RU2009144266A - Политиоэфиры с концевыми эпокси- и гидрокси/аминогруппами - Google Patents
Политиоэфиры с концевыми эпокси- и гидрокси/аминогруппами Download PDFInfo
- Publication number
- RU2009144266A RU2009144266A RU2009144266/04A RU2009144266A RU2009144266A RU 2009144266 A RU2009144266 A RU 2009144266A RU 2009144266/04 A RU2009144266/04 A RU 2009144266/04A RU 2009144266 A RU2009144266 A RU 2009144266A RU 2009144266 A RU2009144266 A RU 2009144266A
- Authority
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- Prior art keywords
- group
- hydroxy
- integer
- amino
- terminated polythioether
- Prior art date
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- -1 AMINO GROUPS Chemical group 0.000 title claims 2
- 239000004593 Epoxy Substances 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical class [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 title 1
- 229920006295 polythiol Polymers 0.000 claims abstract 8
- 150000001412 amines Chemical class 0.000 claims abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 125000005647 linker group Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000005529 alkyleneoxy group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000002993 cycloalkylene group Chemical group 0.000 claims 1
- 150000001993 dienes Chemical class 0.000 claims 1
- 150000004662 dithiols Chemical class 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract 1
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
- C08G75/12—Polythioether-ethers
-
- 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
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/30—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen
- C08G59/302—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen containing sulfur
-
- 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
- C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
-
- 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
- C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
- C08G75/045—Polythioethers from mercapto compounds or metallic derivatives thereof from mercapto compounds and unsaturated compounds
-
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Epoxy Resins (AREA)
- Sealing Material Composition (AREA)
- Epoxy Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Abstract
1. Политиоэфир с концевыми амино/гидрокси-группами, имеющий структуру: , в которой каждый R21 независимо обозначает н-С2-10-алкиленовую группу, разветвленную С2-6-алкиленовую группу; алкиленокси-группу; С6-8-циклоалкиленовую группу; С6-10-алкилциклоалкиленовую группу; гетероциклическую группу; или группу , в которой s обозначает целое число от 2 до 6, q обозначает целое число от 1 до 5, r обозначает целое число от 2 до 10, R3 обозначает водород или метил, и X обозначает O, S или -NR2-, где R обозначает алкильную группу; ! каждый R22 независимо обозначает двухвалентную связывающую группу; ! p обозначает целое число от 2 до 6; ! m обозначает рациональное число, имеющее значение от 0 до 50; ! каждый R23 обозначает двухвалентную связывающую группу; и ! n обозначает целое число от 1 до 60; и ! Y является первичной аминогруппой, содержащей фрагмент, в котором имеются одно или более ароматических колец. ! 2. Политиоэфир с концевыми амино/гидрокси-группами по п.1, у которого по крайней мере один Y происходит от изомера бензолдиамин-бис(метилтио)-. ! 3. Политиоэфир с концевыми амино/гидрокси-группами по п.2, у которого изомер бензолдиамин-бис(метилтио)- включает в себя по меньшей мере одну из следующих структур: ! . ! 4. Политиоэфир с концевыми амино/гидрокси-группами по п.1, который является продуктом реакции амина с политиоэфиром с концевыми эпокси-группами, представляющим собой продукт реакции дитиола, диолефина и моноэпокси-олефина.
Claims (4)
1. Политиоэфир с концевыми амино/гидрокси-группами, имеющий структуру: 
, в которой каждый R21 независимо обозначает н-С2-10-алкиленовую группу, разветвленную С2-6-алкиленовую группу; алкиленокси-группу; С6-8-циклоалкиленовую группу; С6-10-алкилциклоалкиленовую группу; гетероциклическую группу; или группу 
, в которой s обозначает целое число от 2 до 6, q обозначает целое число от 1 до 5, r обозначает целое число от 2 до 10, R3 обозначает водород или метил, и X обозначает O, S или -NR2-, где R обозначает алкильную группу;
каждый R22 независимо обозначает двухвалентную связывающую группу;
p обозначает целое число от 2 до 6;
m обозначает рациональное число, имеющее значение от 0 до 50;
каждый R23 обозначает двухвалентную связывающую группу; и
n обозначает целое число от 1 до 60; и
Y является первичной аминогруппой, содержащей фрагмент, в котором имеются одно или более ароматических колец.
2. Политиоэфир с концевыми амино/гидрокси-группами по п.1, у которого по крайней мере один Y происходит от изомера бензолдиамин-бис(метилтио)-.
