EP1732976A1 - Composition non inflammable utilisable comme agent d'expansion - Google Patents
Composition non inflammable utilisable comme agent d'expansionInfo
- Publication number
- EP1732976A1 EP1732976A1 EP05739659A EP05739659A EP1732976A1 EP 1732976 A1 EP1732976 A1 EP 1732976A1 EP 05739659 A EP05739659 A EP 05739659A EP 05739659 A EP05739659 A EP 05739659A EP 1732976 A1 EP1732976 A1 EP 1732976A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- dichloroethylene
- trans
- mfc
- blowing agent
- 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.)
- Ceased
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 51
- 239000004604 Blowing Agent Substances 0.000 title claims abstract description 20
- KFUSEUYYWQURPO-OWOJBTEDSA-N trans-1,2-dichloroethene Chemical group Cl\C=C\Cl KFUSEUYYWQURPO-OWOJBTEDSA-N 0.000 claims abstract description 24
- WZLFPVPRZGTCKP-UHFFFAOYSA-N 1,1,1,3,3-pentafluorobutane Chemical compound CC(F)(F)CC(F)(F)F WZLFPVPRZGTCKP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 5
- 239000004634 thermosetting polymer Substances 0.000 claims abstract description 5
- 229920005862 polyol Polymers 0.000 claims description 23
- 150000003077 polyols Chemical class 0.000 claims description 23
- 229920001228 polyisocyanate Polymers 0.000 claims description 12
- 239000005056 polyisocyanate Substances 0.000 claims description 12
- 239000006260 foam Substances 0.000 claims description 11
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 6
- YFMFNYKEUDLDTL-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)C(F)(F)F YFMFNYKEUDLDTL-UHFFFAOYSA-N 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000000443 aerosol Substances 0.000 claims description 2
- 239000003507 refrigerant Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 239000004814 polyurethane Substances 0.000 description 6
- 229920002635 polyurethane Polymers 0.000 description 6
- 229920000582 polyisocyanurate Polymers 0.000 description 5
- 239000011495 polyisocyanurate Substances 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- ULUZGMIUTMRARO-UHFFFAOYSA-N (carbamoylamino)urea Chemical group NC(=O)NNC(N)=O ULUZGMIUTMRARO-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
- C08J9/144—Halogen containing compounds containing carbon, halogen and hydrogen only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
-
- 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
- C09K3/30—Materials not provided for elsewhere for aerosols
-
- 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
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
- C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
- C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2207/00—Foams characterised by their intended use
- C08J2207/04—Aerosol, e.g. polyurethane foam spray
-
- 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
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/12—Hydrocarbons
- C09K2205/122—Halogenated hydrocarbons
Definitions
- the present invention relates to compositions which can be used as blowing agents in the manufacture of thermosetting polymers. It relates more particularly to compositions comprising 1, 1, 1, 3, 3-pentafluorobutane (365 mfc), trans-1,2 dichloroethylene and at least one non-flammable hydrofluorocarbon and their use.
- 1,1,1,3,3-pentafluorobutane as blowing agent in the manufacture of foams, for example polyurethane or polyisocyanurate foams.
- 1, 1, 1, 3, 3-pentafluorobutane is used in combination with other compounds, for example 1, 1, 1, 2-tetrafluoroethane (134a) or 1,1 , 1,2,3,3,3- heptafluoropropane (227ea) (US 6,080,799).
- 1, 1, 1, 1, 1, 3, 3-pentafluorobutane 365 mfc
- problems of pressure increase during storage in hot weather or change of composition by selective evaporation are often encountered.
- the present invention first relates to compositions comprising 1, 1, 1, 3, 3-pentafluorobutane
- compositions according to the present invention preferably comprise from 5 to 94% by weight of 365 mfc, from 5 to 94% by weight of trans-1,2 dichloroethylene and from 1 to 60% by weight of 134a and / or 227ea.
- the more particularly preferred compositions comprise from 50 to 90% by weight of 365 mfc, from 5 to 30% by weight of trans-1,2 dichloroethylene and from 2 to 21% by weight of 227ea.
- the more particularly preferred compositions comprise from 59 to 90% by weight of 365 mfc, from 5 to 30% by weight of trans-1,2 dichloroethylene and from 3 to 11% by weight of 134a.
