US2018309089A1PendingUtilityA1

Compositions and Techniques for Forming Organic Thin Films

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Assignee: KATEEVA INCPriority: Apr 21, 2017Filed: Apr 17, 2018Published: Oct 25, 2018
Est. expiryApr 21, 2037(~10.7 yrs left)· nominal 20-yr term from priority
Inventors:Elena RogojinaTeresa RamosCitra YuwonoLorenza Moro
C09D 11/101H01L 51/004H01L 51/5253H01L 51/0043C09D 4/00H10K 50/844C09D 11/30H10K 59/873C08F 222/102H10K 71/00H10K 85/151H10K 85/141
68
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Claims

Abstract

The present teachings relate to various embodiments of a curable ink composition, which once printed and cured form high glass transition temperature polymeric films on a substrate such as, but not limited by, an OLED device substrate. Various embodiments of the curable ink compositions comprise di(meth)acrylate monomers, as well as multifunctional crosslinking agents.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A process of forming an encapsulated electronic device, the method comprising:
 applying a curable ink composition over an electronic device, the curable ink composition comprising:
 1 mol. % to 15 mol. % tri(meth)acrylate monomer, tetra(meth)acrylate monomer, or combination thereof; and 
 1 mol. % to 10 mol. % of a cure initiator; and 
   curing the curable ink composition, whereby an organic polymeric thin film is formed over the electronic device, wherein the polymer of the polymeric thin film has a glass transition temperature of at least 85° C. in its bulk form.   
     
     
         2 . The process of  claim 1 , wherein the electronic device is an optoelectronic device. 
     
     
         3 . The process of  claim 2 , wherein the optoelectronic device is an organic light emitting diode. 
     
     
         4 . The process of  claim 1 , further comprising forming an inorganic barrier layer on the electronic device and further wherein applying the curable ink composition over the electronic device comprises applying the curable ink composition on the inorganic barrier layer. 
     
     
         5 . The process of  claim 1 , wherein the ink composition comprises 1 mol. % to 15 mol. % tetra(meth)acrylate monomer or 1 mol. % to 15 mol. % of a combination of tri(meth)acrylate monomer and tetra(meth)acrylate monomer. 
     
     
         6 . The process of  claim 1 , wherein the ink composition comprises 1 mol. % to 15 mol. % of a combination of tri(meth)acrylate monomer and tetra(meth)acrylate monomer. 
     
     
         7 . The process of  claim 5 , wherein the tetra(meth)acrylate monomer comprises pentaerythritol tetra(meth)acrylate. 
     
     
         8 . The process of  claim 6 , wherein the tri(meth)acrylate monomer comprises trimethylolpropane tri(meth)acrylate. 
     
     
         9 . The process of  claim 1 , wherein the curable ink composition further comprises 60 mol. % to 97 mol. % mono(meth)acrylate monomer, di(meth)acrylate monomer, or combination thereof. 
     
     
         10 . The process of  claim 9 , wherein the curable ink composition comprises the di(meth)acrylate dodecanediol dimethacrylate. 
     
     
         11 . The process of  claim 10 , wherein the ink composition comprises the tetra(meth)acrylate monomer pentaerythritol tetra(meth)acrylate. 
     
     
         12 . The process of  claim 11 , wherein the ink composition comprises the tri(meth)acrylate monomer trimethylolpropane tri(meth)acrylate. 
     
     
         13 . The process of  claim 1 , wherein the curable ink composition further comprises a diurethane di(meth)acrylate. 
     
     
         14 . The process of  claim 13 , wherein the curable ink composition comprises 1 mol. % to 20 mol. % of the diurethane di(meth)acrylate monomer. 
     
     
         15 . The process of  claim 14 , wherein the polymer of the polymeric thin film has a glass transition temperature of at least 90° C. in its bulk form. 
     
     
         16 . The process of  claim 1 , wherein the curable ink composition has a viscosity in the range from 10 cPs to 28 cPs at 25° C. and a surface tension in the range from 28 dyn/cm to 45 dyn/cm at 25° C. 
     