3. Политиоэфир с концевыми амино/гидрокси-группами по п.2, у которого изомер бензолдиамин-бис(метилтио)- включает в себя по меньшей мере одну из следующих структур:
4. Политиоэфир с концевыми амино/гидрокси-группами по п.1, который является продуктом реакции амина с политиоэфиром с концевыми эпокси-группами, представляющим собой продукт реакции дитиола, диолефина и моноэпокси-олефина.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91516607P | 2007-05-01 | 2007-05-01 | |
| US60/915,166 | 2007-05-01 | ||
| US11/772,842 | 2007-07-03 | ||
| US11/772,842 US7622548B2 (en) | 2003-07-11 | 2007-07-03 | Epoxy- or amine/hydroxy-capped polythioethers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2009144266A true RU2009144266A (ru) | 2011-06-10 |
| RU2429250C2 RU2429250C2 (ru) | 2011-09-20 |
Family
ID=38822759
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009144266/04A RU2429250C2 (ru) | 2007-05-01 | 2008-02-28 | Политиоэфиры с концевыми гидрокси/аминогруппами |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7622548B2 (ru) |
| EP (1) | EP2142586B1 (ru) |
| JP (1) | JP5194109B2 (ru) |
| KR (1) | KR101129814B1 (ru) |
| CN (2) | CN103145989B (ru) |
| AT (1) | ATE504618T1 (ru) |
| AU (1) | AU2008248096B2 (ru) |
| BR (1) | BRPI0810332B1 (ru) |
| CA (1) | CA2686411C (ru) |
| DE (1) | DE602008006058D1 (ru) |
| DK (1) | DK2142586T3 (ru) |
| MX (1) | MX2009011773A (ru) |
| RU (1) | RU2429250C2 (ru) |
| WO (1) | WO2008137199A1 (ru) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7622548B2 (en) | 2003-07-11 | 2009-11-24 | Prc Desoto International, Inc. | Epoxy- or amine/hydroxy-capped polythioethers |
| US20050010003A1 (en) * | 2003-07-11 | 2005-01-13 | Prc-Desoto International, Inc. | Epoxy-capped polythioethers |
| US7879955B2 (en) * | 2007-05-01 | 2011-02-01 | Rao Chandra B | Compositions including a polythioether |
| US7875666B2 (en) | 2008-04-24 | 2011-01-25 | Prc-De Soto International, Inc. | Thioethers, methods for their preparation, and compositions including such thioethers |
| US8466220B2 (en) * | 2008-04-24 | 2013-06-18 | PRC DeSoto International, Inc | Thioethers, methods for their preparation, and compositions including such thioethers |
| US8816044B2 (en) * | 2011-09-21 | 2014-08-26 | PRC DeSoto International, Inc | Flexible polyamines, flexible amine-terminated adducts, compositions thereof and methods of use |
| US20130079485A1 (en) | 2011-09-22 | 2013-03-28 | Prc-Desoto International, Inc. | Sulfur-containing polyureas and methods of use |
| US8952110B2 (en) | 2012-06-21 | 2015-02-10 | Prc-Desoto International, Inc. | Moisture-curable, amine-catalyzed sulfur-containing polymer compositions |
| US8710159B2 (en) | 2012-06-21 | 2014-04-29 | Prc Desoto International, Inc. | Polyfunctional sulfur-containing epoxies and compositions thereof |
| US8513339B1 (en) | 2012-06-21 | 2013-08-20 | Prc-Desoto International, Inc. | Copolymerizable sulfur-containing adhesion promoters and compositions thereof |
| US9303149B2 (en) | 2012-06-21 | 2016-04-05 | Prc-Desoto International, Inc. | Adhesion promoting adducts containing metal ligands, compositions thereof, and uses thereof |
| US9018322B2 (en) * | 2012-06-21 | 2015-04-28 | FRC-DeSoto International, Inc. | Controlled release amine-catalyzed, Michael addition-curable sulfur-containing polymer compositions |
| US9006360B2 (en) | 2012-10-24 | 2015-04-14 | Prc-Desoto International, Inc. | Controlled-release amine-catalyzed, sulfur-containing polymer and epdxy compositions |
| BR112016009655A2 (pt) | 2013-10-29 | 2017-08-01 | Prc Desoto Int Inc | Aduto promotor de adesão, aduto promotor de adesão polivalente, aduto promotor de adesão copolimerizável, aduto promotor de adesão contendo enxofre copolimerizável, composição e selante curado |
| US9518197B2 (en) | 2014-03-07 | 2016-12-13 | Prc-Desoto International, Inc. | Cure-on-demand moisture-curable urethane-containing fuel resistant prepolymers and compositions thereof |
| US9328275B2 (en) | 2014-03-07 | 2016-05-03 | Prc Desoto International, Inc. | Phosphine-catalyzed, michael addition-curable sulfur-containing polymer compositions |
| CA2976436A1 (en) | 2015-02-13 | 2016-08-18 | 3M Innovative Properties Company | Cold-tolerant sealants and components thereof |
