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    Method of producing benzo[1,2-B:4,5-B′]dithiophene and benzothiadiazole-based molecular complexes
    4.
    发明授权
    Method of producing benzo[1,2-B:4,5-B′]dithiophene and benzothiadiazole-based molecular complexes 有权

    公开(公告)号：US09908857B2

    公开(公告)日：2018-03-06

    申请号：US15644153

    申请日：2017-07-07

    Applicant: PHILLIPS 66 COMPANY

    Inventor： Hualong Pan ,  Kathy Woody ,  Brian Worfolk ,  Taeshik Earmme

    IPC: C07D285/14 ,  C07D417/14 ,  C07D495/04 ,  H01L51/00

    CPC classification number: C07D285/14 ,  C07D417/14 ,  C07D495/04 ,  H01L51/0036 ,  H01L51/0043 ,  H01L51/0047 ,  H01L51/4253

    Abstract: A method of forming a molecular complex. The method proceeds by reacting 5-chloro-2,1,3-benzothiadiazole with N-bromosuccinimide to produce 4,7-dibromo-5-chlorobenzo[c][1,2,5]thiadiazole. 4,7-dibromo-5-chlorobenzo[c][1,2,5]thiadiazole is then reacted with trimethyl[4-(2-octyldodecyl)thiophen-2-yl]stannane to produce 5-chloro-4,7-bis(4-(2-octyldodecyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole. 4, 7-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)-5-chlorobenzo[c][1,2,5]thiadiazole is subsequently synthesized from 5-chloro-4,7-bis(4-(2-octyldodecyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole. 4,7-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)-5-chlorobenzo[c][1,2,5]thiadiazole with tributyl(thiophen-2-yl)stannane is then reacted to produce 4-bromo-5,6-difluoro-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole. This is followed by reacting 4,7-dibromo-5-chloro-2,1,3-benzothiadiazole with tributyl(thiophen-2-yl)stannane to produce 4-bromo-5-chloro-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole. trimethyl[4-(2-octyldodecyl)thiophen-2-yl]stannane is then reacted with and 4-bromo-5-chloro-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole to produce 5-chloro-4-(4-(2-octyldodecyl)thiophen-2-yl)-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole. 5-chloro-4-(4-(2-octyldodecyl)thiophen-2-yl)-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole is then reacted with N-bromosuccinimide to produce the co-monomer 4-(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)-7-(5-bromothiophen-2-yl)-5-chlorobenzo[c][1,2,5]thiadiazole. A group can then be coupled to 4-(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)-7-(5-bromothiophen-2-yl)-5-chlorobenzo[c][1,2,5]thiadiazole to produce a molecular complex.

    UNSYMMETRICAL BENZOTHIADIAZOLE-BASED RANDOM COPOLYMERS
    7.
    发明申请
    UNSYMMETRICAL BENZOTHIADIAZOLE-BASED RANDOM COPOLYMERS 有权

    公开(公告)号：US20210242406A1

    公开(公告)日：2021-08-05

    申请号：US17238415

    申请日：2021-04-23

    Applicant: PHILLIPS 66 COMPANY

    Inventor： Hualong Pan ,  Kathy Woody ,  Brian Worfolk ,  Taeshik Earmme

    IPC: H01L51/00 ,  C08G61/12

    Abstract: A random copolymer comprising the monomer units A, B and C. In this random copolymer A comprises B comprises and C comprises an aryl group. Additionally, R1 R2, R3 and R4 are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups. X1 and X2 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups.

    UNSYMMETRICAL BENZOTHIADIAZOLE-BASED RANDOM COPOLYMERS
    8.
    发明申请
    UNSYMMETRICAL BENZOTHIADIAZOLE-BASED RANDOM COPOLYMERS 有权

    公开(公告)号：US20210238358A1

    公开(公告)日：2021-08-05

    申请号：US17238578

    申请日：2021-04-23

    Applicant: PHILLIPS 66 COMPANY

    Inventor： Hualong Pan ,  Kathy Woody ,  Brian Worfolk ,  Taeshik Earmme

    IPC: C08G75/32 ,  C08G75/06

    Abstract: A random copolymer comprising the monomer units A and B. In this random copolymer A comprises and B comprises Additionally, R1 R2, R3 and R4 are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups. X1 and X2 are different and at least one is a Cl and the other is selected from the group consisting of: H, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups.

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