CN102362327A - Polyurethane sheet for light guide panel material, process for producing same, and use of same - Google Patents
Polyurethane sheet for light guide panel material, process for producing same, and use of same Download PDFInfo
- Publication number
- CN102362327A CN102362327A CN2010800130931A CN201080013093A CN102362327A CN 102362327 A CN102362327 A CN 102362327A CN 2010800130931 A CN2010800130931 A CN 2010800130931A CN 201080013093 A CN201080013093 A CN 201080013093A CN 102362327 A CN102362327 A CN 102362327A
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- China
- Prior art keywords
- polyurethane sheet
- sheet
- present
- polyurethane
- lgp
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Classifications
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/758—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01H—ELECTRIC SWITCHES; RELAYS; SELECTORS; EMERGENCY PROTECTIVE DEVICES
- H01H13/00—Switches having rectilinearly-movable operating part or parts adapted for pushing or pulling in one direction only, e.g. push-button switch
- H01H13/02—Details
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- 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
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01H—ELECTRIC SWITCHES; RELAYS; SELECTORS; EMERGENCY PROTECTIVE DEVICES
- H01H13/00—Switches having rectilinearly-movable operating part or parts adapted for pushing or pulling in one direction only, e.g. push-button switch
- H01H13/70—Switches having rectilinearly-movable operating part or parts adapted for pushing or pulling in one direction only, e.g. push-button switch having a plurality of operating members associated with different sets of contacts, e.g. keyboard
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Push-Button Switches (AREA)
- Planar Illumination Modules (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polyurethanes Or Polyureas (AREA)
- Switch Cases, Indication, And Locking (AREA)
Abstract
Disclosed are: a polyurethane sheet for a light guide panel, which can keep translucency, has excellent dimensional stability at higher temperatures, and also has excellent flexibility; a process for producing the polyurethane sheet; and use of the polyurethane sheet. The polyurethane sheet is characterized by being produced by mixing a prepolymer comprising a polypropylene glycol ether (MW (average molecular weight): 500 to 1500) and an alicyclic diisocyanate with a polycaprolactone triol (Mw:350 to 800) as a crosslinking agent and shaping the resulting mixture into a sheet-like form, and is also characterized by being used preferably as a numeric keypad back light. The process for producing the polyurethane sheet is characterized by adding an alicyclic diisocyanate to a polypropylene glycol ether (Mw: 500 to 1500) to prepare a urethane prepolymer, adding a polycaprolactone triol (MW: 350 to 800) as a crosslinking agent to the urethane prepolymer, and shaping the resulting mixture into a sheet-like form.
Description
Technical field
The present invention relates to a kind of LGP material with polyurethane sheet and manufacturing approach and purposes, the LGP material that relates in particular to a kind of excellent in dimensional stability and flexible excellence when keeping light transmission, under the high temperature is with polyurethane sheet and manufacturing approach and purposes.
Background technology
At present; As the such film stock of the LGP of LED-backlit (バ Star Network ラ イ ト) purposes; Mainly adopt the excellent PMMA resin of light transmittance, but, therefore bring into use Merlon, polyester, polyurethane etc. owing to shortcomings such as existence approach processing difficulties, flexibility is poor and crisp.
But,, therefore,, for example in the numerical key grade backlight, have the poor slightly shortcomings of performance such as clicking (Network リ Star Network) sense in the purposes that requires flexibility (flexible) because the hardness of Merlon or polyester is high.
Need to prove, " numerical key is backlight " for the numerical key of the numerical key part of the mobile phone that is laid in or notebook computer etc. following, play the parts that make the luminous effect of numerical key.In addition, " click feel " for being delivered to the recessed sense of touch of button of finger when pushing action button such as numerical key, and when obtaining click feel, the operator feels easily and operates.When numerical key material softness backlight, owing to follow the depression of button part, therefore can obtain click feel, but when numerical key material backlight is hard, the depression of button part is difficult for transmitting, and is difficult for the acquisition click feel, therefore, is evaluated as " click feel is poor ".
