Patents by Inventor Hualong Pan

Hualong Pan has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20210061945
    Abstract: A process of reacting a monomer unit containing chlorobenzothiadiazole or fluorochlorobenzothiadiazole in a solvent to produce a polymer with a reaction yield greater than 60%. In this process the solvent is selected from the group consisting of: dichlorobenzene, trichlorobenzene, and combinations thereof.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy Woody, Brian J. Worfolk
  • Publication number: 20210061946
    Abstract: A method of forming a polymer, the method comprising combining 4,7-bis(5-bromo-4-alkyl thiophen-2-yl)-5-chloro-6-fluorobenzo[c][1,2,5]thiadiazole, (3,3?-difluoro-[2,2?-bithiophene]-5,5?-diyl)bis(trimethylstannane), and benzo[1,2-b:4,5-b?]dithiophene-2,6-diyl)bis(trimethylstannane), Pd2dba3 and P(o-tol)3 to form the polymer: In this polymer, W is selected from the group consisting of: S, Se, O, and N-Q. Additionally, in this polymer 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.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy Woody
  • Publication number: 20210066607
    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, R4 and R5 are 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 x+y=1.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy Woody
  • Publication number: 20210066604
    Abstract: An organic compound comprising: In this organic compound, 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 this organic compound Ar1 and Ar2 are independently selected from the group selected from: H, an aryl group, and a heteroaryl group.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy Woody, Brian J. Worfolk
  • Publication number: 20210066621
    Abstract: A polymer comprising: In this embodiment, R? and R?, can be independently selected from the group consisting of: a halogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, and an unsubstituted aryl. Additionally, X1 and X2 can be independently selected from the group consisting of: O, S, Se, N—R, and Si—R—R. Lastly, Ar and Ar? can be identical or different and can be independently selected from the group consisting of: a substituted aryl, and an unsubstituted aryl.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy A. Repa, Brian J. Worfolk, Alyssa Brooke Chinen-Mendez
  • Publication number: 20210066606
    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.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy Woody
  • Publication number: 20210066603
    Abstract: A method of reacting bis(R1) 5,5??-dibromo-3?,4?-difluoro-[2,2?:5?,2?:5?,2??-quaterthiophene]-3,3??-dicarboxylate and bis(R2) 5,5??-dibromo-3?,4?-difluoro-[2,2?:5?,2?:5?,2??-quaterthiophene]-3,3??-dicarboxylate to form the polymer: In this polymer 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.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy A. Repa, Brian J. Worfolk, Alyssa Brooke Chinen-Mendez
  • Publication number: 20210066608
    Abstract: A polymer comprising: In this polymer W is selected from the group consisting of: S, Se, O, and N-Q. Additionally, Q is selected from the group consisting of: a straight-chain carbyl, silyl or hydrocarbyl, branched, cyclic alkyl with 1 to 30 atoms, and fused aromatic rings. In this polymer, R1, and R4 are independently selected from the group consisting of: F, Cl, I, Br, CN, —NCO, —NCS, —OCN, —SCN, —OX, —SX, —NH2, —C(?O)X, —C(?O)—OX, —OX, —NHX, —NXX?, —C(?O)NHX, —C(?O)NXX?, —SO3X, —SO2X, —OH, —NO2, CF3, —SF5, 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, R2 and R3 are independently selected from F, Cl, Br and I.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy Woody
  • Publication number: 20210066605
    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.
    Type: Application
    Filed: August 26, 2020
    Publication date: March 4, 2021
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy Woody
  • Patent number: 10804468
    Abstract: A molecular complex comprising wherein X1 and X2 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups; R1, R2, R1? and R2? are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups; R3 are selected from the group consisting of alkyl group, alkoxy group, aryl groups and combinations thereof; and wherein the thiophene groups are unsymmetrical.
    Type: Grant
    Filed: July 7, 2017
    Date of Patent: October 13, 2020
    Assignee: Phillips 66 Company
    Inventors: Hualong Pan, Kathy Woody, Brian Worfolk, Taeshik Earmme
  • Patent number: 10787537
    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.
    Type: Grant
    Filed: January 22, 2019
    Date of Patent: September 29, 2020
    Assignee: PHILLIPS 66 COMPANY
    Inventors: Joe Bullock, Brian Worfolk, Taeshik Earmme, Hualong Pan, Kathy Woody
  • Patent number: 10787538
    Abstract: A polymer comprising: In this polymer R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are independently selected from H, F, Cl, S, CN, or substituted, unsubstituted, straight-chain, branched, or cyclic alkyls ranging from 1 to 100 carbon atoms. The length of the polymer can range with n from about 1 to about 100,000 repeat units.