     
         17 . The process of  claim 14 , wherein applying the curable ink composition over the electronic device comprises inkjet printing the curable ink composition over the electronic device. 
     
     
         18 . An encapsulated electronic device comprising:
 an electronic device; and
 a polymeric film disposed over the electronic device, wherein the polymer of the polymeric thin film has a glass transition temperature of at least 85° C. in its bulk form and further wherein the polymer film comprises the polymerization product of a curable ink composition comprising: 
 1 mol. % to 15 mol. % tri(meth)acrylate monomer, tetra(meth)acrylate monomer, or combination thereof; and 
 1 mol. % to 10 mol. % of a cure initiator. 
   
     
     
         19 . The electronic device of  claim 18 , wherein the optoelectronic device is an organic light emitting diode. 
     
     
         20 . The electronic device of  claim 18 , wherein the ink composition comprises 1 mol. % to 15 mol. % tetra(meth)acrylate monomer or 1 mol. % to 15 mol. % of a combination of tri(meth)acrylate monomer and tetra(meth)acrylate monomer. 
     
     
         21 . The process of  claim 18 , wherein the ink composition comprises 1 mol. % to 15 mol. % of a combination of tri(meth)acrylate monomer and tetra(meth)acrylate monomer. 
     
     
         22 . The electronic device of  claim 20 , wherein the tetra(meth)acrylate monomer comprises pentaerythritol tetra(meth)acrylate. 
     
     
         23 . The electronic device of  claim 21 , wherein the tri(meth)acrylate monomer comprises trimethylolpropane tri(meth)acrylate. 
     
     
         24 . The electronic device of  claim 18 , wherein the curable ink composition further comprises 60 mol. % to 97 mol. % mono(meth)acrylate monomer, di(meth)acrylate monomer, or combination thereof. 
     
     
         25 . The electronic device of  claim 18 , wherein the curable ink composition further comprises a diurethane di(meth)acrylate. 
     
     
         26 . The electronic device of  claim 25 , wherein the curable ink composition comprises 1 mol. % to 20 mol. % of the diurethane di(meth)acrylate monomer. 
     
     
         27 . The electronic device of  claim 26 , wherein the polymer of the polymeric thin film has a glass transition temperature of at least 90° C. in its bulk form. 
     
     
         28 . A curable ink composition comprising:
 60 mol. % to 97 mol. % mono(meth)acrylate monomer, di(meth)acrylate monomer, or combination thereof;   1 mol. % to 15 mol. % tri(meth)acrylate monomer;   1 mol. % to 15 mol. % tetra(meth)acrylate monomer; and   1 mol. % to 10 mol. % of a cure initiator.   
     
     
         29 . The curable ink composition of  claim 28 , wherein the tetra(meth)acrylate monomer comprises pentaerythritol tetra(meth)acrylate. 
     
     
         30 . The curable ink composition of  claim 29 , wherein the tri(meth)acrylate monomer comprises trimethylolpropane tri(meth)acrylate. 
     
     
         31 . The curable ink composition of  claim 28 , comprising the di(meth)acrylate monomer dodecanediol dimethacrylate. 
     
     
         32 . A curable ink composition comprising:
 65 mol. % to 97 mol. % mono(meth)acrylate monomer, di(meth)acrylate monomer, or combination thereof   1 mol. % to 20 mol. % diurethane di(meth)acrylate;   1 mol. % to 15 mol. % tri(meth)acrylate monomer, tetra(meth)acrylate monomer, or combination thereof; and   1 mol. % to 10 mol. % of a cure initiator.   
     
     
         33 . The curable ink composition of  claim 32 , comprising the tetra(meth)acrylate monomer pentaerythritol tetra(meth)acrylate. 
     
     
         34 . The curable ink composition of  claim 33 , comprising the di(meth)acrylate monomer dodecanediol dimethacrylate.

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