KR950032450A - 에폭시 수지용 변성제로서 유용한 n-알킬-n'-아릴-p-페닐렌디아민 - Google Patents

에폭시 수지용 변성제로서 유용한 n-알킬-n'-아릴-p-페닐렌디아민 Download PDF

Info

Publication number
KR950032450A
KR950032450A KR1019950004339A KR19950004339A KR950032450A KR 950032450 A KR950032450 A KR 950032450A KR 1019950004339 A KR1019950004339 A KR 1019950004339A KR 19950004339 A KR19950004339 A KR 19950004339A KR 950032450 A KR950032450 A KR 950032450A
Authority
KR
South Korea
Prior art keywords
composition
component
carbon atoms
dimethyl
alkyl
Prior art date
Application number
KR1019950004339A
Other languages
English (en)
Other versions
KR100333171B1 (ko
Inventor
블랴크만 예핌
Original Assignee
베르너 발데크
시바-가이기 아게
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
Application filed by 베르너 발데크, 시바-가이기 아게 filed Critical 베르너 발데크
Publication of KR950032450A publication Critical patent/KR950032450A/ko
Application granted granted Critical
Publication of KR100333171B1 publication Critical patent/KR100333171B1/ko

Links

Classifications

    • 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
    • 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
    • C08G59/40—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 curing agents used
    • C08G59/50—Amines
    • C08G59/5033—Amines aromatic
    • 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
    • C08G59/40—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 curing agents used
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31511—Of epoxy ether

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Epoxy Resins (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

본 발명은 에폭시 수지와 성분(b)의 총 중량을 기준으로 2.5 내지 12.5중량%로 부가될때, 경화 후 에폭시 수지가 강도, 강성, 인상 및 가열/습윤 특성과 같은 물리적 특성면에서, 경화되었으나 비변성된 에폭시 수지의 특성에 비해 상당한 증가를 나타내는 N-알킬-N′-아릴-p-페닐렌디아민에 관한 것이다.

Description

에폭시 수지용 변성제로서 유용한 N-알킬-N′-아릴-p-페닐렌디아민
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (19)

