EP1095080A1 - Verfahren zur herstellung thermotroper giessharzsysteme und seine anwendung - Google Patents
Verfahren zur herstellung thermotroper giessharzsysteme und seine anwendungInfo
- Publication number
- EP1095080A1 EP1095080A1 EP99924875A EP99924875A EP1095080A1 EP 1095080 A1 EP1095080 A1 EP 1095080A1 EP 99924875 A EP99924875 A EP 99924875A EP 99924875 A EP99924875 A EP 99924875A EP 1095080 A1 EP1095080 A1 EP 1095080A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- thermotropic
- temperature
- monomeric compound
- photo
- structural change
- 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- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
- C03C17/32—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with synthetic or natural resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
- C08F290/14—Polymers provided for in subclass C08G
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/01—Hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
- C09D167/07—Unsaturated polyesters having carbon-to-carbon unsaturation having terminal carbon-to-carbon unsaturated bonds
-
- 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
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
-
- 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
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
- C09K2323/03—Viewing layer characterised by chemical composition
- C09K2323/035—Ester polymer, e.g. polycarbonate, polyacrylate or polyester
-
- 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
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
- C09K2323/05—Bonding or intermediate layer characterised by chemical composition, e.g. sealant or spacer
- C09K2323/057—Ester polymer, e.g. polycarbonate, polyacrylate or polyester
-
- 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
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
- C09K2323/05—Bonding or intermediate layer characterised by chemical composition, e.g. sealant or spacer
- C09K2323/059—Unsaturated aliphatic polymer, e.g. vinyl
Definitions
- thermotropic cast resin systems Process for the production of thermotropic cast resin systems and its application
- the present invention relates to a process for producing thermotropic casting resin systems
- thermotropic casting resin systems comprising at least one matrix polymer which includes at least one (thermotropic) monomeric compound which is immiscible with the matrix polymer and which can be influenced by the change in temperature in its structure, the matrix polymer and the thermotropic monomeric compound being selected in this way are that their refractive indices are approximately the same in the temperature range below the temperature relevant for the structural change up to the temperature of the structural change of the thermotropic monomeric compound, and thus the casting resin system is translucent or transparent in this temperature range, and the use of such thermotropic casting resin systems.
- Various thermo-optical systems are already known, particularly in connection with the shading of glass surfaces.
- thermo-optical polymer material is known from the generic DE 44 33 090 A1, which consists of at least one matrix polymer and a monomeric compound, the matrix polymer and the monomeric compound being selected such that their refractive indices in the temperature range below the temperature relevant for the structural change up to the temperature of the structural change of the monomeric compound are approximately the same and the polymer material is thus translucent and transparent in this temperature range.
- matrix polymers consists of at least one matrix polymer and a monomeric compound, the matrix polymer and the monomeric compound being selected such that their refractive indices in the temperature range below the temperature relevant for the structural change up to the temperature of the structural change of the monomeric compound are approximately the same and the polymer material is thus translucent and transparent in this temperature range.
- Polyester proposed and as monomeric compounds preferably alkanes with CIO to C25.
- thermotropic systems can be formulated on the basis of completely segregated polymers which are used for the production of thermotropic coatings.
- a coating solution is first prepared (for example with xylene as a solvent). The application of the
- Coating solution is carried out using known coating technology, such as knife coating, spraying or flooding. After the coating solution has been applied, the solvent is evaporated off and the crosslinking is then thermally induced. After cooling and intermediate storage, a top layer is preferably applied.
- coating technology such as knife coating, spraying or flooding.
- the solvent is evaporated off and the crosslinking is then thermally induced.
- a top layer is preferably applied.
- toxic vapors can arise when the solvent is evaporated. This can lead to environmental degradation as well require increased investment costs for occupational safety.
- the manufacturing process can only be carried out for open areas or for coatings with a limited thickness, so that the large-scale industrial application is limited.
- thermotropic gel which mainly consists of colloidal particles of a polyether-water mixture, which is enclosed by a gel layer made of a vinyl-carboxyl-water mixture.
- a surfactant surface serves as a solubilizer.
- thermotropic gels can, for example, be filled into a space between the panes to produce thermo-optical glazing.
- the disadvantage of the development is that the generally highly viscous systems can only be filled with great effort and the edge seals have to be made water-vapor diffusion-tight as well as resistant to chemicals in order to prevent drying out.
- the long-term stability of the corresponding glazing is generally severely restricted.
- the present invention has for its object to provide a method for producing thermotropic cast resin systems create that makes it possible to produce long-term resistant thermotropic cast resin systems of any shape and size in a fast and environmentally friendly manner.
- thermotropic cast resin systems are thermotropic cast resin systems
- T-OPAL by dissolving the monomeric compound in a photo-curing oligomer, reactive diluent and photoinitiator-containing matrix solution to form a liquid, photo-curable system and subsequent photo-irradiation with exclusion of oxygen for curing, there is no need for a solvent to be evaporated. This means that there are no (often toxic) solvent emissions, which means that the workload is low without the need for additional protective measures.