- the compositions according to the present invention do not exhibit a flash point under the standard conditions of determination (standard ASTM D 3828).
- the compositions comprising from 5 to 25% by weight of 365 mfc, from 65 to 90% by weight of trans-1,2 dichloroethylene and from 2 to 20% by weight of 134a and / or 227ea are also of interest.
- the compositions according to the first object do not contain hydrochlorofluorocarbon.
- compositions according to the present invention can be used as blowing agent in the manufacture of foams of thermosetting polymers such as, for example, phenol / formaldehyde condensates or polyurethane. They are particularly suitable for the manufacture of polyurethane or polyisocyanurate foams.
- the second object of the present invention is a blowing agent for thermosetting polymer foams characterized in that it comprises 1, 1, 1, 3, 3-pentafluorobutane (365 mfc), trans-1,2 dichloroethylene and at least one compound chosen from 1,1,1,2 tetrafluoroethane (134a) and 1,1,1,2,3,3,3 heptafluoropropane (227ea).
- the blowing agent preferably comprises from 5 to 94% by weight of 365 mfc, from 5 to 94% by weight of trans-1,2 dichloroethylene and from 1 to 60% by weight of 134a and / or 227ea.
- the particularly preferred blowing agent comprises from 50 to 90% by weight of 365 mfc, from 5 to 30% by weight of trans-1,2 dichloroethylene and from 2 to 21% by weight of 227ea.
- the blowing agent comprising from 59 to 90% by weight of 365 mfc, from 5 to 30% by weight of trans-1,2 dichloroethylene and from 3 to 11% by weight of 134a is also preferred.
- the blowing agent comprising from 5 to 25% by weight of 365 mfc, from 65 to 90% by weight of trans-1,2 dichloroethylene and from 2 to 20% by weight of 134a and / or 227ea is also interesting.
- the blowing agent according to the present invention does not contain hydrochlorofluorocarbon.
- the methods for manufacturing polyurethane or polyisocyanurate foams are generally known and generally consist of reacting an organic polyisocyanate (including diisocyanate) with a polyol or a mixture of polyols in the presence of a blowing agent.
- a third object of the present invention is a process for the manufacture of polyurethane or polyisocyanurate foams in which an organic polyisocyanate (including diisocyanate) is reacted with a polyol or a mixture of polyols in the presence of a blowing agent according to the second object.
- the quantity of blowing agent used depends on the desired density of the foams thus produced. This amount is generally between 1 to 60 parts by weight per 100 parts by weight of polyol. It is preferably between 10 and 35 parts by weight per 100 parts of polyol.
- reaction between a polyisocyanate and a polyol or a mixture of polyols can be activated using an amine and / or other catalysts and surfactants.
- polyisocyanate there may be mentioned in particular aliphatic polyisocyanates with a hydrocarbon group of up to 18 carbon atoms, cycloaliphatic polyisocyanates with a hydrocarbon group of up to 15 carbon atoms, aromatic polyisocyanates with an aromatic hydrocarbon group having from 6 to 15 carbon atoms and arylaliphatic polyisocyanates with an arylaliphatic hydrocarbon group having 8 to 15 carbon atoms.
- the preferred polyisocyanates are diisocyanato-
- polyols there may be mentioned in particular glycerol, ethylene glycol, trimethylolpropane, pentaerythritol, polyether polyols, for example those obtained by condensation of an alkylene oxide or of a mixture of alkylene oxides with glycerol, ethylene glycol, trimethylolpropane, pentaerythritol, polyesterspolyols, for example those obtained from polycarboxylic acids, in particular oxalic acid, malonic acid, succinic acid, adipic acid, maleic acid , fumaric acid, isophthalic acid, terephthalic acid, with glycerol, ethylene glycol, trimethylolpropane, pentaerythritol.
- polyether polyols for example those obtained by condensation of an alkylene oxide or of a mixture of alkylene oxides with glycerol, ethylene glycol, trimethylolpropane, pentaerythrito
- polyether polyols obtained by adding alkylene oxides, in particular ethylene oxide and / or propylene oxide, on the aromatic amines in particular the mixture of 2.4 and 2.6 of toluene diamine are also suitable. .
