US2008102386A1PendingUtilityA1

Compositions including polymers aligned via interchain interactions

Assignee: MASSACHUSETTS INST TECHNOLOGYPriority: Nov 1, 2006Filed: Dec 18, 2006Published: May 1, 2008
Est. expiryNov 1, 2026(~0.3 yrs left)· nominal 20-yr term from priority
C08L 65/00G02F 1/13345C08G 2261/148C08L 101/12C09K 19/542C08G 81/00C08G 2261/3422
49
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Claims

Abstract

The present invention provides compositions, devices and methods related to the alignment of materials including polymers. In some cases, the present invention comprises the assembly of molecules (e.g., polymers) via intermolecular interactions to produce extended networks, which may have enhanced properties relative to the individual molecules. Such networks may be advantageous for use in electronics, photovoltaics, sensor applications, and the like. In some embodiments, the present invention may enhance the performance of certain optical devices, such as liquid crystal displays (e.g., color liquid crystal displays) by providing enhanced contrast ratio, faster response times, and/or lower operating voltage.

Claims

exact text as granted — not AI-modified
1 . A composition, comprising:
 a polymeric network comprising the assembly of a plurality of polymer molecules, wherein each polymer molecule comprises at least one intermolecular interacting group at or near a terminal end of the polymer molecule,   wherein at least 50% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group,   wherein the polymeric network has a greater dichroic ratio than a dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions.   
     
     
         2 . A composition as in  claim 1 , wherein the polymer molecules are connected to an adjacent polymer molecule via a non-covalent bond. 
     
     
         3 . A composition as in  claim 2 , wherein the non-covalent bond is a hydrogen bond, ionic bond, dative bond, or Van der Waals interaction. 
     
     
         4 . A composition as in  claim 2 , wherein the non-covalent bond is a hydrogen bond. 
     
     
         5 . A composition as in  claim 1 , wherein the polymer molecules are connected to an adjacent polymer molecule via a covalent bond. 
     
     
         6 . A composition as in  claim 1 , wherein the polymer molecule is a polymer having a substantially rigid polymer backbone. 
     
     
         7 . A composition as in  claim 1 , wherein the polymer molecule is a poly(arylene), poly(arylenevinylene), poly(aryleneethylnylene), or substituted derivatives thereof. 
     
     
         8 . A composition as in  claim 1 , wherein the polymer molecule is poly(aryleneethylnylene). 
     
     
         9 . A composition as in  claim 1 , wherein the polymer molecule has the structure, 
       
         
           
           
               
               
           
         
       
       wherein n is at least 1, A and C are optionally substituted aromatic groups; B and D are absent, alkene, alkyne, heteroalkene, or heteroalkyne; and E 1  and E 2  can the be the same or different and are interacting groups. 
     
     
         10 . A composition as in  claim 9 , wherein E 1  and E 2  are groups capable of forming hydrogen bonds with an adjacent polymer molecule. 
     
     
         11 . A composition as in  claim 9 , wherein the polymer has the structure, 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  can be the same or different and are alkyl, heteroalkyl, aryl, heteroaryl, or substituted derivatives thereof. 
     
     
         12 . A composition as in  claim 9 , wherein the polymer has the structure, 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are 2-ethylhexyl, and R 3  is butyl. 
     
     
         13 . A composition as in  claim 1 , wherein at least 60% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         14 . A composition as in  claim 1 , wherein at least 70% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         15 . A composition as in  claim 1 , wherein at least 80% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         16 . A composition as in  claim 1 , wherein at least 90% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         17 . A composition as in  claim 1 , further comprising a host material with which the polymer network is mixed. 
     
     
         18 . A composition as in  claim 17 , wherein the host material comprises a liquid crystal. 
     
     
         19 . A composition as in  claim 1 , wherein the wherein the dichroic ratio of the polymeric network is at least 10% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         20 . A composition as in  claim 1 , wherein the wherein the dichroic ratio of the polymeric network is at least 20% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         21 . A composition as in  claim 1 , wherein the wherein the dichroic ratio of the polymeric network is at least 30% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         22 . A composition as in  claim 1 , wherein the wherein the dichroic ratio of the polymeric network is at least 40% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         23 . A composition as in  claim 1 , wherein the wherein the dichroic ratio of the polymeric network is at least 50% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         24 . A composition as in  claim 1 , wherein the wherein the dichroic ratio of the polymeric network is at least 60% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         25 . A composition as in  claim 1 , wherein the wherein the dichroic ratio of the polymeric network is at least 70% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         26 . A composition, comprising:
 a polymer having a substantially rigid polymer backbone, and   at least one intermolecular interacting group attached at or near a terminal end of the polymer.   
     
     
         27 . A composition as in  claim 26 , wherein the interacting group is capable of forming a non-covalent bond with an adjacent polymer. 
     
     
         28 . A composition as in  claim 27 , wherein the non-covalent bond is a hydrogen bond, ionic bond, dative bond, or Van der Waals interaction. 
     
     
         29 . A composition as in  claim 27 , wherein the non-covalent bond is a hydrogen bond. 
     
     
         30 . A composition as in  claim 26 , wherein the interacting group is capable of forming a covalent bond with an adjacent polymer. 
     
     
         31 . A composition as in  claim 26 , wherein the polymer is a poly(arylene), poly(arylenevinylene), poly(aryleneethylnylene), or substituted derivatives thereof. 
     
     
         32 . A composition as in  claim 26 , wherein the polymer is poly(aryleneethylnylene). 
     
