CN103729103A - Organic capacitive touch screen - Google Patents

Organic capacitive touch screen Download PDF

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CN103729103A
CN103729103A CN201410038661.3A CN201410038661A CN103729103A CN 103729103 A CN103729103 A CN 103729103A CN 201410038661 A CN201410038661 A CN 201410038661A CN 103729103 A CN103729103 A CN 103729103A
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alkyl
group
unsaturated link
aryl
hydrogen
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CN103729103B (en
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曹中
曹阳
陈金富
陈金根
崔恒东
吕娟
朱永和
史传冬
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Nantong Zhongrao Teleika Elevator Co., Ltd.
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ZHONGYAO ELECTROMECHANICAL Manufacturing Co Ltd NANTONG
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Abstract

The invention discloses an organic capacitive touch screen which comprises a protective glass layer, a polarizer, upper glass, an electrode layer, an optical filter, a liquid crystal layer, a TFT (thin film field effect transistor) layer and lower glass, wherein the material of the electrode layer is a copper-doped prepolymer containing a cagelike-structure compound.

Description

A kind of organic capacitance touch screen
Technical field
The present invention relates to a kind of touch-screen, relate in particular to a kind of organic capacitance touch screen.
Background technology
Current, capacitive touch screen has become the critical piece of man-machine interaction on market, than traditional resistor screen, infrared touch panel, can provide better user's experience effect.Therefore be more and more applied to, in the portable consumer electronic product such as mobile phone, MID, panel computer, becoming an indispensable critical piece.
The electrode material of current use, during touch, capacitance change is large not, and touch sensitivity is not high, can not realize good touch screen functionality.
Summary of the invention
A kind of organic capacitance touch screen, comprises cover glass layer, Polarizer, upper glass, electrode layer, optical filter, liquid crystal layer, Thin Film Transistor (TFT) (TFT) layer, lower-glass.
The material of electrode layer is:
Mix the prepolymer that contains cagelike structure compound of copper, described cagelike structure compound has containing the group of polymerism unsaturated link and the cagelike structure using adamantane structure as minimum unit, wherein,
The compound of above-mentioned cagelike structure compound for representing with following formula (1),
The number-average molecular weight of the polystyrene conversion of passing through gel permeation chromatography of above-mentioned prepolymer is
2000～500000, and there is between above-mentioned polymerism unsaturated link reaction and the unsaturated link and the unreacted above-mentioned polymerism unsaturated link that generate, and the residual rate of above-mentioned unreacted polymerism unsaturated link is 20%～80%,
Figure BDA0000462292800000021
In formula (1), X1 and Y1 represent respectively to have one or more group of polymerism unsaturated link, identical or different between them; R1～R4 represents respectively organic group, identical or different between them; N1 represents more than 0 or 1 integer.
Accompanying drawing explanation
Fig. 1 is the structural representation of organic capacitance touch screen of the present invention.
Embodiment
In order to make the clearer understanding of those skilled in the art technical scheme of the present invention, below in conjunction with accompanying drawing, its embodiment is described.
Embedded single layer capacitance touch screen comprises: cover glass layer 1, Polarizer 2, upper glass 3, electrode layer 4, optical filter 5, liquid crystal layer 6, Thin Film Transistor (TFT) (TFT) layer 7, lower-glass 8.
The present invention uses a kind of novel electrode material, and for the electrode layer 4 of touch screen, its advantage is to increase and touches the capacitance change causing, improves touch sensitivity, is conducive to follow-up touch and detects.The application's illustrated structure is the sectional view of general single-layer capacitor structure, not shown electrode and the insulation course set-up mode in plane, but electrode material is applicable to the individual layer capacitance touch screen of structure.Its prepolymer that contains cagelike structure compound of electrode material, described cagelike structure compound has containing the group of polymerism unsaturated link and the cagelike structure using adamantane structure as minimum unit, wherein, the compound of above-mentioned cagelike structure compound for representing with following formula (1), the number-average molecular weight of the polystyrene conversion of passing through gel permeation chromatography of above-mentioned prepolymer is 2000～500000, and there is reaction between above-mentioned polymerism unsaturated link and unsaturated link and the unreacted above-mentioned polymerism unsaturated link of generation, and the residual rate of above-mentioned unreacted polymerism unsaturated link is 20%～80%,
In formula (1), X1 and Y1 represent respectively to have one or more group of polymerism unsaturated link, identical or different between them; R1～R4 represents respectively organic group, identical or different between them; n 1represent more than 0 or 1 integer.
