Classifications

• • G—PHYSICS
  • G11—INFORMATION STORAGE
  • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
  • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
  • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
  • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
• • 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
  • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
  • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
  • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
  • C08G63/16—Dicarboxylic acids and dihydroxy compounds
  • C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
  • C08G63/19—Hydroxy compounds containing aromatic rings
  • C08G63/193—Hydroxy compounds containing aromatic rings containing two or more aromatic rings
• • 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
  • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
  • C08J5/18—Manufacture of films or sheets
• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
  • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics

Definitions

• the present invention relates to an optical media comprising an high quality polymeric material film. More in particular, the present invention relates to an optical media comprising a polymeric material film having resistance to ageing and UV radiation.
• FPD Flat-panel displays
• Glass has been widely used for several optical applications, due to its excellent characteristics, such as the transparency, the optical clarity, the high transparence in the visible light range, the high resistance to temperature and the compatibility with chemicals used in standard semiconductor manufacturing processing. Notwithstanding, due to its high weight and high brittleness, the use of glass as support in optical applications may cause problems to the final product realization. In addition, because glass is not flexible, it cannot be used in continuous processing, this leading to a relatively low final productivity.
• plastic is employed as the starting material for display manufacturing, a display that is not only lightweight and rugged but also flexible can be obtained.
• the realization of such a technology would have a significant impact on the display industry replacing the present sheet processes with a continuous roll-to-roll manufacturing process.
• the actual process involved in the display manufacturing are designed to work with the glass support that has excellent thermo-mechanical and optical properties and that can withstand high temperature processes, solvent treatments and UV-visible light exposure without significant changes in its properties.
• Typical display manufacturing processes such as those to manufacture liquid crystal display (LCD) and organic light emitting diode (OLED), having an active matrix (AM) or a passive matrix (PM), use the glass as support, at present.
• the glass is the starting point for the manufacturing process which comprises the coating of different functional layers which can vary according to the desired kind of display.
• Metals or metal oxides such as silicon or indium tin oxide (ITO) are coated on the glass by sputtering or vacuum deposition, for instance, and then treated by thermal, laser or chemical treatment to form the driving circuit of the display.
• ITO indium tin oxide
• TFT high performance driving circuits
• these processes are carried out on glass at a temperature of about 600°C. Recent developments have reduced this temperature to about 250-350°C by laser technique.
• US 5,817,550 and US 5,856,858 describe a method for the formation of thin film transistors on low-temperature plastic substrates.
• the methods includes the substrate to be coated on both sides by 0.1-5.0 microns of Si0 2 as first step in the manufacturing process. This allow the film to withstand the high temperature required by the TFT assembly.
• N.D. Young et Al., Low Temperature Poly-Si on Glass and Polymer Substrates, ASIA DISPLAY Workshop, 1998 describe the fabrication of polycrystalline silicon TFT on polymer supports.
• Thermal stability up to 250-350°C is required to the polymer substrate in order to obtain TFTs circuits with good properties, such as high mechanical properties and low thermal shrinkage rate to guarantee a good stability and self-sustaining properties during the construction processes. Further, protective layers are needed to increase the resistance to chemicals and solvents during displays manufacturing steps.
• the main application is as plastic support for displays where high barrier properties to moisture and. oxygen are required.
• the barrier structure is a multilayered composition of curable resins and inorganic compounds.
• the resins can be cured by UV radiation.
• Several patents and patent applications describe fluorene polyester materials for electrical applications.
• US Patent 3,546,165 describes thermally stable polyesters of various gem- bisphenols and dicarboxylic acids. Included are polyesters of 9,9-bis(4- hydroxyphenyl)fluorene with 100% isophthalic acids and 9,9-bis(4-hydroxyphenyl)fluorene with 80%wt isophthalic acid and 20%wt terephthalic acids. Softening temperature of 360°C for both these polymers are reported. UV stability and mechanical properties have not been evaluated.
• polyesters ' made by reacting 9,9-bis-(4- hydroxyphenyl)-fluorene with at least one member of the group consisting of isophthalic or terephthalic acid and using an interfacial polymerization process.
• the polyester inherent viscosity strongly depends upon the monomer purity and relatively small variations in purity of the diphenol monomer may cause large deviations in the inherent viscosity values.
• Polyester films are described to be used in the electrical insulation field, and neither data on optical properties nor possible applications are reported.
• US 4,967,306 discloses a 9,9-bis-(4-hydroxyphenyl)-fluorene/isophthalic and terephthalic acid polyester which contains a very low level of low molecular weight oligomers and has a tensile strength, elongation, chemical resistance, temperature stability, ultraviolet resistance and vacuum stability higher than the known in the art co- polymers containing low molecular weight oligomeric species. It is disclosed therein that films containing small amounts of oligomer will yellow or degrade upon limited exposure to ultraviolet radiation.
