公开(公告)号：US20190233577A1

公开(公告)日：2019-08-01

申请号：US16253992

申请日：2019-01-22

Applicant: PHILLIPS 66 COMPANY

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

IPC: C08G61/12 ,  H01L51/00

Abstract: A method of coupling and 5,5-Y-3,3′-difluoro-2,2′-bithiophene to produce wherein X can be any known compound capable of coupling with the Y-difluorothiophene and Y is selected from the group consisting of Br, a stannyl group, a boronic ester and a H.

公开(公告)号：US20180026193A1

公开(公告)日：2018-01-25

申请号：US15644208

申请日：2017-07-07

Applicant: PHILLIPS 66 COMPANY

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

IPC: H01L51/00 ,  C08G61/12

CPC classification number: H01L51/0036 ,  C08G61/123 ,  C08G61/126 ,  C08G2261/122 ,  C08G2261/124 ,  C08G2261/1412 ,  C08G2261/1424 ,  C08G2261/146 ,  C08G2261/149 ,  C08G2261/314 ,  C08G2261/3223 ,  C08G2261/3243 ,  C08G2261/3246 ,  C08G2261/414 ,  C08G2261/91 ,  H01L51/0043 ,  H01L51/4253 ,  Y02E10/549

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.

公开(公告)号：US20230165128A1

公开(公告)日：2023-05-25

申请号：US17530962

申请日：2021-11-19

Applicant: PHILLIPS 66 COMPANY

Inventor： Laura Nielsen ,  Reed Eisenhart ,  Victoria Suding ,  Hualong Pan ,  Alyssa Chinen-Mendez

IPC: H01L51/00 ,  C08G61/12

CPC classification number: H01L51/0036 ,  C08G61/126 ,  C08G2261/12 ,  C08G2261/1412 ,  C08G2261/149 ,  C08G2261/3243 ,  C08G2261/3223 ,  C08G2261/3246 ,  C08G2261/91 ,  H01L51/42

Abstract: A composition comprising




In this composition Ar1 is independently selected from the group consisting of:




and Ar2 is selected from




Additionally in this composition, R1, R5, R6, R7, R8, R9, R11, and R12 are independently selected from F, Cl, H, unsubstituted or substituted branched alkyls with 1 to 60 carbon atoms, and unsubstituted or substituted linear alkyls with 1 to 60 carbon atoms; and the compositional ratio of x/y ranges from about 1/99 to about 99/1, and n ranges from 1 to 1,000,000.

公开(公告)号：US20230165127A1

公开(公告)日：2023-05-25

申请号：US17530940

申请日：2021-11-19

Applicant: PHILLIPS 66 COMPANY

Inventor： Laura Nielsen ,  Reed Eisenhart ,  Victoria Suding ,  Hualong Pan ,  Alyssa Chinen-Mendez

IPC: H01L51/00 ,  C08G61/12

CPC classification number: H01L51/0036 ,  C08G61/126 ,  H01L51/0043 ,  C08G2261/91 ,  C08G2261/3246 ,  C08G2261/3243 ,  C08G2261/3223 ,  C08G2261/228 ,  C08G2261/18 ,  C08G2261/1412 ,  C08G2261/149 ,  C08G2261/146 ,  C08G2261/124 ,  H01L51/4253

Abstract: A method of reacting




with




to produce




In this method Y1 and Y2 are independently selected from the group consisting of: H, Cl, Br, I, and combinations thereof. Additionally in this method M is selected from the group consisting of H, trialkylstannane, boronate, or ZnX, wherein X is Cl, Br, or I. Furthermore in this method Z is a divalent linking group selected from the group consisting of:




Lastly, in this method R1 is selected from: H, unsubstituted or substituted branched alkyls with 1 to 60 carbon atoms or unsubstituted or substituted linear alkyls with 1 to 60 carbon atoms.

公开(公告)号：US11639421B2

公开(公告)日：2023-05-02

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.

公开(公告)号：US11629231B2

公开(公告)日：2023-04-18

申请号：US17238523

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 independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups.

公开(公告)号：US20220380494A1

公开(公告)日：2022-12-01

申请号：US17726757

申请日：2022-04-22

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Reed Eisenhart ,  Brian Worfolk ,  Laura Nielsen

IPC: C08F28/06 ,  H01L31/0216

Abstract: A polymer comprising wherein m+n=1.

公开(公告)号：US11228000B2

公开(公告)日：2022-01-18

申请号：US17002964

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody

IPC: H01L51/00 ,  C08G61/12 ,  H01L51/42

Abstract: A polymer comprising wherein Ar1 and Ar2 are optional and either the same or different and independently selected from an aryl group or an heteroaryl group. In this polymer, W is selected from the group consisting of: S, Se, O, and N-Q; and Q is selected from the group consisting of: a straight-chain or branched carbyl, silyl, or hydrocarbyl, a branched or cyclic alkyl with 1 to 30 atoms, a fused substituted aromatic ring, and a fused unsubstituted aromatic ring. Additionally, in the polymer, R1 is selected from the group consisting of: a straight-chain or branched carbyl, silyl, or hydrocarbyl, a branched or cyclic alkyl with 1 to 30 atoms, a fused substituted aromatic ring, and a fused unsubstituted aromatic ring and wherein x+y=1.

公开(公告)号：US11158805B2

公开(公告)日：2021-10-26

申请号：US17002977

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody

IPC: H01L51/00 ,  C08G61/12 ,  H01L51/42

Abstract: A method of forming a polymer, the method begins by combining 4,7-bis(5-bromo-4-alkylthiophen-2-yl)-5-chloro-6-fluorobenzo[c][1,2,5]thiadiazole, [4-alkyl-5-[5-(trimethylstannyl)thiophen-2-yl]thiophen-2-yl]trimethylstannane, (3,3′-difluoro-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane), Pd2dba3 and P(o-tol)3 to form the polymer: In this polymer R1 and R2 are independently selected from the group consisting of a straight-chain or branched carbyl, silyl, or hydrocarbyl, a branched or cyclic alkyl with 1 to 30 atoms, a fused substituted aromatic ring, and a fused unsubstituted aromatic ring; and the ratio of x is between 0.6 to 0.8 and y is between 0.2 and 0.4.

公开(公告)号：US20210066610A1

公开(公告)日：2021-03-04

申请号：US17003066

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy A. Repa ,  Brian J. Worfolk ,  Alyssa Brooke Chinen-Mendez

IPC: H01L51/00 ,  C08G61/12 ,  C08K9/04 ,  C08K3/04

Abstract: An organic photovoltaic device comprising a polymer: and an acceptor. In this organic photovoltaic device, R1, R2, R3, R4, R5 and R6 are independently selected from the group consisting of: a halogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl and an unsubstituted heteroaryl.