- the elimination of the drying process which is very time-consuming with solvent-containing coating solutions or only enables coatings of small thickness, can significantly reduce the process times. Appropriate variation of the parameters (for example increased addition of photoinitiators) allows very short curing times to be achieved.
- the process is also characterized by the very simple process control and the low outlay on equipment, and the hardened cast resin system, in contrast to thermotropic gels according to the prior art, has significantly improved long-term stability.
- the reactive thinner enters into the curing reaction in the present production process (depending on the intensity of the radiation, addition of appropriate photoinitiators and
- the filling form of the cast resin system requires a photo-irradiation period of 1 to 20 minutes).
- the thermotropic compound or component precipitates out very finely and is thus built into the matrix in the crystalline state.
- the matrix solution In order to enable the desired precipitation, the matrix solution must have an appropriate solubility for the thermotropic component.
- the solvency of the matrix in combination with the crosslinking speed determines the particle size distribution and the number of separation zones, which in turn have a significant influence on the radiation properties of the layers. Both the temperature-dependent reduction in the level of radiation transmission and the wavelength dependency of the transmission can be specifically varied using these parameters.
- the optical density of the resulting matrix is matched to the thermotropic component, that is to say that the refractive index of the matrix corresponds to that of the thermotropic component below the temperature relevant for the structural change in the thermotropic component (for example, the refractive index of the matrix when using paraffins is preferably 1.5 ⁇ n D 20 ⁇ 1.58).
- the refractive index of the matrix is constant over a wide temperature range (for example between 10 and 40 ° C.). Since no thermal treatment is necessary to cure the matrix solution, the entire production process, that is to say the dissolution of the thermotropic monomeric compound in the matrix solution and the subsequent photoirradiation, can take place at room temperature. For processing reasons, an ambient temperature range of 10 to 30 ° C must be maintained, preferably 20 ° C.
- the photoirradiation can be carried out with light of different wavelengths, but the irradiation with UV light in the wavelengths from 200 to 500 nm is particularly advantageous.
- the matrix solution can be composed in many different ways.
- acrylic-modified, saturated, aliphatic systems such as e.g. To use polyester, urethane or polyether, 20 to 80 parts being advantageously used in the formulation.
- 80 to 20 parts of reactive diluent are preferably added to the formulation.
- Commercial photoinitiators such as e.g. Phosphine oxides and ketones. An initiator content of 0.5 to 1 part is advantageously chosen.
- the temperature which is decisive for the structural change and thus for the changed optical properties can be in the range from 10 to 50 ° C., preferably in the range from 20 to 40 ° C.
- the mixed liquid casting resin system which already contains the thermotropic component can be filled in various ways.
- any transparent filler it is possible, for example, to fill the liquid system in an intermediate space between the two transparent glass or plastic panes, which is sealed all the way around before the photo-irradiation. In this way, the outflow of oxygen during the curing of the cast resin system is ensured in a particularly simple manner.
- a separate edge seal can be dispensed with.
- techniques that are already established in the glazing industry can be used because, for example, the filling of inter-pane spaces for sound insulation purposes is already state of the art.
- the panes surrounding the filling can remain or can also be removed. If the surrounding panes remain, the adhesion between the filling and the panes can preferably be further improved by commercially available adhesion promoters, such as silanes, which at the same time increases the strength of the overall arrangement. This can be done, for example, by applying suitable adhesion promoters to the corresponding inner surfaces of the surrounding panes respectively.
- adhesion promoters such as silanes
- Another possibility is to openly apply the liquid system to a substrate before the photo irradiation. This can be done by methods customary in the paint industry, such as spraying, flooding or
- layer thicknesses can be achieved in a very wide range of sizes. It is therefore easily possible to achieve layer thicknesses in the range from 0.1 mm to 10 mm.
- Corresponding fillings or coatings can be used in all areas of technology, especially in sun-exposed structures and motor vehicles.
- the coating or filling according to the invention of transparent components, for example made of glass or plastic, can thus provide a screen or shade which is opaque at high temperatures. becomes more casual and thus makes the use of energy-intensive air conditioning systems unnecessary or enables a smaller dimensioning. Because of the low raw material costs, the costs of the fillings or coatings according to the invention are comparatively low.
- the figure shows the directional-hemispherical transmission of light of different wavelengths through a 2 mm thick thermotropic cast resin disc.
- the upper curve (filled squares) shows the transmission at 20 ° C
- the lower curve (empty squares) the transmission at 35 ° C.