  1. (a)에폭시 수지; (b)경화제 유효량; 및 (c)에폭시 수지 중량을 기준으로, 하기식 (Ⅰ)의 화합물을 2.5 내지 12.5중량% 포함하는, 경화 후에 증진된 물리적 특성을 갖는 경화성 변성 에폭시 수지 조성물.:
    (Ⅰ)
    상기식에서, E 및 T는 독립적으로 탄소 원자 5 내지 12의 알킬, 탄소 원자 5 내지 8의 시클로알킬, 탄소원자 7 내지 15의 페닐알킬, 탄소 원자 6 내지 10의 아릴 또는 탄소 원자 1 내지 4의 알킬 1 또는 2로 치환된 아릴이다.
  2. 제1항에 있어서, 성분(a)의 에폭시 수가 다가 페놀, 지방족 및 시클로지방족알코올, 4,4′-디히드록시디페닐 술폰, 디히드록시나프탈렌의 글리시딜 에테르; 포름알데히드와 페놀 및 크레졸과의 축합 생성물; 할로겐화된 모노-, 디- 및 다핵 페놀의 글리시딜 에테르; 글리시딜화된 아민, 아미노페놀 및 아미드; 글리시딜화된 다가산; 시클로헥산 및 시클로펜탄 고리에 부착된 에폭시기를 갖는 시클로지방족 에폭시 수지; 및 그의 혼합물로 이루어진 군으로부터 선정되는 조성물.
  3. 제1항에 있어서, 성분(a)의 에폭시 수지가 비스페놀 A의 디글리시딜 에테르, 비스페놀 F의 디글리시딜 에테르, 히드로퀴논, 레조르시놀, 카테콜, 2,5-디히드록시나프탈렌 또는 9,9-비스(4-히드록시페닐)플루오렌의 디글리시딜 에테르; 3,3,3′,3′-테트라메틸-1,1′-스피로비스인단-5,5′,6,6′-테트라올의 테트라글리시딜 에테르; 메틸렌 디아닐린, m-페닐렌디아민, 1,4-디(α,α-디메틸-4-아미노벤질)벤젠, 1,4-디(α,α-디메틸-3-메틸-4-아미노벤질)벤젠 또는 3,3′-디에틸-4,4′-디아미노페닐메탄의 테트라글리시딜 유도체;4-아미노페놀 또는 3-메틸-4-아미노페놀의 트리글리시딜 유도체; 아닐린의 디글리시딜 유도체; 디(2-글리시딜옥시-1-나프틸)메탄, 디(2,5-디글리시딜옥시-1-나프틸)메탄 또는 2-그릴시딜옥시-1-나프틸-2′,5′-디글리시딜옥시-1′-나프틸메탄인 조성물.
  4. 제3항에 있어서, 성분(a)의 에폭시 수지가 비스페놀 A의 디글리시딜 에테르, 비스페놀의 F의 디글리시딜에테르, 3,3′-디에틸-4,4′-디아미노디페닐메탄 또는 그의 혼합물인 조성물.
  5. 제1항에 있어서, 성분(b)가 지방족, 방향족 또는 시클로지방족 디-또는 폴리아민; 디사안디아미드; 구아니딘; 폴리카르복시산 무수물; 촉매적 경화제; 또는 2관능성 또는 다관능성 페놀인 조성물.
  6. 제1항에 있어서, 성분(b) 가 3,3′-디아미노디페닐 술폰; 4,4′-디아미노디페닐술폰; 4,4′-메틸렌디아닐린;4,4′-메틸렌비스(2-클로로아닐린); 4,4′-메틸렌비스(2-메틸아닐린); m-페닐렌디아민; p-페닐렌디아민; 1,4-디(α,α-디메틸-4-아미노벤질)벤질, 1,4-디(α,α-디메틸 -3-메틸-4-아미노벤질)벤젠; 3,3′-디에틸-4,4′-디아미노디페닐메탄; 2,2′-디메틸-5,5′-디아미노디페닐 술폰; 1,8-디아미노나프탈렌;4,4′-메틸렌비스(2,6-디에틸아닐린); 2,2-디메틸-2,3′-디히드로피리미딘; 1-(4-아미노페닐)-1,3,3-트리메틸-5(6)-아미노인단; 트리메틸렌 비스(4-아미노벤조에이트), 디에틸렌트리아민, N-아미노에틸피페라진,4,4′-디아미노디시클로헥실메탄, 2,4-디에틸-3,5-디아미노톨루엔 , 프탈산 무수물, 트리멜리트산 무수물;3차 아민, 이미다졸 또는 삼불화 붕소의 착물; 비스페놀 A,테트라브로모비스페놀A, 또는 페놀또는 크레졸 노볼락 수지인 조성물.
  7. 제1항에 있어서, 성분(b)가 3,3′-디아미노디페닐 술폰, 2,4-디에틸-3,5-디아미노톨루엔, 3,3′-디아미노디페닐 술폰 및 3,4-에폭시-시클로헥실메틸 3,4-에폭시시클로헥산카르복실레이트의 부가 생성물, 디에틸렌트리아민, 3,3′-디메틸-4,4′-디아미노디시클로헥산 또느 3-(2-메틸이미다졸-1-일)프로피온산인 조성물.
  8. 제7항에 있어서, 성분(b)가 2,4-디에틸-3,5-디아미노톨루엔인 조성물.
  9. 제1항에 있어서, 성분(c)의 일반식(Ⅰ)의 화합물에서, E가 탄소 원자 5 내지 12의 알킬 또는 탄소 원자 6내지 10 의 아릴인 조성물.
  10. 제9항에 있어서, E가 탄소 원자 6 내지 10의 아릴인 조성물.
  11. 제10항에 있어서, E가 페닐인 조성물.
  12. 제1항에 있어서, 성분(c)의 일빈식(Ⅰ)의 화합물에서, T가 탄소원자 6 내지 12의 알킬인 조성물.
  13. 제12항에 있어서, T가 탄소 원자6 내지 8의 알킬인 조성물.
  14. 제13항에 있어서, T가 1,3-디메틸부틸 또는 1,4-디메틸펜틸인 조성물.
  15. 제1항에 있어서, 성분(c)가 N-1,3-디메틸부틸-N′-페닐-p-페닐렌디아민 또는 N,N′-비스(1,4-디메틸펜틸)-p-페닐렌디아민인 조성물.
  16. 제1항에 있어서, 성분(c)의 양이 에폭시 수지및 성분(b)의 총 중량 기준으로 4 내지 11중량%인 조성물.
  17. 제16항에 있어서, 성분(c)의 양이 에폭시 수지 및 성분 (b)의 총 중량 기준으로 5 내지 10중량%인 조성물.
  18. 50 내지 120℃의 온도에서 성분(a),(b) 및 (c)을 혼합하는 것을 포함하는 제1항에 따른 조성물의 제조방법.
  19. 제1항에 따른 조성물로부터 제조되는 합성물, 라미네이트, 접착제, 캡슐화된 장치, 성형 제품 또는 피복제.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019950004339A 1994-02-28 1995-02-27 에폭시수지용변성제로서유용한n-알킬-n'-아릴-p-페닐렌디아민 KR100333171B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US20401994A 1994-02-28 1994-02-28
US08/204,019 1994-02-28
US08/204.019 1994-02-28