Though can improve above-mentioned shortcoming through making it attenuation, cross when thin when it, there is following problem: 1. processing difficulties; 2. go into light quantity and reduce function reduction etc.
On the other hand, compare with Merlon or polyester, the hardness of polyurethane is low, therefore, even certain thickness is arranged, also can keep flexibility.At this moment,, generally use to be the no xanthochromia of raw material, difficult xanthochromia type, but can shrink (shrinkage) because of heat with aliphat or alicyclic vulcabond in order to obtain optical characteristics, therefore, the poor dimensional stability under the high temperature more than 80 ℃.
Patent documentation 1 is disclosed to be; To mix by the reaction raw materials that polyol component that comprises the polyalcohol that two pure and mild 3 officials can be above and the PIC composition that comprises the PIC that vulcabond and 3 officials can be above constitute and reaction, when forming the polyurethane protective layer on the surface of glass or plastics, its diaphragm has the rub resistance of height and the stain resistance of excellence.
But there is following problem in this technology: the LGP material that can not obtain when keeping light transmission excellent in dimensional stability under the high temperature and flexible excellence is used polyurethane sheet.
The inventor studies this reason; The result finds; Polyol component confirm with the PIC composition confirm it is important, and, only use the organic metal class catalyst of patent documentation 1 disclosed that kind or tertiary amine compound class catalyst not to deal with problems; Crosslinking agent selected extremely important; This just can address the above problem after organically combining, and the LGP material that can obtain when keeping light transmission excellent in dimensional stability under the high temperature and flexible excellence is used polyurethane sheet, until having accomplished the present invention.
Japanese documentation 1: the spy opens flat 1-056717 communique
Summary of the invention
Theme of the present invention is, the LGP material that a kind of excellent in dimensional stability and flexible excellence when keeping light transmission, under the high temperature be provided with polyurethane sheet and manufacturing approach thereof with and uses thereof.
In addition, other theme of the present invention is come clear and definite by following record.
Above-mentioned theme can solve through each following invention.
A kind of LGP material is used polyurethane sheet among the present invention; It is characterized in that; By polypropylene glycol ether (Mw (mean molecule quantity): 500～1500) and in the prepolymer that constitutes of ester ring type vulcabond, sneak into polycaprolactonetriol (Mw:350～800), form sheet form as crosslinking agent.
A kind of LGP material is characterized in that with the purposes of polyurethane sheet among the present invention, with described LGP material with polyurethane sheet as numerical key use backlight.
A kind of LGP material is with the manufacturing approach of polyurethane sheet among the present invention; It is characterized in that; In polypropylene glycol ether (Mw:500～1500), add the ester ring type vulcabond and make urethane prepolymer; In this urethane prepolymer, add polycaprolactonetriol (Mw:350～800), form sheet as crosslinking agent.
LGP material of the present invention is characterized in that with the manufacturing approach of polyurethane sheet it is backlight that the LGP material can be used for numerical key with polyurethane sheet.
According to the present invention, can provide a kind of when keeping light transmission the excellent in dimensional stability under the high temperature and flexible excellence the LGP material with polyurethane sheet and manufacturing approach thereof with and uses thereof.
Embodiment
Below, execution mode of the present invention is described.
LGP material of the present invention uses polyurethane sheet to do, in the prepolymer that is made up of polypropylene glycol ether (Mw:500～1500) and ester ring type vulcabond, sneaks into the polycaprolactonetriol (Mw:350～800) as crosslinking agent, formed sheet form.
At this, the assay method of average molecular weight Mw is calculated by hydroxyl value.
In the present invention, so that being 0.95～1.20 mode, the NCO/OH mol ratio adds polycaprolactonetriol, urethane prepolymer.
In the present invention, with regard to the components matching ratio of above-mentioned prepolymer, polypropylene glycol ether 100 weight portions with the scope adding ester ring type vulcabond of 80～150 weight portions, are preferably the scope of 100～140 weight portions relatively.