• the resin obtained from the polyarylate composed of 9,9-bis-(3-methyl-4- hydroxyphenyl)-fluorene and isophthalic acid reported in Journal of Applied Polymer Science, Vol. 29, p. 35 to 43 (1984) results to be too fragile and has insufficient abrasion resistance and low film quality.
• Japanese Patent Application No. 09-071 ,640 discloses a resin composed of (a) an aromatic dicarboxylic acid, (b) a specific amount of a substituted 9,9-bis-(4- hydroxyphenyl)-fluorene and (c) an aliphatic glycol; said resin is utilized in optical materials for its good transparency and heat resistance.
• US 4,810,771 discloses polyesters made of mono-ortho substituted bisphenols, and a blend of isophthalic and terephthalic acid.
• EP Patent Application 943,640 describes a film prepared with polyarylates synthesized using bisphenolfluorenes mono- and bi-substituted in the ortho position with alkyl (C1-C4) groups. Such polyarylates have a better stability to ultraviolet radiation.
• the present invention describe a plastic film suitable for optical applications and more preferably as a display support, able to withstand to the present manufacturing processes and to the environmental conditions during its use. Also, the use of a flexible plastic support will allow to introduce roll-to-roll technologies in the manufacturing of displays.
• An optical media comprising a polymeric material film, characterized in that said polymeric material is a polyester obtained from a 9,9-bis(4-hydroxyphenyl)fluorene derivative and a mixture of terephthalic acid and isophthalic acid derivatives, said polymeric material having an inherent viscosity lower than 0.80 dl/g and a yellowing coefficient Yc lower than 0.0050.
• An optical media comprising a polymeric material film, characterized in that said polymeric material is a polyester obtained from a 9,9-bis(4-hydroxyphenyl)fluorene derivative and a mixture of terephthalic acid and isophthalic acid derivatives, said polymeric material having an inherent viscosity lower than 0.80 dl/g and a yellowing coefficient Yc lower than 0.0050.
• polyester useful in the present invention can be represented by the general structure:
• A represents one or more different 9,9-bis(4-hydroxyphenyl)fluorene group having general formula (I):
• formula (I) B represents one or more different dicarboxy groups having the formula: formula (II)
• n is the number of the repeating units which build up the polymer and is a positive integer higher than 20.
• the present invention refers to an optical film comprising one or more polyesters represented by the following structure:
• the present invention refers to an optical film comprising a polyester obtained from at least two different polymerizable units represented by the 9,9-bis-(4-hydroxyphenyl)-fluorene group of general formula (I) and from a mixture of isophthalic acid and terephthalic acid.
• the mixture of isophthalic acid and terephthalic acid preferably comprises from 10 to 90% by weight of an isophthalic group and from 90 to 10% by weight of a terephthalic group; more preferably, the mixture of isophthalic acid and terephthalic acid comprises from 20 to 80%) by weight of an isophthalic group and from 80 to 20% by weight of a terephthalic group; most preferably, the mixture of isophthalic acid and terephthalic acid comprises from 30 to 70% by weight of an isophthalic group and from 70 to 30%o by weight of a terephthalic group.
• alky I group comprises not only those alky I units, such as methyl, ethyl, butyl, octyl, etc., but also those units bearing substituents such as halogen, nitrile, hydroxy, nitro, amino, carboxy, etc.
• alkyl unit on the contrary comprises only methyl, ethyl, cyclohexyl, etc.
• the polymeric material useful in the present invention has excellent resistance to ageing and to UV radiation and is less subject to yellowing upon exposure to UV-visible light sources. More in particular, the polymeric material shows a inherent viscosity lower than 0.80 dl/g, preferably lower than 0.70 dl/g, and more preferably in the range of from 0.65 to 0.30 dl/g.
• the polymeric material of the present invention can replace glass support in the manufacturing of a number of optical media known in the art, such as liquid crystal displays, electroluminescent displays, organic light-emitting diode displays, and the like. This allows to obtain more flexible and resistant displays than those conventionally manufactured using glass supports. Also, the use of the polymeric material of the present invention allows to use roll-to-roll technologies in the manufacturing of displays.
• Sample films were obtained by taking compound A and polymerizing it with the interfacial polycondensation technique as described in EP patent 396,418, utilizing a mixture of terephthalic acid (TPA) and isophthalic acid (I PA) and obtaining different inherent viscosity values as reported in the following Table 1.
• TPA terephthalic acid
• I PA isophthalic acid
• the so-obtained polymer was coated with the solvent coating technique using a 10% weight methylene chloride solution of the polymer.
• the resulting film having a thickness of 100 ⁇ m was then dried for 3 hours at a temperature of 25°C, gradually increasing the temperature up to a maximum of 160°C.
• the inherent viscosity of each sample was measured with a viscosimeter SCHOTT GERATE AVS400 equipped with bath thermal control HAAKE D8 and a capillary-viscometer SCHOTT Ubbelohde 53113 lc. Viscosity has been evaluated for solution of 0.1000 g dry polymer in 50ml of a mixture of phenol/1, 1,2,2-tetrachloethane 60/40 % by wt. The data related to inherent viscosity of each sample are reported in the following Table 1.
• Film samples were then subjected to UV ageing tests by using a Fusion F300 Lamp System produced by Fusion UV Systems Inc. equipped with a D bulb.
• Yc Yellowing Coefficient

