WO2015066135A3 - Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof - Google Patents

Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof Download PDF

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Publication number
WO2015066135A3
WO2015066135A3 PCT/US2014/062833 US2014062833W WO2015066135A3 WO 2015066135 A3 WO2015066135 A3 WO 2015066135A3 US 2014062833 W US2014062833 W US 2014062833W WO 2015066135 A3 WO2015066135 A3 WO 2015066135A3
Authority
WO
WIPO (PCT)
Prior art keywords
metal ligand
containing prepolymers
compositions
methods
synthesis
Prior art date
Application number
PCT/US2014/062833
Other languages
French (fr)
Other versions
WO2015066135A2 (en
Inventor
Chandra B. Rao
Jun Deng
Renhe Lin
Original Assignee
Prc-Desoto International, Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US14/065,554 external-priority patent/US9062162B2/en
Application filed by Prc-Desoto International, Inc. filed Critical Prc-Desoto International, Inc.
Priority to RU2016120971A priority Critical patent/RU2670957C9/en
Priority to EP14802536.4A priority patent/EP3063206A2/en
Priority to JP2016527379A priority patent/JP6436988B2/en
Priority to CN201480068457.4A priority patent/CN105814117B/en
Priority to AU2014342464A priority patent/AU2014342464B2/en
Priority to CA2928961A priority patent/CA2928961C/en
Priority to KR1020167014264A priority patent/KR102335612B1/en
Publication of WO2015066135A2 publication Critical patent/WO2015066135A2/en
Publication of WO2015066135A3 publication Critical patent/WO2015066135A3/en
Priority to HK16110476.4A priority patent/HK1222193A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C317/18—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F228/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
    • C08F228/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a bond to sulfur
    • C08F228/04—Thioethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C08G75/025—Preparatory processes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
    • C08L81/02—Polythioethers; Polythioether-ethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
    • C08L81/04—Polysulfides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J181/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Adhesives based on polysulfones; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J181/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Adhesives based on polysulfones; Adhesives based on derivatives of such polymers
    • C09J181/02—Polythioethers; Polythioether-ethers

Abstract

Metal ligand-containing prepolymers, compositions containing metal ligand-containing prepolymers, methods of synthesizing metal ligand-containing prepolymers and the use of metal ligand-containing prepolymers in aerospace sealant applications are disclosed. The metal ligand-containing prepolymers have metal ligands incorporated into the backbone of the prepolymer. Cured sealant compositions comprising the metal ligand-containing prepolymers exhibit enhanced properties suitable for aerospace sealant applications.
PCT/US2014/062833 2013-10-29 2014-10-29 Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof WO2015066135A2 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
RU2016120971A RU2670957C9 (en) 2013-10-29 2014-10-29 Ligand-containing prepolymers capable of binding to metal, methods for synthesis thereof and compositions containing same
EP14802536.4A EP3063206A2 (en) 2013-10-29 2014-10-29 Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof
JP2016527379A JP6436988B2 (en) 2013-10-29 2014-10-29 Metal-ligand-containing prepolymer, synthesis method thereof, and composition thereof
CN201480068457.4A CN105814117B (en) 2013-10-29 2014-10-29 Prepolymer, its synthetic method and composition containing metal ligand
AU2014342464A AU2014342464B2 (en) 2013-10-29 2014-10-29 Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof
CA2928961A CA2928961C (en) 2013-10-29 2014-10-29 Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof
KR1020167014264A KR102335612B1 (en) 2013-10-29 2014-10-29 Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof
HK16110476.4A HK1222193A1 (en) 2013-10-29 2016-09-02 Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US14/065,554 US9062162B2 (en) 2013-03-15 2013-10-29 Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof
US14/065,554 2013-10-29

Publications (2)

Publication Number Publication Date
WO2015066135A2 WO2015066135A2 (en) 2015-05-07
WO2015066135A3 true WO2015066135A3 (en) 2015-07-16

Family

ID=51947477

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2014/062833 WO2015066135A2 (en) 2013-10-29 2014-10-29 Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof

Country Status (9)