    Type: Grant
    Filed: January 22, 2019
    Date of Patent: September 29, 2020
    Assignee: Phillips 66 Company
    Inventors: Joe Bullock, Brian Worfolk, Taeshik Earmme, Hualong Pan, Kathy Woody
  • Publication number: 20200024386
    Abstract: A copolymer comprising a repeat unit A, wherein repeat unit A comprises a repeat unit B, wherein repeat unit B comprises and at least one optional repeat unit D, wherein repeat unit D comprises an aryl group. In this copolymer, X1, X2, X3, and X4 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups and R1, R2, R3, R4, R5 and R6 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups.
    Type: Application
    Filed: July 18, 2018
    Publication date: January 23, 2020
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Kathy Woody, Laura Nielsen, Hualong Pan, Taeshik Earmme
  • Publication number: 20200017633
    Abstract: A novel AB-type copolymer for use in organic photovoltaics. The AB-type copolymer comprises a unit A, where the unit A is where R1 is a carbon chain from about 1 to about 30 units and where Y is selected from CN, F and Cl. The B unit of the AB-type copolymer is selected from is selected from: wherein X1, X2, X3, and X4 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkylthiol, alkoxy, ester, ketone, amide and aryl groups.
    Type: Application
    Filed: July 15, 2019
    Publication date: January 16, 2020
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Kathy Woody, Laura Nielsen, Hualong Pan
  • Publication number: 20200017632
    Abstract: A novel AB-type copolymer for use in organic photovoltaics. The AB-type copolymer comprises a unit A, where the unit A is where R1 is a carbon chain from about 1 to about 30 units and where Y is selected from CN, F and Cl. The B unit of the AB-type copolymer is selected from is selected from: wherein X1, X2, X3, and X4 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkylthiol, alkoxy, ester, ketone, amide and aryl groups.
    Type: Application
    Filed: July 15, 2019
    Publication date: January 16, 2020
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Kathy Woody, Laura Nielsen, Hualong Pan
  • Publication number: 20190233577
    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.
    Type: Application
    Filed: January 22, 2019
    Publication date: August 1, 2019
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Joe Bullock, Brian Worfolk, Taeshik Earmme, Hualong Pan, Kathy Woody
  • Publication number: 20190233578
    Abstract: A polymer comprising: In this polymer R1, R2, R3, R4, R5, R6, R7, R8, R9 and Rio are independently selected from H, F, Cl, S, CN, or substituted, unsubstituted, straight-chain, branched, or cyclic alkyls ranging from 1 to 100 carbon atoms. The length of the polymer can range with n from about 1 to about 100,000 repeat units.
    Type: Application
    Filed: January 22, 2019
    Publication date: August 1, 2019
    Applicant: PHILLIPS 66 COMPANY
    Inventors: Joe Bullock, Brian Worfolk, Taeshik Earmme, Hualong Pan, Kathy Woody
  • Patent number: 10358444
    Abstract: A molecular complex comprising wherein X1 and X2 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups; R1, R2, R1? and R2? are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups; G is an aryl group; and wherein the thiophene groups are unsymmetrical.
    Type: Grant
    Filed: July 7, 2017
    Date of Patent: July 23, 2019
    Assignee: PHILLIPS 66 COMPANY
    Inventors: Hualong Pan, Kathy Woody, Brian Worfolk, Taeshik Earmme
  • Patent number: 10361370
    Abstract: An organic photovoltaic device comprising an electron transport layer disposed between an anode and a polymer layer. In this organic photovoltaic device the polymer layer can also be disposed between the electron transport layer and a cathode. The electron transport layer comprises (AOx)yBO(1-y) with an optional fullerene dopant. The polymer comprises a molecular complex comprising wherein X1 and X2 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups; R1, R2, R1? and R2? are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups; R3 are selected from the group consisting of alkyl group, alkoxy group, aryl groups and combinations thereof; G is an aryl group; and wherein the thiophene groups are unsymmetrical.
    Type: Grant
    Filed: July 7, 2017
    Date of Patent: July 23, 2019
    Assignee: Phillips 66 Company
    Inventors: Hualong Pan, Kathy Woody, Brian Worfolk, Taeshik Earmme, Joseph E. Bullock
  • Patent number: 9908857
    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.
    Type: Grant
    Filed: July 7, 2017
    Date of Patent: March 6, 2018
    Assignee: Phillips 66 Company
    Inventors: Hualong Pan, Kathy Woody, Brian Worfolk, Taeshik Earmme