- T which reproduces the radiation flow of the emerging light beam in relation to the radiation flow of the incoming light beam. This is 0.69 at 20 ° C, but only 0.24 at 40 ° C.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Casting Or Compression Moulding Of Plastics Or The Like (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19825984A DE19825984C1 (de) | 1998-06-10 | 1998-06-10 | Verfahren zur Herstellung thermotroper Gießharzsysteme und seine Verwendung |
DE19825984 | 1998-06-10 | ||
PCT/EP1999/003043 WO1999064488A1 (de) | 1998-06-10 | 1999-05-04 | Verfahren zur herstellung thermotroper giessharzsysteme und seine anwendung |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1095080A1 true EP1095080A1 (de) | 2001-05-02 |
Family
ID=7870551
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP99924875A Withdrawn EP1095080A1 (de) | 1998-06-10 | 1999-05-04 | Verfahren zur herstellung thermotroper giessharzsysteme und seine anwendung |
Country Status (4)
Country | Link |
---|---|
US (1) | US6489377B1 (de) |
EP (1) | EP1095080A1 (de) |
DE (1) | DE19825984C1 (de) |
WO (1) | WO1999064488A1 (de) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10124363B4 (de) * | 2001-05-18 | 2006-03-09 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Thermotrope Folie und Verfahren zu deren Herstellung |
DE102004037812B4 (de) * | 2004-08-04 | 2007-07-19 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verwendung eines ausgehärteten Gemisches enthaltend ein Matrixpolymer und eine hydrophobe und/oder oleophobe Komponente als schmutzabweisende Schutzschicht |
US20070014997A1 (en) * | 2005-07-14 | 2007-01-18 | 3M Innovative Properties Company | Tool and method of making and using the same |
US7651863B2 (en) * | 2005-07-14 | 2010-01-26 | 3M Innovative Properties Company | Surface-enhanced spectroscopic method, flexible structured substrate, and method of making the same |
US7906057B2 (en) * | 2005-07-14 | 2011-03-15 | 3M Innovative Properties Company | Nanostructured article and method of making the same |
US20080190138A1 (en) * | 2006-06-23 | 2008-08-14 | Mindful Moods, Llp | Calibratable Mood Patch-Apparatus and Method of Use |
DE102007017791A1 (de) * | 2007-04-16 | 2008-10-30 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Komposit mit inversen thermochromen Eigenschaften, dieses enthaltender Verbundwerkstoff sowie dessen Verwendung |
DE102007061513A1 (de) | 2007-12-20 | 2009-06-25 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Dotierkapseln, diese enthaltende Verbundsysteme sowie deren Verwendung |
IL244633B (en) | 2016-03-17 | 2020-08-31 | Donval Ariela | Optical limiter depends on temperature, compound and device |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3701740A1 (de) * | 1987-01-22 | 1988-08-04 | Bayer Ag | Thermotrope polymere enthaltende ungesaettigte polyesterharze, verfahren zu ihrer herstellung und ihre verwendung zur herstellung von formkoerpern |
EP0544052B1 (de) | 1991-11-27 | 1996-09-04 | Daicel-Ucb Co., Ltd. | Verwendung einer Photohärtbaren Harzzusammensetzung zur Herstellung einer laminierten Folie. |
DE4414088A1 (de) * | 1994-04-22 | 1995-10-26 | Basf Ag | Gele mit thermotropen Eigenschaften |
DE4433090A1 (de) | 1994-09-16 | 1996-03-21 | Fraunhofer Ges Forschung | Thermooptischer variabler Polymerwerkstoff und seine Anwendung |
JPH09504572A (ja) | 1994-11-04 | 1997-05-06 | ザ カー コーポレイション | 放射線硬化可能な成形用組成物 |
DE19601085A1 (de) * | 1996-01-13 | 1997-07-17 | Basf Ag | Gele mit thermotropen Eigenschaften |
DE19642886A1 (de) | 1996-10-17 | 1998-04-23 | Fraunhofer Ges Forschung | Verfahren zur Herstellung eines thermooptischen variablen Polymerwerkstoffes und seine Anwendung |
-
1998
- 1998-06-10 DE DE19825984A patent/DE19825984C1/de not_active Expired - Fee Related
-
1999
- 1999-05-04 US US09/701,939 patent/US6489377B1/en not_active Expired - Fee Related
- 1999-05-04 WO PCT/EP1999/003043 patent/WO1999064488A1/de not_active Application Discontinuation
- 1999-05-04 EP EP99924875A patent/EP1095080A1/de not_active Withdrawn
Non-Patent Citations (1)
Title |
---|
See references of WO9964488A1 * |
Also Published As
Publication number | Publication date |
---|---|
WO1999064488A1 (de) | 1999-12-16 |
US6489377B1 (en) | 2002-12-03 |
DE19825984C1 (de) | 2000-03-16 |
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Legal Events
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PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
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RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: FRAUNHOFER-GESELLSCHAFT ZUR FOERDERUNG DERANGEWAND |
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17Q | First examination report despatched |
Effective date: 20031023 |
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RTI1 | Title (correction) |
Free format text: METHOD FOR PRODUCING THERMOTROPIC CASTING RESIN SYSTEMS |
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GRAP | Despatch of communication of intention to grant a patent |
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