Publications (2)

Publication Number Publication Date
KR950032450A true KR950032450A (ko) 1995-12-20
KR100333171B1 KR100333171B1 (ko) 2002-11-30

Family

ID=22756276

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019950004339A KR100333171B1 (ko) 1994-02-28 1995-02-27 에폭시수지용변성제로서유용한n-알킬-n'-아릴-p-페닐렌디아민

Country Status (8)

Country Link
US (1) US5503936A (ko)
EP (1) EP0669357B1 (ko)
JP (1) JPH07258389A (ko)
KR (1) KR100333171B1 (ko)
BR (1) BR9500773A (ko)
DE (1) DE69513425T2 (ko)
ES (1) ES2139870T3 (ko)
TW (1) TW276261B (ko)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR9908120A (pt) 1998-02-20 2000-10-24 Vantico Ag Filossilicatos organofìlicos
SG93832A1 (en) * 1999-05-07 2003-01-21 Inst Of Microelectronics Epoxy resin compositions for liquid encapsulation
US6617399B2 (en) * 1999-12-17 2003-09-09 Henkel Loctite Corporation Thermosetting resin compositions comprising epoxy resins, adhesion promoters, curatives based on the combination of nitrogen compounds and transition metal complexes, and polysulfide tougheners
US6670430B1 (en) 1999-12-17 2003-12-30 Henkel Loctite Corporation Thermosetting resin compositions comprising epoxy resins, adhesion promoters, and curatives based on the combination of nitrogen compounds and transition metal complexes
AU2002344461B2 (en) * 2001-11-07 2007-07-12 Toray Industries, Inc. Epoxy resin compositions for fiber-reinforced composite materials, process for production of the materials and fiber-reinforced composite materials
US6893736B2 (en) * 2001-11-19 2005-05-17 Henkel Corporation Thermosetting resin compositions useful as underfill sealants
US6951907B1 (en) 2001-11-19 2005-10-04 Henkel Corporation Composition of epoxy resin, secondary amine-functional adhesion promotor and curative of nitrogen-compound and transition metal complex
DE10210457A1 (de) * 2002-03-09 2003-09-25 Inst Verbundwerkstoffe Gmbh Zähe Duroplaste aus aminhärtenden Epoxidharzen mit einer Kombination aus aliphatischen, cycloaliphatischen und aromatischen Strukturen
US6723763B2 (en) 2002-03-15 2004-04-20 Henkel Loctite Corporation Cure accelerators for anaerobic adhesive compositions
WO2007008199A1 (en) * 2005-07-08 2007-01-18 Henkel Corporation Primer compositions for adhesive bonding systems
DE102007062035A1 (de) * 2007-12-21 2009-06-25 Robert Bosch Gmbh Reaktionsharzsystem
US8512594B2 (en) * 2008-08-25 2013-08-20 Air Products And Chemicals, Inc. Curing agent of N,N′-dimethyl-meta-xylylenediamine and multifunctional amin(s)
US8501997B2 (en) * 2008-08-25 2013-08-06 Air Products And Chemicals, Inc. Curing agent for low temperature cure applications
US7951884B1 (en) 2009-03-31 2011-05-31 Loctite (R&D) Limited Cure accelerators for anaerobic adhesive compositions
US20120308831A1 (en) * 2009-12-01 2012-12-06 Nagase Chemtex Corporation Epoxy resin composition
CN101914196B (zh) * 2010-08-12 2012-05-02 蓝星(北京)化工机械有限公司 一种环氧树脂用的固化组合物及其制备方法和应用
CA2954265C (en) * 2014-08-15 2019-08-13 Halliburton Energy Services, Inc. Naphthol-based epoxy resin additives for use in well cementing