- the components of polyurethane or polyisocyanurate foams are premixes. More generally, the formulation of the foams is premixed into two components.
- the first component better known under the name “component A”
- the second component better known under the name “component B”
- the present invention has as its fourth object a composition comprising the polyol and the blowing agent according to the second object.
- This composition preferably comprises 100 parts by weight of polyol and from 1 to 60 parts by weight of blowing agent.
- the composition according to the fourth subject of the present invention comprises 100 parts by weight of polyol and from 10 to 35 parts by weight of blowing agent preferably consisting essentially of 5 to 94% by weight of 365 mfc, of 5 to 94% by weight of trans-1,2 dichloroethylene and from 1 to 60% by weight of 134a and / or 227ea.
- the composition comprising 100 parts by weight of polyol and from 10 to 35 parts by weight of blowing agent consisting essentially of 5 to 25% by weight of 365 mfc, from 65 to 90% by weight of trans-1,2 dichloroethylene and from 2 to 20% by weight of 134a and / or 227ea is also advantageous.
- composition according to the fourth object has the advantage of not having in the operating temperature range of flash point under the standard conditions of determination (ASTM D3828).
- the temperature range is preferably between -30 and 61 ° C.
- composition according to the fourth object may also comprise a surfactant and / or a catalyst.
- compositions according to the first subject of the invention can be used as solvents, aerosols and / or refrigerants.
- Example 1 A composition is prepared containing 86% by weight of 365mfc, 10% by weight of trans 1,2 dichloroethylene and 4% by weight of 227ea. The flash point of the composition thus prepared is then determined under standard conditions (standard ASTM D3828) in the temperature range from -30 ° C to the boiling temperature. The bubble and dew temperature of this composition is also determined and the difference between the two temperatures is known as "glide”. In addition, the bubble pressure is determined at 50 ° C.
- Example 2 A composition is prepared containing 77% by weight of 365mfc, 20% by weight of trans 1,2 dichloroethylene and 3% by weight of 227ea.
- the flash point of the composition thus prepared is then determined under standard conditions (standard ASTM D3828) in the temperature range from -30 ° C to the boiling temperature.
- the bubble and dew temperature of this composition is also determined and the difference between the two temperatures is known as "glide”.
- the bubble pressure a is determined.
- Example 3 A composition is prepared containing 25% by weight of 365mfc, 25% by weight of trans 1,2 dichloroethylene and
- Example 4 A composition is prepared containing 50% by weight of 365mfc, 25% by weight of trans 1,2 dichloroethylene and 25% by weight of 134a. The flash point and the bubble pressure are then determined under the same conditions as in Example 3.
- Example 5 11.2 g of the composition prepared in Example 3 are mixed with 100 g of STEPANPOL PS2412 polyol (polyester-type polyol). The flash point in the temperature range from -30 ° C to 61 ° C is then determined under standard conditions (ASTM D3828). Result No flash point is observed.
- Example 6 12.4 g of the composition prepared in Example 4 are mixed with 100 g of STEPANPOL PS2412 polyol. The flash point in the temperature range from -30 ° C to 61 ° C is then determined under standard conditions (ASTM D3828).