Country Link
EP (1) EP3063206A2 (en)
JP (2) JP6436988B2 (en)
KR (1) KR102335612B1 (en)
CN (1) CN105814117B (en)
AU (1) AU2014342464B2 (en)
CA (1) CA2928961C (en)
HK (1) HK1222193A1 (en)
RU (1) RU2670957C9 (en)
WO (1) WO2015066135A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102047538B1 (en) * 2017-02-03 2019-11-21 삼성에스디아이 주식회사 Resist underlayer composition, and method of forming patterns using the composition
KR102253386B1 (en) * 2017-06-09 2021-05-17 피알시-데소토 인터내쇼날, 인코포레이티드 Double cure sealant
CN109101779B (en) * 2018-07-16 2021-05-18 三峡大学 Method for analyzing corrosion performance of DBDS and DBS on copper winding

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2505366A (en) * 1948-07-07 1950-04-25 Us Rubber Co Polymeric compositions from divinyl sulfone
US3138573A (en) * 1960-05-23 1964-06-23 Coast Pro Seal & Mfg Co Elastomeric polymer and process for making the same
US3215677A (en) * 1961-10-16 1965-11-02 Coast Pro Seal & Mfg Co One part castable liquid thiol-terminated polymer and method of cure
US5912319A (en) * 1997-02-19 1999-06-15 Courtaulds Aerospace, Inc. Compositions and method for producing fuel resistant liquid polythioether polymers with good low temperature flexibility
US20030008977A1 (en) * 1997-02-19 2003-01-09 Zook Jonathan D. Sealants and potting formulations including mercapto-terminated polymers produced by the reaction of a polythiol and polyvinyl ether monomer
US20120040104A1 (en) * 2010-08-13 2012-02-16 Prc-Desoto International, Inc. Methods for making cured sealants by actinic radiation and related compositions
US8513339B1 (en) * 2012-06-21 2013-08-20 Prc-Desoto International, Inc. Copolymerizable sulfur-containing adhesion promoters and compositions thereof
WO2014205091A1 (en) * 2013-06-21 2014-12-24 Prc-Desoto International, Inc. Michael addition curing chemistries for sulfur-containing polymer compositions employing bis(sulfonyl)alkanols

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4093639A (en) * 1975-04-14 1978-06-06 Ciba-Geigy Corporation Metal salts of N-hydroxyalkylated or N-aminoalkylated branched α-aminoacids
US4366307A (en) 1980-12-04 1982-12-28 Products Research & Chemical Corp. Liquid polythioethers
US4609762A (en) 1984-01-30 1986-09-02 Products Research & Chemical Corp. Thioethers having a high sulfur content and method therefor
CN1003647B (en) * 1987-05-30 1989-03-22 武汉大学 Process for synthesizing amine chelate resin with polythioether as main chain
JPH03281539A (en) * 1989-03-31 1991-12-12 Toshiba Corp Organometallic resin composition, organometallic polymer, epoxy resin composition and resin-sealing type semiconductor device
US5061566A (en) 1989-12-28 1991-10-29 Chomerics, Inc. Corrosion inhibiting emi/rfi shielding coating and method of its use
US5270364A (en) 1991-09-24 1993-12-14 Chomerics, Inc. Corrosion resistant metallic fillers and compositions containing same
US5225472A (en) 1992-05-19 1993-07-06 Courtaulds Aerospace, Inc. Low viscosity polythiol and method therefor
JPH09111135A (en) 1995-10-23 1997-04-28 Mitsubishi Materials Corp Conductive polymer composition
AU2001245600B2 (en) 2000-03-09 2004-10-28 Advanced Chemistry And Technology, Inc. Chemically resistant polythioethers and formation thereof
DE10061877A1 (en) * 2000-12-12 2002-06-13 Basf Ag Process for the preparation of aqueous copolymer dispersions of copolymers of carbon monoxide and at least one olefinically unsaturated compound
US7009032B2 (en) 2002-12-20 2006-03-07 Ppg Industries Ohio, Inc. Sulfide-containing polythiols
US20050010003A1 (en) 2003-07-11 2005-01-13 Prc-Desoto International, Inc. Epoxy-capped polythioethers
US7169825B2 (en) * 2003-07-29 2007-01-30 Ashland Licensing And Intellectual Property Llc Dual cure reaction products of self-photoinitiating multifunctional acrylates with thiols and synthetic methods
US7759436B2 (en) * 2006-10-26 2010-07-20 Basf Coatings Gmbh Film-former of resin with nonionic metal coordinating structure and crosslinker-reactive group
US7879955B2 (en) 2007-05-01 2011-02-01 Rao Chandra B Compositions including a polythioether
US8816023B2 (en) 2008-08-13 2014-08-26 Ppg Industries Ohio, Inc Lightweight particles and compositions containing them
GB201002279D0 (en) * 2010-02-11 2010-03-31 Johnson Matthey Plc Method of preparing a polymer and compositions thereof
US20110319559A1 (en) 2010-06-25 2011-12-29 PRC-DeSolo International, Inc. Polythioether polymers, methods for preparation thereof, and compositions comprising them
US8729216B2 (en) 2011-03-18 2014-05-20 Prc Desoto International, Inc. Multifunctional sulfur-containing polymers, compositions thereof and methods of use
US8541513B2 (en) 2011-03-18 2013-09-24 Prc-Desoto International, Inc. Terminal-modified difunctional sulfur-containing polymers, compositions thereof and methods of use
US8952124B2 (en) * 2013-06-21 2015-02-10 Prc-Desoto International, Inc. Bis(sulfonyl)alkanol-containing polythioethers, methods of synthesis, and compositions thereof