As employed polypropylene glycol ether among the present invention, can select to use mean molecule quantity is the polypropylene glycol ether of 500～1500 scope, and preferably selecting to use mean molecule quantity is the polypropylene glycol ether of 800～1200 scope.
When the molecular weight of polypropylene glycol ether during far above above-mentioned scope, the transparency is poor, and during far below above-mentioned scope, flexibility is poor.
As employed ester ring type vulcabond among the present invention, can enumerate alicyclic diisocyanates such as hydrogenated diphenyl methane diisocyanate, IPDI, be preferably hydrogenated diphenyl methane diisocyanate.
Do not select aromatic diisocyanate in the present invention and select alicyclic diisocyanate to be because it xanthochromia does not take place, can keep transparent cause for more time.
In addition; As the polycaprolactonetriol that is used as crosslinking agent among the present invention; Can select to use mean molecule quantity is the polycaprolactonetriol of 350～800 scope; Preferably select using mean molecule quantity is the polycaprolactonetriol of 350～500 scope, and further preferably selecting to use mean molecule quantity is the polycaprolactonetriol of 350～400 scope.
When select using mean molecule quantity to be the polycaprolactonetriol of 350～800 scope, the dimensional stability (thermal endurance) that can obtain high temperature under reaches the film forming based on the excellence of resin viscosity.
Since flexible poor when mean molecule quantity is lower than 350, therefore, be inappropriate for the LGP of flexibility as requirement of the present invention.
In addition, in the present invention, also preferably will in polycaprolactonetriol, add catalyst in advance and the masterbatch that mixes as crosslinking agent.
Uses polyurethane sheet for LGP material of the present invention, can make all thickness, but when considering purposes such as numerical key is backlight, contact panel, preferred thickness range is 0.05～0.3mm that further preferable range is 0.1～0.2mm according to its purposes.
In the present invention, through selected mean molecule quantity the polycaprolactonetriol of 350～800 scope, the LGP material that can obtain having excellent function is used polyurethane sheet.Though said LGP material is very thin as stated with polyurethane sheet, has thermal endurance and go into not minimizing of light quantity.
In the present invention, have in use under the situation of ethers triol of non-polycaprolactonetriol of above-mentioned specified molecular weight, can not obtain thermal endurance of the present invention and based on the film forming of the excellence of resin viscosity.
In the present invention; Through in the prepolymer that constitutes by above-mentioned specific polyol component and specific PIC composition, adding above-mentioned specific cross linker; Branch and polymerization, the so-called polymerization through three-dimensional urethane reaction of generation take place between the two (prepolymer and crosslinking agent); And organically combine, therefore, excellent in dimensional stability and the LGP material of flexible excellence that can obtain under the high temperature of the present invention are used polyurethane sheet.
In the present invention; In the scope of not damaging effect of the present invention; Can add as metal complexs such as the di-n-butyltin dilaurate of catalyst or two laurate dioctyl tins, can add additives such as UV absorbent as metal salt compound, phenols or the benzophenone etc. of the amide-type of antistatic agent or acid imide etc.
Constituting LGP material of the present invention uses the polyurethane elastomer of polyurethane sheet to be hardness (JIS-A; デ ユ ロ A) scope 70～97, the transparent no xanthochromia type thermosetting polyurethane elastomer that in stress-extension curve of 25 ℃, do not have yield point, have 85% above spectral transmission.
When hardness is lower than 70, become too soft and be difficult to handle, thermal endurance is also poor, when hardness greater than 97 the time, in stress-extension curve of 25 ℃, produce yield point, flexibility is not enough.
In the present invention, the mensuration of stress-percentage elongation can be measured through following method,, with the sheet material of mixture forming thickness 2mm of the present invention, is made into No. 5 dumb-bell shapes of JIS K6251 that is, with the speed of 50mm/min it is stretched.