Wherein,
R 1be selected from C1-C12 alkyl, C2-C12 thiazolinyl, C2-C12 alkynyl, C6-C14 aryl, C3-C12 heterocycle, C3-C18 heteroaryl alkyl, C6-C18 aryl alkyl or C3-C7 naphthenic base;
R 2be selected from hydrogen, C1-C12 alkyl, C2-C12 thiazolinyl, C2-C12 alkynyl, C3-C12 heterocycle, C3-C18 heteroaryl alkyl, C6-C18 aryl alkyl or C3-C7 naphthenic base;
R 3be selected from hydrogen, halogen, nitro ,-NR ar b,-SO 2r c,-SO 2nR dr e,-CONR fr g,-NR hcOR i,-NR jsO 2r k, azido, cyano group, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl or-OR 1;
R 4be selected from hydrogen, halogen, nitro ,-NR ar b,-SO 2r c,-SO 2nR dr e,-CONR fr g,-NR hcOR i,-NR jsO 2r k, azido, cyano group, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl or-OR 1;
Preferably, described R 1be selected from C6-C14 aryl, C3-C12 heterocycle, C3-C18 heteroaryl alkyl, C6-C18 aryl alkyl or C3-C7 naphthenic base;
R 2be selected from C1-C12 alkyl, C2-C12 thiazolinyl, C2-C12 alkynyl, C3-C12 heterocycle, C3-C18 heteroaryl alkyl, C6-C18 aryl alkyl or C3-C7 naphthenic base;
R 1can optionally be replaced by one or more following group: halogen, nitro ,-NRaRb ,-SO2Rc ,-SO2NRdRe ,-CONRfRg ,-NRhCORi ,-NRjSO2Rk, azido, cyano group, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl or-OR1; During the non-hydrogen of R2, can optionally be replaced by one or more following group: halogen or-ORm;
X1 and Y1 are the group containing polymerism unsaturated link, and wherein at least one is the group shown in the group shown in formula (3) or formula (4),
——C≡C-R5 (3)
Figure BDA0000462292800000041
In formula, R5 and R6 represent respectively hydrogen atom or organic group independently; M represents 1～5 integer.
R 5be selected from hydrogen, halogen, nitro ,-NR ar b,-SO 2r c,-SO 2nR dr e,-CONR fr g,-NR hcOR i, NR jsO 2r k, azido, cyano group, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl or-OR 1;
R 6be selected from hydrogen, halogen, C1-C12 alkyl, C2-C12 thiazolinyl, C6-C14 aryl, C5-C14 heteroaryl, C6-C14 aryl alkyl, C5-C14 heteroaryl alkyl, C3-C12 heterocycle, C3-C7 naphthenic base or C3-C7 cycloalkenyl group.
According to preferred implementation, semiconductor device of the present invention is described.
Fig. 1 is the schematic cross sectional views that represents the organic capacitance touch screen of the present invention.
Semiconductor device 100 has: cover glass layer 1, Polarizer 2, upper glass 3, electrode layer 4, optical filter 5, liquid crystal layer 6, Thin Film Transistor (TFT) (TFT) layer 7, lower-glass 8.
The formation of other layers can be according to existing techniques in realizing.Explain in detail the formation of electrode layer below.
Direct coating varnish and form the organic material layer of mixing copper on optical filter, but also can prepare in advance dry film, is stacked in this photopolymer layer on optical filter and forms.More particularly, on optical filter, directly coating contains the coating varnish of organic material obtained above, thereby forms film, heats and/or irradiates active energy ray, makes it to be solidified into electrode layer.When using dry film, use in advance the coating varnish containing organic material obtained above, on base material, form layer and be dried, thereby formation dry film, this photopolymer layer is stacked on optical filter, heats and/or irradiate active energy ray, make it to be solidified to form electrode.
In the above description, enumerated the example forming on electrode, but formation method is not limited thereto.
Embodiment
Describe embodiments of the invention in detail, but the present invention is not limited thereto below.
Embodiment 1
(1) 3,3 ', 5,5 '-tetrem alkynyl-1,1 '-bis-diamantane synthetic
In the 1000mL four-hole boiling flask with thermometer, stirrer and recirculatory pipe, add sodium metal 14g (0.6mol) and normal octane 600mL, interior temperature is cooled to 0 ℃.In high degree of agitation, slowly drip the solution that dissolves in advance 64.5g (0.3mol) 1-bromine diamantane and obtain in 300mL normal octane.In splashing into, interior temperature is remained on to 0 ℃～5 ℃.After dropping finishes, if temperature no longer rises, continue reaction 1 hour.Then, inject about 1500mL cold water, filter thick product, with pure water washing, be dried.Further, by hot hexane, thick product is carried out to recrystallization.By gained recrystallization thing is carried out to drying under reduced pressure, obtain product 32.6g.Near the absorption (690-515cm-1) of analyzing known Br base by IR disappears, and the molecular weight being undertaken by quality analysis is 270, from the above results, confirms that product is 1,1 '-bis-diamantane.
In the 2000mL four-hole boiling flask with thermometer, stirrer and recirculatory pipe, add phenixin 700mL, bromine 70g (0.44mol), slowly add while stirring 1,1 '-bis-diamantane 54.1g (0.2mol) obtained above.During interpolation, interior temperature is remained on to 20 ℃～30 ℃.After interpolation finishes, if temperature no longer rises, continue reaction 1 hour.Then, inject about 2000mL cold water, filter thick product, with pure water washing, be dried.By the thick product of hot ethanol recrystallization.By gained recrystallization thing is carried out to drying under reduced pressure, obtain product 65.0g.That utilizes IR to analyze to find bromo is absorbed in 690～515cm-1, and the molecular weight obtaining by quality analysis is 586, from the above results, confirm product be 3,3 ', 5,5 '-tetrabromo-1,1 '-bis-diamantane.