     
         33 . A composition as in  claim 26 , wherein the polymer has the structure, 
       
         
           
           
               
               
           
         
       
       wherein n is at least 1, A and C are optionally substituted aromatic groups; B and D are absent, alkene, alkyne, heteroalkene, or heteroalkyne; and E 1  and E 2  can the be the same or different and are interacting groups. 
     
     
         34 . A composition as in  claim 33 , wherein the polymer has the structure, 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  can be the same or different and are alkyl, heteroalkyl, aryl, heteroaryl, or substituted derivatives thereof. 
     
     
         35 . A composition as in  claim 34 , wherein the polymer has the structure, 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are 2-ethylhexyl, and R 3  is butyl. 
     
     
         36 . A method for increasing the dichroic ratio of a polymer molecule, comprising:
 providing a host material and a plurality of polymer molecules with which the host material is mixed, wherein each polymer molecule comprises at least one intermolecular interacting group attached at or near a terminal end of the polymer molecule; and   allowing the at least one interacting group to interact with an adjacent polymer molecule to form a polymeric network, wherein the polymeric network has a greater dichroic ratio than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions.   
     
     
         37 . A method as in  claim 36 , wherein the host material comprises a liquid crystal. 
     
     
         38 . A method as in  claim 36 , wherein the at least one interacting group interacts with an adjacent polymer molecule to form a non-covalent bond therebetween. 
     
     
         39 . A method as in  claim 38 , wherein the non-covalent bond is a hydrogen bond, ionic bond, dative bond, or Van der Waals interaction. 
     
     
         40 . A method as in  claim 38 , wherein the non-covalent bond is a hydrogen bond. 
     
     
         41 . A method as in  claim 36 , wherein the at least one interacting group interacts with an adjacent polymer molecule to form a covalent bond therebetween. 
     
     
         42 . A method as in  claim 36 , wherein the polymer molecule has a substantially rigid polymer backbone. 
     
     
         43 . A method as in  claim 36 , wherein the polymer molecule is a poly(arylene), poly(arylenevinylene), poly(aryleneethylnylene), or substituted derivatives thereof. 
     
     
         44 . A method as in  claim 36 , wherein the polymer molecule is poly(aryleneethylnylene). 
     
     
         45 . A method as in  claim 36 , wherein the polymer molecule has the structure, 
       
         
           
           
               
               
           
         
       
       wherein n is at least 1, A and C are optionally substituted aromatic groups; B and D are absent, alkene, alkyne, heteroalkene, or heteroalkyne; and E 1  and E 2  can the be the same or different and are interacting groups. 
     
     
         46 . A method as in  claim 45 , wherein E 1  and E 2  are groups capable of forming hydrogen bonds with an adjacent polymer molecule. 
     
     
         47 . A method as in  claim 45 , wherein the polymer molecule has the structure, 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  can be the same or different and are alkyl, heteroalkyl, aryl, heteroaryl, or substituted derivatives thereof. 
     
     
         48 . A method as in  claim 45 , wherein the polymer has the structure, 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are 2-ethylhexyl, and R 3  is butyl. 
     
     
         49 . A method as in  claim 36 , wherein at least 50% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         50 . A method as in  claim 36 , wherein at least 60% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         51 . A method as in  claim 36 , wherein at least 70% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         52 . A method as in  claim 36 , wherein at least 80% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         53 . A method as in  claim 36 , wherein at least 90% of the polymer molecules are connected to an adjacent polymer molecule via the at least one interacting group. 
     
     
         54 . A method as in  claim 36 , wherein the wherein the dichroic ratio of the polymeric network is at least 10% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         55 . A method as in  claim 36 , wherein the wherein the dichroic ratio of the polymeric network is at least 20% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         56 . A method as in  claim 36 , wherein the wherein the dichroic ratio of the polymeric network is at least 30% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         57 . A method as in  claim 36 , wherein the wherein the dichroic ratio of the polymeric network is at least 40% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         58 . A method as in  claim 36 , wherein the wherein the dichroic ratio of the polymeric network is at least 50% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         59 . A method as in  claim 36 , wherein the wherein the dichroic ratio of the polymeric network is at least 60% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         60 . A method as in  claim 36 , wherein the wherein the dichroic ratio of the polymeric network is at least 70% greater than the dichroic ratio of a polymer molecule essentially identical, but lacking the interacting group, under essentially identical conditions. 
     
     
         61 . A composition as in  claim 9 , wherein the polymer molecule comprises a group having the structure, 
       
         
           
           
               
               
           
         
       
       wherein G, H, I, and J are aromatic groups, d=1, 2, and d 1 =0, 1, such that when d 1 =0, d 2 =0 and when d 1 =1, d 2 =0, 1. 
     
     
         62 . A composition as in  claim 61 , wherein G and H can be the same or different and are: 
       
         
           
           
               
               
           
         
       
       optionally substituted, I and J may be the same or different and are: 
       
         
           
           
               
               
           
         
       
       optionally substituted,
 wherein each Z 1  can be the same or different and Z 1  is O, S or NR, wherein R is hydrogen, alkyl, heteroalkyl, aryl, or heteroaryl, optionally substituted, and each Z 2  can be the same or different and Z 2  is halide, alkyl, heteroalkyl, aryl, or heteroaryl, optionally substituted. 
 
     
     
         63 . A composition as in  claim 9 , wherein the polymer molecule comprises a group having the following structure, 
       
         
           
           
               
               
           
         
       
       optionally substituted.

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