In addition, because LGP material of the present invention with the flexible excellence of polyurethane sheet, therefore, is requiring movable part also can have optical characteristics, numerical key etc. can obtain good click feel.
And it compares less expensive with silicon etc., and the change in size under the high temperature is little, till 85 ℃, can use, and has anti-knocking property.
In addition, so-called anti-the knocking property among the present invention, will to touch son (touching son) R φ 2.0mm (urethane) even, knock with 400g and to implement to knock test under 2,000,000 times the condition and have concavo-convex also not damaged situation to be regarded as having anti-knocking property.
Use polyurethane sheet for LGP material of the present invention, consider that from its characteristic it is backlight to be particularly preferred for numerical key, the numerical key that more preferably is used for mobile phone is backlight.
As the manufacturing process of LGP material of the present invention with polyurethane sheet, not special the qualification can be used LGP any methods with sheet material that can be shaped such as compression forming, injection mo(u)lding, transfer modling moulding or extrusion modling.
Embodiment
Below, utilize embodiment illustration effect of the present invention.
Embodiment 1
< making of polyurethane sheet >
(Mw: mean molecule quantity 1000) 100 weight portions are heated after 80 ℃, put into and are preheated to 80 ℃ reactor, add hydrogenated diphenyl methane diisocyanate 137 weight portions while stir, and make its reaction 4 hours, obtain urethane prepolymer with polypropylene glycol ether.This urethane prepolymer temporarily cools off, and returns to 25 ℃.
In addition, in the polycaprolactonetriol of mean molecule quantity 375, add catalyst di-n-butyltin dilaurate 800ppm and mix, with it as crosslinking agent.
So that the mode of NCO/OH=1.07 was at room temperature mixed 1 minute and deaeration after 5 minutes, it is flowed on crystalline p p sheet above-mentioned urethane prepolymer and crosslinking agent, process 0.2mm with scraper.
This sheet material was descended heating 10 minutes and made it semi-harden at 90 ℃, thereafter, under 80 ℃ * 6 hours condition, it is hardened fully.
Peel crystalline p p sheet from resulting shaping sheet material, be made into LGP material of the present invention and use polyurethane sheet.
For the rerum natura of this polyurethane sheet, utilize following evaluation method to estimate.
< evaluation method >
1. spectral transmission (evaluation of light transmission)
With UV (ultraviolet ray)-VIS (luminous ray) spectrum; With the transmissivity among wavelength 400nm, 500nm, the 600nm is to be evaluated as " zero " more than 90%; With being evaluated as " △ " more than 85% and less than 90%, will be evaluated as " * " less than 85%, evaluation result is shown in table 1.
2.85 ℃ change in size (evaluation of the dimensional stability under the high temperature)
The polyurethane sheet of processing is made thickness 0.2mm, 50mm * 50mm test film,, when 50mm ± 0.2mm is above, be evaluated as " * ", evaluation result is shown in table 1 if the change in size 85 ℃ the time is below 50mm ± 0.2mm, then to be evaluated as " zero ".
3. flexible
About the dumbbell-shaped specimen of JIS5 number regulation, in stress-extension curve (25 ℃, 50mm/min), whether have yield point, the average evaluation that will not have a yield point is " zero ", will have the average evaluation of yield point to be " * ", and evaluation result is shown in table 1.
4. knocking property
To touch sub-R φ 2.0mm (urethane), to knock with 400g and implement to knock test under 2,000,000 times the condition; If do not have concavo-convex and damaged; Then be evaluated as " zero "; To have concavo-convex but not have average evaluation no problem in breakage, the practicality for " △ ", with breakage average evaluation be " * ", evaluation result is shown in table 1.
Comparative example 1
The mean molecule quantity that makes the polycaprolactonetriol of embodiment 1 is 300, likewise makes polyurethane sheet, likewise estimates with embodiment 1, and evaluation result is shown in table 1.