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3982975A (en) * 1967-09-06 1976-09-28 Hercules Incorporated Propellants having improved resistance to oxidative hardening
US3984265A (en) * 1967-09-06 1976-10-05 Hercules Incorporated Composite propellants having improved resistance to thermal oxidation
US4366108A (en) * 1980-07-25 1982-12-28 Ciba-Geigy Corporation Liquid matrix system based on a mixture of epoxide resin and an amine curing agent for producing fibre-reinforced plastics components
CA1243040A (en) * 1982-08-12 1988-10-11 Paul D. Mclean Epoxy resin fortifiers based on aromatic amides
CA1221192A (en) * 1982-08-12 1987-04-28 Andrew Garton Epoxy resin fortification
DD231455A1 (de) * 1982-12-31 1985-12-24 Manfred Helbig Elektroden aus organischen polymeren fuer sekundaerbatterien
CA1308420C (en) * 1986-03-27 1992-10-06 Paul D. Mclean Epoxy fortifiers based on aromatic polyhydroxyl compounds
US4767809A (en) * 1986-10-14 1988-08-30 Uniroyal Chemical Company, Inc. Elastomeric composition having improved cut growth resistance
CA1315430C (en) * 1987-03-12 1993-03-30 Andrew Garton Fortifiers for anhydride-cured epoxy resins
JPH01294727A (ja) * 1988-02-17 1989-11-28 Tonen Corp エポキシ樹脂硬化剤

Also Published As

Publication number Publication date
JPH07258389A (ja) 1995-10-09
DE69513425D1 (de) 1999-12-30
TW276261B (ko) 1996-05-21
US5503936A (en) 1996-04-02
KR100333171B1 (ko) 2002-11-30
EP0669357B1 (en) 1999-11-24
EP0669357A2 (en) 1995-08-30
EP0669357A3 (en) 1996-02-21
BR9500773A (pt) 1995-10-31
ES2139870T3 (es) 2000-02-16
DE69513425T2 (de) 2000-08-03

Similar Documents

Publication Publication Date Title
KR950032450A (ko) 에폭시 수지용 변성제로서 유용한 n-알킬-n'-아릴-p-페닐렌디아민
US4645803A (en) Curable epoxy resin compositions
US4707534A (en) Glycidylethers of fluorene-containing bisphenols
EP0203828B1 (en) Epoxy resin curing agent, curing process and composition containing it
GB1499098A (en) Curable resin compositions
US3875113A (en) Thermosetting compositions derived from an epoxy resin, a polyamine and an imide
US5439746A (en) Epoxy resin-basin composite material
EP0229770A1 (en) AROMATIC AMINE EPOXIDE RESIN-BASED SYSTEMS CONTAINING TRIHYDROXY AROMATIC COMPOUNDS AS POLYMERIZATION ACCELERATORS.
US3378525A (en) Epoxy resins from polyhydric phenolterpene addition products
EP0214750B1 (en) Use of imides hardeners for epoxy resins and epoxy resin compositions containing these imides.
GB822638A (en) Process for curing polyepoxides and resulting products
KR920000198B1 (ko) 경화성 에폭시 수지 조성물
KR910020104A (ko) 난연성 및 내고온성 중합형 수지 제조용 경화 수지, 이 중합형 수지의 제조 방법 및 용도
JP2000500795A (ja) 熱硬化性重合体の可使時間、ゲル化時間及び貯蔵安定性を改良するための抑制剤
US4794148A (en) Fiber-reinforced composite material
CA1336935C (en) Epoxy resins comprising an aromatic diamine curing agent
US5310825A (en) Epoxy matrix containing amine hardener and micropulverized polyimide
US5200475A (en) Epoxy resin compositions containing disecondary aromatic amines
EP0188337A2 (en) Thermosettable heat-resistant epoxy resin composition
US5464702A (en) High performance epoxy resin systems containing trimethylquinoline oligomers
JPS6333413A (ja) エポキシ樹脂組成物
JPS62161816A (ja) エポキシ樹脂組成物
JPH0627176B2 (ja) 低粘度ポリグリシジル誘導体の製造法
JPH01125374A (ja) テトラグリシジルジアミンを基剤とするエポキシ樹脂
CA1271869A (en) Fiber resin matrix composition

Legal Events

Date Code Title Description
N231 Notification of change of applicant
A201 Request for examination
N231 Notification of change of applicant
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
LAPS Lapse due to unpaid annual fee