In flask, by obtained above 3,3 ', 5,5 '-tetrabromo-1,1 '-bis-diamantane 20g (34mmol) and bromine ethene 18ml (256mmol) are dissolved in methylene chloride 120mL, and under drying nitrogen, the condition of-15 ℃, drip aluminum chloride (III) 3.0g (22mmol), and this solution is stirred 1 hour.And then, at-15 ℃, drip after 20mL water, turn back to room temperature, obtain reactant liquor.Reactant liquor obtained above is put in 10% aqueous hydrochloric acid solution 200mL, with 40mL methylene chloride, extracted 3 times at every turn, and with after 40mL water washing, be dried with magnesium sulfate, concentrated organic layer, obtain 3,3 ', 5,5 '-tetra-(two bromoethyls)-1,1 '-bis-diamantane 18.2g.
And then, by obtained above 3,3 ', 5,5 '-tetra-(two bromoethyls)-1,1 '-bis-diamantane is dissolved in dimethyl sulfoxide 20mL, at room temperature adds potassium tert-butoxide 28g (250mmol), is stirred 48 hours.And then, reactant liquor is put in 400mL water, with 200mL methylene chloride, extract 3 times at every turn, with after 200mL water washing, by magnesium sulfate, be dried, concentrated organic layer, obtain 3,3 ', 5,5 '-tetrem alkynyl-1,1 '-bis-diamantane 11.0g.
(2) 3,3 ', 5,5 '-tetrem alkynyl-1, the manufacture of varnish for 1 '-bis-polymerization of diamantane and the organic film of copper doped
By in above-described embodiment 1 (1), obtain 3,3 ', 5,5 '-tetrem alkynyl-1,1 '-bis-diamantane 5g is dissolved in 1, in 3-dimethoxy benzene 45g, add two (cyanobenzene) palladium chloride (II) 0.1g, at drying nitrogen, 190 ℃, react 6 hours, reactant liquor is added drop-wise in the methyl alcohol of 10 times of volumes, collecting precipitation thing is also dried, and obtains prepolymer.Utilize the gel permeation chromatography (GPC) of TOSOH CORPORATION, with styrene, convert and obtain the molecular weight of gained prepolymer, result, number-average molecular weight (Mn) is 18200.In addition, by coming the IR spectrum of the carbon-to-carbon triple bond of poly-adamantane structure compound before autoreaction and the dulling luminosity ratio from the IR spectrum of the carbon-to-carbon triple bond of prepolymer, the result that calculates the unreacted unsaturated link survival rate of prepolymer, the survival rate of unreacted unsaturated link is 61%.It is to use SHIMADZU FT IR8900 processed to measure that IR analyzes.Gained prepolymer 3g is dissolved in cyclopentanone 27g, with the filtration of テ プ ロ ソ (registered trademark) filtrator, uses this area conventional means to carry out copper doping, obtain the organic film varnish of copper doped.
(3) manufacture of capacitance touch screen
On optical filter, form electrode layer, on this optical filter, be coated with the organic material varnish of above-mentioned copper doped, heat treated 1 hour at 400 ℃, forming thickness is the electrode layer of 0.1 μ m.
Embodiment 2
(1) 3,3 ', 5,5 '-tetramethyl-7,7 '-diacetylene-1,1 '-bis-diamantane synthetic
In embodiment 1 (1), with 1-bromo-3,5-dimethyladamantane 72.9g (0.3mol) replaces 1-bromine diamantane 64.5g (0.3mol), bromine amount is changed into 35g (0.22mol) in addition, other all carry out in the same manner with embodiment 1 (1), obtain product 58g.By IR analyze find bromo be absorbed in 690～515cm-1, the molecular weight obtaining by quality analysis is 484, from this result gained product be 3,3 ', 5,5 '-tetramethyl-7,7 '-bis-bromo-1,1 '-bis-diamantane.
In embodiment 1 (1), with obtained above 3, 3 ', 5, 5 '-tetramethyl-7, 7 '-bis-bromo-1, 1 '-bis-diamantane 50g (103mmol) replaces 3, 3 ', 5, 5 '-tetrabromo-1, 1 '-bis-diamantane 20g (34mmol), change bromine amount 18mL (256mol) into 27.25mL (387.5mmol), change aluminum chloride (III) 3.0g (22mmol) into 4.55g (33.3mmol) in addition, other all carry out in the same manner with embodiment 1 (1), obtain 3, 3 ', 5, 5 '-tetramethyl-7, 7 '-diacetylene-1, 1 '-bis-diamantane 31.5g.
(2) 3,3 ', 5,5 '-tetramethyl-7,7 '-diacetylene-1, the manufacture of varnish for 1 '-bis-polymerization of diamantane and the organic film of copper doped
In embodiment 1 (2), with in above-described embodiment 2 (1), obtain 3,3 ', 5,5 '-tetramethyl-7,7 '-diacetylene-1,1 '-bis-diamantane 5g replaces 3,3 ', 5,5 '-tetrem alkynyl-1, beyond 1 '-bis-diamantane 5g, other all carry out in the same manner with embodiment 1 (2), obtain prepolymer.The number-average molecular weight of gained prepolymer is 21300.In addition, the survival rate of unreacted unsaturated link is 21%.Gained prepolymer 3g is dissolved in cyclopentanone 27g, by filtering with filtrator, uses this area conventional means to carry out copper doping, obtain the organic film varnish of copper doped.
(3) manufacture of capacitance touch screen
Use the organic material varnish of copper doped obtained above, by carrying out the operation identical with embodiment 1 (3), obtain semiconductor device.
Certainly; the present invention also can have other various embodiments; in the situation that not deviating from spirit of the present invention and essence thereof; those of ordinary skill in the art are when making according to the present invention various corresponding changes and distortion, but these corresponding changes and distortion all should belong to the protection domain of the appended claim of the present invention.