Comparative example 2
For thermoplasticity non-yellow stain polyurethane pellet; Through hot pressing pressurization 5 minutes under 190 ℃, the condition of 20MPa, the sheet material of forming thickness 0.2mm is annealed under the condition of 25 ℃ * 350h with mould; Sheet material that forms thus and embodiment 1 likewise estimate, and evaluation result is shown in table 1.
Comparative example 3
The sheet material of the level and smooth transparent PETG of thickness 0.2mm as comparative example 3, is likewise estimated with embodiment 1, evaluation result is shown in table 1.
[table 1]
Can know that by table 1 it is 85% that LGP material of the present invention uses the spectral transmission of polyurethane sheet, change in size (excellent heat resistance) takes place hardly under 85 ℃, and, flexible excellence.And then can know, because breakage takes place in anti-knocking property test, therefore, obtain as the numerical key sufficient function with LGP backlight.
Can know by comparative example 1, therefore flexible poor because the mean molecule quantity of polycaprolactonetriol is little, can not be used as LGP material of the present invention.
Can know by comparative example 2; Since use the thermoplasticity non-yellow stain polyurethane pellet of non-thermosetting substance of the present invention, therefore, poor heat resistance (change in size taking place down) at 85 ℃; And sheet material is damaged in anti-knocking property test, does not obtain as the numerical key intensity with LGP backlight.
With regard to comparative example 3, owing to use the sheet material of level and smooth transparent PETG, therefore flexible poor.
Claims (4)
1. a LGP material is used polyurethane sheet; It is characterized in that; By polypropylene glycol ether (Mw (mean molecule quantity): 500～1500) and in the prepolymer that constitutes of ester ring type vulcabond, sneak into polycaprolactonetriol (Mw:350～800), form sheet form as crosslinking agent.
2. a LGP material is characterized in that with the purposes of polyurethane sheet, with the described LGP material of claim 1 with polyurethane sheet as numerical key use backlight.
3. a LGP material is with the manufacturing approach of polyurethane sheet; It is characterized in that; In polypropylene glycol ether (Mw:500～1500), add the ester ring type vulcabond and make urethane prepolymer; In this urethane prepolymer, add polycaprolactonetriol (Mw:350～800), form sheet as crosslinking agent.
4. LGP material as claimed in claim 3 is characterized in that with the manufacturing approach of polyurethane sheet it is backlight that the LGP material can be used for numerical key with polyurethane sheet.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009-079687 | 2009-03-27 | ||
| JP2009079687 | 2009-03-27 | ||
| PCT/JP2010/052399 WO2010109983A1 (en) | 2009-03-27 | 2010-02-18 | Polyurethane sheet for light guide panel material, process for producing same, and use of same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102362327A true CN102362327A (en) | 2012-02-22 |
| CN102362327B CN102362327B (en) | 2014-11-26 |
Family
ID=42780679
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201080013093.1A Expired - Fee Related CN102362327B (en) | 2009-03-27 | 2010-02-18 | Polyurethane sheet for light guide panel material, process for producing same, and use of same |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JP5243597B2 (en) |
| KR (1) | KR101272639B1 (en) |
| CN (1) | CN102362327B (en) |
| TW (1) | TWI421266B (en) |
| WO (1) | WO2010109983A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105607180A (en) * | 2014-11-21 | 2016-05-25 | 上海飞凯光电材料股份有限公司 | Antistatic optical fiber and manufacturing method thereof |