| US9951252B2 (en) | 2015-08-10 | 2018-04-24 | Prc-Desoto International, Inc. | Moisture-curable fuel-resistant sealant systems |
| US10053606B2 (en) | 2015-10-26 | 2018-08-21 | Prc-Desoto International, Inc. | Non-chromate corrosion inhibiting polythioether sealants |
| US9988487B2 (en) | 2015-12-10 | 2018-06-05 | Prc-Desoto International, Inc. | Blocked 1,8-diazabicyclo[5.4.0]undec-7-ene bicarbonate catalyst for aerospace sealants |
| US10035926B2 (en) | 2016-04-22 | 2018-07-31 | PRC—DeSoto International, Inc. | Ionic liquid catalysts in sulfur-containing polymer compositions |
| US9920006B2 (en) * | 2016-06-28 | 2018-03-20 | Prc-Desoto International, Inc. | Prepolymers exhibiting rapid development of physical properties |
| US10370561B2 (en) | 2016-06-28 | 2019-08-06 | Prc-Desoto International, Inc. | Urethane/urea-containing bis(alkenyl) ethers, prepolymers prepared using urethane/urea-containing bis(alkenyl) ethers, and uses thereof |
| CA3042860A1 (en) | 2016-11-03 | 2018-05-11 | 3M Innovative Properties Company | Polythiol sealant compositions |
| US10280348B2 (en) | 2017-01-31 | 2019-05-07 | Prc-Desoto International, Inc. | Low density aerospace compositions and sealants |
| US11098222B2 (en) | 2018-07-03 | 2021-08-24 | Prc-Desoto International, Inc. | Sprayable polythioether coatings and sealants |
| US12460115B2 (en) | 2018-11-19 | 2025-11-04 | 3M Innovative Properties Company | Composition including a polythiol, a polyepoxide, a polymeric catalyst, and a conductive filler and methods relating to the composition |
| US11437162B2 (en) | 2019-12-31 | 2022-09-06 | Industrial Technology Research Institute | Conductive material composition and conductive material prepared therefrom |
| US11479655B2 (en) * | 2020-01-15 | 2022-10-25 | The Boeing Company | Compositions for use with polysulfide sealants and related methods |
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| US20050010003A1 (en) * | 2003-07-11 | 2005-01-13 | Prc-Desoto International, Inc. | Epoxy-capped polythioethers |
| US7622548B2 (en) | 2003-07-11 | 2009-11-24 | Prc Desoto International, Inc. | Epoxy- or amine/hydroxy-capped polythioethers |
| US7879955B2 (en) * | 2007-05-01 | 2011-02-01 | Rao Chandra B | Compositions including a polythioether |
-
2007
- 2007-07-03 US US11/772,842 patent/US7622548B2/en not_active Expired - Lifetime
-
2008
- 2008-02-28 EP EP08768936A patent/EP2142586B1/en active Active
- 2008-02-28 CN CN201310089170.7A patent/CN103145989B/zh not_active Expired - Fee Related
- 2008-02-28 AU AU2008248096A patent/AU2008248096B2/en active Active
- 2008-02-28 CN CN200880019065A patent/CN101679634A/zh active Pending
- 2008-02-28 MX MX2009011773A patent/MX2009011773A/es active IP Right Grant
- 2008-02-28 DK DK08768936.0T patent/DK2142586T3/da active
- 2008-02-28 DE DE602008006058T patent/DE602008006058D1/de active Active
- 2008-02-28 CA CA2686411A patent/CA2686411C/en active Active
- 2008-02-28 BR BRPI0810332A patent/BRPI0810332B1/pt not_active IP Right Cessation
- 2008-02-28 AT AT08768936T patent/ATE504618T1/de not_active IP Right Cessation
- 2008-02-28 KR KR1020097024942A patent/KR101129814B1/ko active Active
- 2008-02-28 WO PCT/US2008/055264 patent/WO2008137199A1/en not_active Ceased
- 2008-02-28 RU RU2009144266/04A patent/RU2429250C2/ru active
- 2008-02-28 JP JP2010506350A patent/JP5194109B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CA2686411A1 (en) | 2008-11-13 |
| AU2008248096B2 (en) | 2010-11-18 |
| ATE504618T1 (de) | 2011-04-15 |
| EP2142586B1 (en) | 2011-04-06 |
| EP2142586A1 (en) | 2010-01-13 |
| DE602008006058D1 (de) | 2011-05-19 |
| KR101129814B1 (ko) | 2012-04-12 |
| BRPI0810332B1 (pt) | 2018-11-06 |
| MX2009011773A (es) | 2009-12-04 |
| KR20090130337A (ko) | 2009-12-22 |
| US20070287810A1 (en) | 2007-12-13 |
| CA2686411C (en) | 2012-10-23 |
| DK2142586T3 (da) | 2011-07-25 |
| CN101679634A (zh) | 2010-03-24 |
| JP5194109B2 (ja) | 2013-05-08 |
| US7622548B2 (en) | 2009-11-24 |
| JP2010526174A (ja) | 2010-07-29 |
| RU2429250C2 (ru) | 2011-09-20 |
| WO2008137199A1 (en) | 2008-11-13 |
| BRPI0810332A2 (pt) | 2014-10-14 |
| CN103145989B (zh) | 2016-12-28 |
| AU2008248096A1 (en) | 2008-11-13 |
| CN103145989A (zh) | 2013-06-12 |
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