Claims (2)

1. an organic capacitance touch screen, comprises
Cover glass layer, Polarizer, upper glass, electrode layer, optical filter, liquid crystal layer, Thin Film Transistor (TFT) (TFT) layer, lower-glass.
The material of electrode layer is:
Mix the prepolymer that contains cagelike structure compound of copper, described cagelike structure compound has containing the group of polymerism unsaturated link and the cagelike structure using adamantane structure as minimum unit, wherein,
The compound of above-mentioned cagelike structure compound for representing with following formula (1),
The number-average molecular weight of the polystyrene conversion of passing through gel permeation chromatography of above-mentioned prepolymer is
2000～500000, and there is between above-mentioned polymerism unsaturated link reaction and the unsaturated link and the unreacted above-mentioned polymerism unsaturated link that generate, and the residual rate of above-mentioned unreacted polymerism unsaturated link is 20%～80%,
Figure FDA0000462292790000011
In formula (1), X1 and Y1 represent respectively to have one or more group of polymerism unsaturated link, identical or different between them; R1～R4 represents respectively organic group, identical or different between them; N1 represents more than 0 or 1 integer.
2. organic capacitance touch screen as claimed in claim 1, is characterized in that R 1be selected from C1-C12 alkyl, C2-C12 thiazolinyl, C2-C12 alkynyl, C6-C14 aryl, C3-C12 heterocycle, C3-C18 heteroaryl alkyl, C6-C18 aryl alkyl or C3-C7 naphthenic base;
R 2be selected from hydrogen, C1-C12 alkyl, C2-C12 thiazolinyl, C2-C12 alkynyl, C3-C12 heterocycle, C3-C18 heteroaryl alkyl, C6-C18 aryl alkyl or C3-C7 naphthenic base;
R 3be selected from hydrogen, halogen, nitro ,-NR ar b,-SO 2r c,-SO 2nR dr e,-CONR fr g,-NR hcOR i,-NR jsO 2r k, azido, cyano group, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl or-OR 1;
R 4be selected from hydrogen, halogen, nitro ,-NR ar b,-SO 2r c,-SO 2nR dr e,-CONR fr g,-NR hcOR i,-NR jsO 2r k, azido, cyano group, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl or-OR 1;
Preferably, described R 1be selected from C6-C14 aryl, C3-C12 heterocycle, C3-C18 heteroaryl alkyl, C6-C18 aryl alkyl or C3-C7 naphthenic base;
R 2be selected from C1-C12 alkyl, C2-C12 thiazolinyl, C2-C12 alkynyl, C3-C12 heterocycle, C3-C18 heteroaryl alkyl, C6-C18 aryl alkyl or C3-C7 naphthenic base;
R 1can optionally be replaced by one or more following group: halogen, nitro ,-NRaRb ,-SO2Rc ,-SO2NRdRe ,-CONRfRg ,-NRhCORi ,-NRjSO2Rk, azido, cyano group, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl or-OR1; During the non-hydrogen of R2, can optionally be replaced by one or more following group: halogen or-ORm;
X1 and Y1 are the group containing polymerism unsaturated link, and wherein at least one is the group shown in the group shown in formula (3) or formula (4),
——C≡C-R5 (3)
Figure FDA0000462292790000031
In formula, R5 and R6 represent respectively hydrogen atom or organic group independently; M represents 1～5 integer.
R 5be selected from hydrogen, halogen, nitro ,-NR ar b,-SO 2r c,-SO 2nR dr e,-CONR fr g,-NR hcOR i,-NR jsO 2r k, azido, cyano group, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl or-OR 1;
R 6be selected from hydrogen, halogen, C1-C12 alkyl, C2-C12 thiazolinyl, C6-C14 aryl, C5-C14 heteroaryl, C6-C14 aryl alkyl, C5-C14 heteroaryl alkyl, C3-C12 heterocycle, C3-C7 naphthenic base or C3-C7 cycloalkenyl group.
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107117507A (en) * 2017-05-16 2017-09-01 南通中尧特雷卡电梯产品有限公司 A kind of touch-screen and the elevator console using the touch-screen
CN107128761A (en) * 2017-05-16 2017-09-05 南通中尧特雷卡电梯产品有限公司 A kind of touch type elevator operation panel and elevator operation system
CN107128760A (en) * 2017-05-16 2017-09-05 南通中尧特雷卡电梯产品有限公司 A kind of elevator console and the apparatus for controlling elevator including the operation panel