| CN112812266A (en) * | 2021-01-05 | 2021-05-18 | 江苏铁锚玻璃股份有限公司 | IPDI type transparent high-strength polyurethane plate and preparation method thereof |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5932235B2 (en) * | 2011-04-07 | 2016-06-08 | バンドー化学株式会社 | Flexible light guide plate and method of manufacturing flexible light guide plate |
| JP5919643B2 (en) * | 2011-05-02 | 2016-05-18 | 東ソー株式会社 | Thermoplastic polyurethane resin composition |
| JP2014044880A (en) * | 2012-08-27 | 2014-03-13 | Bando Chem Ind Ltd | Flexible light guide plate |
| JP2014085640A (en) * | 2012-10-26 | 2014-05-12 | Bando Chem Ind Ltd | Sheet for floor marking and flexible illumination floor mat |
| JP6174754B2 (en) * | 2016-04-28 | 2017-08-02 | バンドー化学株式会社 | Sheet material and method for producing sheet material |
| WO2022107689A1 (en) * | 2020-11-19 | 2022-05-27 | 旭化成株式会社 | Polyisocyanate compositions, cured film, coating film, pressure-sensitive adhesive composition, pressure-sensitive adhesive sheet, and resin composition |
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| JPH04158030A (en) * | 1990-10-22 | 1992-06-01 | Nippon Sheet Glass Co Ltd | Laminated safety glass |
| JP2594024B2 (en) * | 1994-04-08 | 1997-03-26 | オーエスアイ・スペシヤルテイーズ・インコーポレーテツド | Arylaminosilane terminated captive urethane sealants |
| JP4832094B2 (en) * | 2006-02-01 | 2011-12-07 | 大日精化工業株式会社 | Light diffusion film for optics |
| JP2008234863A (en) * | 2007-03-16 | 2008-10-02 | Shin Etsu Polymer Co Ltd | Illuminating sheet structure and operation switch |
| JP2008305655A (en) * | 2007-06-07 | 2008-12-18 | Panasonic Corp | Movable contact body and switch using the same |
| JP5139730B2 (en) * | 2007-06-22 | 2013-02-06 | 大日精化工業株式会社 | Synthetic leather skin layer coating and synthetic leather manufacturing method |
| US7858835B2 (en) * | 2007-06-27 | 2010-12-28 | Tyco Healthcare Group Lp | Foam control for synthetic adhesive/sealant |
| US20090067151A1 (en) * | 2007-09-06 | 2009-03-12 | 3M Innovative Properties Company | Light guide with flexibility and durability |
-
2010
- 2010-02-18 KR KR1020117024097A patent/KR101272639B1/en active IP Right Grant
- 2010-02-18 JP JP2011505930A patent/JP5243597B2/en not_active Expired - Fee Related
- 2010-02-18 CN CN201080013093.1A patent/CN102362327B/en not_active Expired - Fee Related
- 2010-02-18 WO PCT/JP2010/052399 patent/WO2010109983A1/en active Application Filing
- 2010-03-26 TW TW099109194A patent/TWI421266B/en not_active IP Right Cessation
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| US6344286B1 (en) * | 1999-01-15 | 2002-02-05 | Hanwha Chemical Corporation | Diacetylene-based polymer containing light emitting group and electroluminescent device using the same |
| CN1346445A (en) * | 1999-04-02 | 2002-04-24 | 3M创新有限公司 | Retroreflective article |
| CN1444613A (en) * | 2000-07-31 | 2003-09-24 | 拜尔公司 | Multi-layered coating systems consisting of thick, gel-type base coat and top coat of polyurethane lacquer, production and use thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105607180A (en) * | 2014-11-21 | 2016-05-25 | 上海飞凯光电材料股份有限公司 | Antistatic optical fiber and manufacturing method thereof |
| CN112812266A (en) * | 2021-01-05 | 2021-05-18 | 江苏铁锚玻璃股份有限公司 | IPDI type transparent high-strength polyurethane plate and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20110129955A (en) | 2011-12-02 |
| JPWO2010109983A1 (en) | 2012-09-27 |
| CN102362327B (en) | 2014-11-26 |
| JP5243597B2 (en) | 2013-07-24 |
| TWI421266B (en) | 2014-01-01 |
| TW201100454A (en) | 2011-01-01 |
| WO2010109983A1 (en) | 2010-09-30 |
| KR101272639B1 (en) | 2013-06-10 |
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