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2505366A (en) * 1948-07-07 1950-04-25 Us Rubber Co Polymeric compositions from divinyl sulfone
US3138573A (en) * 1960-05-23 1964-06-23 Coast Pro Seal & Mfg Co Elastomeric polymer and process for making the same
US3215677A (en) * 1961-10-16 1965-11-02 Coast Pro Seal & Mfg Co One part castable liquid thiol-terminated polymer and method of cure
US5912319A (en) * 1997-02-19 1999-06-15 Courtaulds Aerospace, Inc. Compositions and method for producing fuel resistant liquid polythioether polymers with good low temperature flexibility
US20030008977A1 (en) * 1997-02-19 2003-01-09 Zook Jonathan D. Sealants and potting formulations including mercapto-terminated polymers produced by the reaction of a polythiol and polyvinyl ether monomer
US20120040104A1 (en) * 2010-08-13 2012-02-16 Prc-Desoto International, Inc. Methods for making cured sealants by actinic radiation and related compositions
US8513339B1 (en) * 2012-06-21 2013-08-20 Prc-Desoto International, Inc. Copolymerizable sulfur-containing adhesion promoters and compositions thereof
WO2014205091A1 (en) * 2013-06-21 2014-12-24 Prc-Desoto International, Inc. Michael addition curing chemistries for sulfur-containing polymer compositions employing bis(sulfonyl)alkanols

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ANDREW C GRIMSDALE ET AL: "Synthesis of Light-Emitting Conjugated Polymers for Applications in Electroluminescent Devices", CHEMICAL REVIEWS, AMERICAN CHEMICAL SOCIETY, US, vol. 109, 1 February 2009 (2009-02-01), pages 897 - 1091, XP009133687, ISSN: 0009-2665, DOI: 10.1021/CR000013V *

Also Published As

Publication number Publication date
RU2670957C2 (en) 2018-10-26
JP6436988B2 (en) 2018-12-12
HK1222193A1 (en) 2017-06-23
RU2016120971A (en) 2017-12-04
WO2015066135A2 (en) 2015-05-07
AU2014342464A1 (en) 2016-06-02
AU2014342464B2 (en) 2017-08-24
RU2670957C9 (en) 2018-11-21
CN105814117B (en) 2019-02-12
CN105814117A (en) 2016-07-27
KR20160079843A (en) 2016-07-06
KR102335612B1 (en) 2021-12-03
EP3063206A2 (en) 2016-09-07
JP2016536398A (en) 2016-11-24
CA2928961C (en) 2019-12-31
JP2019007017A (en) 2019-01-17
CA2928961A1 (en) 2015-05-07

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