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CN101358103A (en) * 2007-08-01 2009-02-04 联合工艺公司 Conversion coatings with conductive additives, processes for applying same and their coated articles
CN101689411A (en) * 2007-02-28 2010-03-31 住友电木株式会社 Organic insulating material, varnish for organic insulating film using the same, organic insulating film and semiconductor device
CN101932618A (en) * 2007-07-30 2010-12-29 住友电木株式会社 Polymer for forming insulating film, composition for forming insulating film, insulating film, and electronic device having insulating film
US20120308806A1 (en) * 2009-06-03 2012-12-06 Gerald Leto Material for use with a capacitive touch screen
CN103443750A (en) * 2011-01-20 2013-12-11 日产化学工业株式会社 Coating composition for touch panels, coating film, and touch panel

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CN101689411A (en) * 2007-02-28 2010-03-31 住友电木株式会社 Organic insulating material, varnish for organic insulating film using the same, organic insulating film and semiconductor device
CN101932618A (en) * 2007-07-30 2010-12-29 住友电木株式会社 Polymer for forming insulating film, composition for forming insulating film, insulating film, and electronic device having insulating film
CN101358103A (en) * 2007-08-01 2009-02-04 联合工艺公司 Conversion coatings with conductive additives, processes for applying same and their coated articles
US20120308806A1 (en) * 2009-06-03 2012-12-06 Gerald Leto Material for use with a capacitive touch screen
CN103443750A (en) * 2011-01-20 2013-12-11 日产化学工业株式会社 Coating composition for touch panels, coating film, and touch panel

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107117507A (en) * 2017-05-16 2017-09-01 南通中尧特雷卡电梯产品有限公司 A kind of touch-screen and the elevator console using the touch-screen
CN107128761A (en) * 2017-05-16 2017-09-05 南通中尧特雷卡电梯产品有限公司 A kind of touch type elevator operation panel and elevator operation system
CN107128760A (en) * 2017-05-16 2017-09-05 南通中尧特雷卡电梯产品有限公司 A kind of elevator console and the apparatus for controlling elevator including the operation panel

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