Landscapes

• Chemical & Material Sciences (AREA)
• Physics & Mathematics (AREA)
• Medicinal Chemistry (AREA)
• Organic Chemistry (AREA)
• Polymers & Plastics (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Physics & Mathematics (AREA)
• Optics & Photonics (AREA)
• Engineering & Computer Science (AREA)
• Manufacturing & Machinery (AREA)
• Materials Engineering (AREA)
• Manufacture Of Macromolecular Shaped Articles (AREA)
• Polyesters Or Polycarbonates (AREA)

Priority Applications (4)

Applications Claiming Priority (2)

Publications (1)

Family

ID=33156362

Family Applications (1)

Country Status (8)

Families Citing this family (2)

Citations (7)

Family Cites Families (3)

• 2003
  • 2003-04-11 IT IT000018A patent/ITSV20030018A1/it unknown
• 2004
  • 2004-04-05 EP EP04725679A patent/EP1613681B1/en not_active Expired - Lifetime
  • 2004-04-05 CN CNA2004800097139A patent/CN1771276A/zh active Pending
  • 2004-04-05 KR KR1020057019283A patent/KR101005280B1/ko not_active Expired - Fee Related
  • 2004-04-05 JP JP2006504995A patent/JP2006522843A/ja active Pending
  • 2004-04-05 US US10/552,216 patent/US20060217521A1/en not_active Abandoned
  • 2004-04-05 WO PCT/EP2004/003581 patent/WO2004090012A1/en not_active Ceased
  • 2004-04-05 DE DE602004012726T patent/DE602004012726T2/de not_active Expired - Lifetime

Patent Citations (7)

Non-Patent Citations (3)

Also Published As

Similar Documents

Legal Events