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Dispersion Chemistry (AREA)
- Physics & Mathematics (AREA)
- Combustion & Propulsion (AREA)
- Thermal Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0403593A FR2868428B1 (fr) | 2004-04-06 | 2004-04-06 | Composition non inflammable utilisable comme agent gonflant |
| PCT/FR2005/000615 WO2005108477A1 (fr) | 2004-04-06 | 2005-03-15 | Composition non inflammable utilisable comme agent d’expansion |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1732976A1 true EP1732976A1 (fr) | 2006-12-20 |
Family
ID=34946411
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP05739659A Ceased EP1732976A1 (fr) | 2004-04-06 | 2005-03-15 | Composition non inflammable utilisable comme agent d'expansion |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20110213047A1 (ko) |
| EP (1) | EP1732976A1 (ko) |
| JP (1) | JP2007531813A (ko) |
| KR (1) | KR20070004902A (ko) |
| CN (1) | CN1942514B (ko) |
| FR (1) | FR2868428B1 (ko) |
| WO (1) | WO2005108477A1 (ko) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060179852A1 (en) * | 2005-02-16 | 2006-08-17 | Honeywell International Inc. | Compositions and methods for cleaning vapor compression systems |
| FR2899234B1 (fr) * | 2006-03-31 | 2017-02-17 | Arkema | Composition d'agent d'expansion |
| TW200835668A (en) * | 2007-02-06 | 2008-09-01 | Solvay Fluor Gmbh | Method of handling compositions comprising pentafluorobutane |
| EP2222746B1 (en) * | 2007-12-19 | 2015-10-28 | E. I. du Pont de Nemours and Company | Foam-forming compositions containing azeotropic or azeotrope-like mixture containing z-1,1,1,4,4,4-hexafluoro-2-butene and methyl formate and their uses in the preparation of polyisocyanate-based foams |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE1007699A3 (fr) * | 1993-11-04 | 1995-10-03 | Solvay | Compositions comprenant du pentafluorobutane et utilisation de ces compositions. |
| EP0946630B1 (de) * | 1996-12-17 | 2001-05-09 | Solvay Fluor und Derivate GmbH | Gemische mit 1,1,1,3,3-pentafluorbutan |
| ATE272089T1 (de) * | 1998-05-15 | 2004-08-15 | Kingspan Ind Insulation Ltd | Geschlossenzelliger phenolharzschaum |
| JP4298924B2 (ja) * | 1998-12-12 | 2009-07-22 | ソルヴェイ（ソシエテ アノニム） | １，１，１，３，３−ペンタフルオロブタンを含有する組成物および該組成物の使用 |
| WO2002099006A1 (en) * | 2001-06-01 | 2002-12-12 | Honeywell International, Inc. | Compositions of hydrofluorocarbons and trans-1,2-dichloroethylene |
| US6746998B2 (en) * | 2002-05-23 | 2004-06-08 | Illinois Tool Works, Inc. | Non-flammable ternary cleaning solvent |
| US20040132631A1 (en) * | 2003-01-02 | 2004-07-08 | Atofina Chemicals, Inc. | Blowing agent blends |
| DE10307572A1 (de) * | 2003-02-22 | 2004-09-02 | Solvay Fluor Und Derivate Gmbh | Nichtbrennbare Vormischung |
| US6793845B1 (en) * | 2003-04-22 | 2004-09-21 | Atofina Chemicals, Inc. | Foam premixes having improved processability |
| US6764990B1 (en) * | 2003-06-04 | 2004-07-20 | Honeywell International Inc. | Azeotrope-like compositions of pentafluoropropane, chloropropane and dichloroethylene |
| FR2874383B1 (fr) * | 2004-08-18 | 2006-10-13 | Arkema Sa | Composition a base de 1,1,1,3,3 - pentafluorobutane, utilisable dans des applications de depot, nettoyage, degraissage et sechage |
| US7524806B2 (en) * | 2005-07-07 | 2009-04-28 | Arkema Inc. | Trans-1, 2-dichloroethylene and hydrofluorocarbon or alkoxy perfluoroalkane compositions having elevated flash points |
-
2004
- 2004-04-06 FR FR0403593A patent/FR2868428B1/fr not_active Expired - Fee Related
-
2005
- 2005-03-15 CN CN2005800119151A patent/CN1942514B/zh not_active Expired - Fee Related
- 2005-03-15 EP EP05739659A patent/EP1732976A1/fr not_active Ceased
- 2005-03-15 JP JP2007506796A patent/JP2007531813A/ja active Pending
- 2005-03-15 WO PCT/FR2005/000615 patent/WO2005108477A1/fr not_active Application Discontinuation
- 2005-03-15 KR KR1020067022309A patent/KR20070004902A/ko not_active Application Discontinuation
- 2005-03-15 US US10/593,944 patent/US20110213047A1/en not_active Abandoned
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2005108477A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2868428B1 (fr) | 2006-06-23 |
| CN1942514A (zh) | 2007-04-04 |
| US20110213047A1 (en) | 2011-09-01 |
| FR2868428A1 (fr) | 2005-10-07 |
| JP2007531813A (ja) | 2007-11-08 |
| KR20070004902A (ko) | 2007-01-09 |
| CN1942514B (zh) | 2010-08-25 |
| WO2005108477A1 (fr) | 2005-11-17 |
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