of working substances for absorption heat pumps, absorption refrigeration machines and heat transformers
WO2006084262A1 (en) * 2005-02-04 2006-08-10 E.I. Dupont De Nemours And Company Absorption cycle utilizing ionic liquid as working fluid
WO2006134015A1 (en) * 2005-06-17 2006-12-21 Evonik Degussa Gmbh Novel working media for refrigeration processes
US7765823B2 (en) 2005-05-18 2010-08-03 E.I. Du Pont De Nemours And Company Hybrid vapor compression-absorption cycle
US8500892B2 (en) 2009-02-02 2013-08-06 Evonik Degussa Gmbh CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethylpiperidine
US8506839B2 (en) 2005-12-14 2013-08-13 E I Du Pont De Nemours And Company Absorption cycle utilizing ionic liquids and water as working fluids
US8696928B2 (en) 2009-12-07 2014-04-15 Evonik Degussa Gmbh Operating medium for an absorption refrigeration device
US8784537B2 (en) 2010-11-12 2014-07-22 Evonik Degussa Gmbh Amine-containing absorption medium, process and apparatus for absorption of acidic gases from gas mixtures
US8932478B2 (en) 2008-02-05 2015-01-13 Evonik Degussa Gmbh Process for the absorption of a volatile substance in a liquid absorbent
US9221007B2 (en) 2011-11-14 2015-12-29 Evonik Degussa Gmbh Method and device for separating acid gases from a gas mixture
US9630140B2 (en) 2012-05-07 2017-04-25 Evonik Degussa Gmbh Method for absorbing CO2 from a gas mixture
US9840473B1 (en) 2016-06-14 2017-12-12 Evonik Degussa Gmbh Method of preparing a high purity imidazolium salt
US9878285B2 (en) 2012-01-23 2018-01-30 Evonik Degussa Gmbh Method and absorption medium for absorbing CO2 from a gas mixture
US10105644B2 (en) 2016-06-14 2018-10-23 Evonik Degussa Gmbh Process and absorbent for dehumidifying moist gas mixtures
US10138209B2 (en) 2016-06-14 2018-11-27 Evonik Degussa Gmbh Process for purifying an ionic liquid
US10493400B2 (en) 2016-06-14 2019-12-03 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures
US10500540B2 (en) 2015-07-08 2019-12-10 Evonik Degussa Gmbh Method for dehumidifying humid gas mixtures using ionic liquids
US10512883B2 (en) 2016-06-14 2019-12-24 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures
US10512881B2 (en) 2016-06-14 2019-12-24 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB529031A (en) * 1938-02-16 1940-11-13 Williams Oil O Matic Heating Improvements in or relating to working fluids and processes of producing cold by the absorption refrigerating principal
FR2148272A1 (en) * 1971-08-04 1973-03-11 Trane Co
GB2016607A (en) * 1978-02-07 1979-09-26 Daikin Ind Ltd Working fluid for rankine cycle
WO1981002301A1 (en) * 1980-02-12 1981-08-20 Sanyo Electric Co Composition and system for absorption refrigerator
DE3315530A1 (en) * 1983-04-29 1984-11-15 Ruhrgas Ag SOLVENTS AND MATERIAL PAIR FOR SORPTION HEATING OR COOLING PROCESSES
EP0139083A1 (en) * 1983-06-06 1985-05-02 Daikin Kogyo Co., Ltd. Working fluid for heat pump
DE3418705A1 (en) * 1984-05-19 1985-12-12 GEA Luftkühlergesellschaft Happel GmbH & Co, 4630 Bochum Systems of materials for sorption processes

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB529031A (en) * 1938-02-16 1940-11-13 Williams Oil O Matic Heating Improvements in or relating to working fluids and processes of producing cold by the absorption refrigerating principal
FR2148272A1 (en) * 1971-08-04 1973-03-11 Trane Co
GB2016607A (en) * 1978-02-07 1979-09-26 Daikin Ind Ltd Working fluid for rankine cycle
WO1981002301A1 (en) * 1980-02-12 1981-08-20 Sanyo Electric Co Composition and system for absorption refrigerator
DE3315530A1 (en) * 1983-04-29 1984-11-15 Ruhrgas Ag SOLVENTS AND MATERIAL PAIR FOR SORPTION HEATING OR COOLING PROCESSES
EP0139083A1 (en) * 1983-06-06 1985-05-02 Daikin Kogyo Co., Ltd. Working fluid for heat pump
DE3418705A1 (en) * 1984-05-19 1985-12-12 GEA Luftkühlergesellschaft Happel GmbH & Co, 4630 Bochum Systems of materials for sorption processes

Cited By (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2622573A1 (en) * 1987-10-30 1989-05-05 Atochem Compositions based on hexafluoroisopropanol and a solvent
WO1990005174A1 (en) * 1988-11-10 1990-05-17 The Lubrizol Corporation Liquid refrigerant compositions
US5023007A (en) * 1988-11-10 1991-06-11 The Lubrizol Corporation Liquid refrigerant compositions
JP2007538222A (en) * 2004-05-21 2007-12-27 ビーエーエスエフ　アクチェンゲゼルシャフト Novel working substance combinations for absorption heat pumps, absorption refrigerators and heat converters
US9062899B2 (en) 2004-05-21 2015-06-23 Basf Se Pairs of working substances for absorption heat pumps, absorption refrigeration machines and heat transformers
WO2005113702A1 (en) * 2004-05-21 2005-12-01 Basf Aktiengesellschaft Novel pairs of working substances for absorption heat pumps, absorption refrigeration machines and heat transformers
CN1957057B (en) * 2004-05-21 2011-08-31 巴斯福股份公司 Novel pairs of working substances for absorption heat pumps, absorption refrigeration machines and heat transformers
WO2006084262A1 (en) * 2005-02-04 2006-08-10 E.I. Dupont De Nemours And Company Absorption cycle utilizing ionic liquid as working fluid
JP2008530275A (en) * 2005-02-04 2008-08-07 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー Absorption cycle using ionic liquid as working fluid
US8715521B2 (en) 2005-02-04 2014-05-06 E I Du Pont De Nemours And Company Absorption cycle utilizing ionic liquid as working fluid
EP2258787A3 (en) * 2005-02-04 2012-05-23 E. I. du Pont de Nemours and Company Absorption cycle utilizing ionic liquid as working fluid
US7765823B2 (en) 2005-05-18 2010-08-03 E.I. Du Pont De Nemours And Company Hybrid vapor compression-absorption cycle
US8707720B2 (en) 2005-05-18 2014-04-29 E I Du Pont De Nemours And Company Hybrid vapor compression-absorption cycle
US8069687B2 (en) 2005-06-17 2011-12-06 Evonik Degussa Gmbh Working media for refrigeration processes
WO2006134015A1 (en) * 2005-06-17 2006-12-21 Evonik Degussa Gmbh Novel working media for refrigeration processes
US8506839B2 (en) 2005-12-14 2013-08-13 E I Du Pont De Nemours And Company Absorption cycle utilizing ionic liquids and water as working fluids
US8932478B2 (en) 2008-02-05 2015-01-13 Evonik Degussa Gmbh Process for the absorption of a volatile substance in a liquid absorbent
US8623123B2 (en) 2009-02-02 2014-01-07 Evonik Degussa Gmbh CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethyl piperidine
US8500867B2 (en) 2009-02-02 2013-08-06 Evonik Degussa Gmbh CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethylpiperidine
US8500892B2 (en) 2009-02-02 2013-08-06 Evonik Degussa Gmbh CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethylpiperidine
US8696928B2 (en) 2009-12-07 2014-04-15 Evonik Degussa Gmbh Operating medium for an absorption refrigeration device
US8784537B2 (en) 2010-11-12 2014-07-22 Evonik Degussa Gmbh Amine-containing absorption medium, process and apparatus for absorption of acidic gases from gas mixtures
US9221007B2 (en) 2011-11-14 2015-12-29 Evonik Degussa Gmbh Method and device for separating acid gases from a gas mixture
US9878285B2 (en) 2012-01-23 2018-01-30 Evonik Degussa Gmbh Method and absorption medium for absorbing CO2 from a gas mixture
US9630140B2 (en) 2012-05-07 2017-04-25 Evonik Degussa Gmbh Method for absorbing CO2 from a gas mixture
US10500540B2 (en) 2015-07-08 2019-12-10 Evonik Degussa Gmbh Method for dehumidifying humid gas mixtures using ionic liquids
US9840473B1 (en) 2016-06-14 2017-12-12 Evonik Degussa Gmbh Method of preparing a high purity imidazolium salt
US10105644B2 (en) 2016-06-14 2018-10-23 Evonik Degussa Gmbh Process and absorbent for dehumidifying moist gas mixtures
US10138209B2 (en) 2016-06-14 2018-11-27 Evonik Degussa Gmbh Process for purifying an ionic liquid
US10493400B2 (en) 2016-06-14 2019-12-03 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures
US10512883B2 (en) 2016-06-14 2019-12-24 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures
US10512881B2 (en) 2016-06-14 2019-12-24 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures

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