CA1097665A - Diluent for high-molecular amines - Google Patents

Diluent for high-molecular amines

Info

Publication number: CA1097665A
Authority: CA; Canada
Prior art keywords: amines; weight; molecular weight; composition; high molecular
Prior art date: 1977-05-27
Legal status (The legal status 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 status listed.): Expired

Application number

CA304,171A

Other languages

English (en)

French (fr)

Inventor

Werner Matheis

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Hoechst AG

Original Assignee

Hoechst AG

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.)

1977-05-27

Filing date

1978-05-26

Publication date

1981-03-17

1978-05-26 Application filed by Hoechst AG filed Critical Hoechst AG

1981-03-17 Application granted granted Critical

1981-03-17 Publication of CA1097665A publication Critical patent/CA1097665A/en

Status Expired legal-status Critical Current

Links

150000001412 amines Chemical class 0.000 title claims abstract description 44
239000003085 diluting agent Substances 0.000 title description 2
-1 cyclic acetal Chemical class 0.000 claims abstract description 20
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims abstract description 8
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 18
239000000203 mixture Substances 0.000 claims description 18
229920001577 copolymer Polymers 0.000 claims description 8
229920000647 polyepoxide Polymers 0.000 claims description 6
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
238000000034 method Methods 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims 1
239000002904 solvent Substances 0.000 abstract description 16
150000002924 oxiranes Chemical class 0.000 description 10
BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 4
239000000047 product Substances 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
150000004985 diamines Chemical class 0.000 description 3
239000000945 filler Substances 0.000 description 3
XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000003822 epoxy resin Substances 0.000 description 2
238000011049 filling Methods 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
238000002156 mixing Methods 0.000 description 2
229920000768 polyamine Polymers 0.000 description 2
239000008096 xylene Substances 0.000 description 2
JEYSGRBJLFJRLO-UHFFFAOYSA-N 4-(2-phenylpropan-2-yl)cyclohexa-2,4-diene-1,1-diol Chemical compound C=1C=CC=CC=1C(C)(C)C1=CCC(O)(O)C=C1 JEYSGRBJLFJRLO-UHFFFAOYSA-N 0.000 description 1
239000004953 Aliphatic polyamide Substances 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
229920013646 Hycar Polymers 0.000 description 1
229920000459 Nitrile rubber Polymers 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
238000007792 addition Methods 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
229920003231 aliphatic polyamide Polymers 0.000 description 1
239000003513 alkali Substances 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000004568 cement Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
238000009408 flooring Methods 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
229920003986 novolac Polymers 0.000 description 1
235000019645 odor Nutrition 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
239000005011 phenolic resin Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000011343 solid material Substances 0.000 description 1
239000012265 solid product Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
231100000563 toxic property Toxicity 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L15/00—Compositions of rubber derivatives
- 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
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/02—Copolymers with acrylonitrile

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)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Adhesives Or Adhesive Processes (AREA)

CA304,171A 1977-05-27 1978-05-26 Diluent for high-molecular amines Expired CA1097665A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE2724063A DE2724063C2 (de)	1977-05-27	1977-05-27	Verdünnungsmittel für hochmolekulare Amine
DEP2724063.7		1977-05-27

Publications (1)

Publication Number	Publication Date
CA1097665A true CA1097665A (en)	1981-03-17

Family

ID=6010081

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA304,171A Expired CA1097665A (en)	1977-05-27	1978-05-26	Diluent for high-molecular amines

Country Status (10)

Country	Link
BE (1)	BE867589A (de)
BR (1)	BR7803354A (de)
CA (1)	CA1097665A (de)
DE (1)	DE2724063C2 (de)
FR (1)	FR2392066A1 (de)
GB (1)	GB1598750A (de)
IT (1)	IT1096234B (de)
LU (1)	LU79708A1 (de)
NL (1)	NL7805777A (de)
SE (1)	SE7806089L (de)

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1034855B (de) *	1956-09-05	1958-07-24	Gen Aniline & Film Corp	Verfahren zum mehrstufigen Haerten von Epoxyharzen durch m-Phenylendiamin
US3026285A (en) *	1959-09-18	1962-03-20	Frank N Hirosawa	Curing agent comprising the reaction product of an aliphatic polyamine and an aldehyde, and epoxy resin cured therewith
DE1110407B (de) *	1959-10-23	1961-07-06	Hoechst Ag	Verfahren zum Haerten von Epoxyharzen
NL266967A (de) *	1960-07-14
CH487835A (de) *	1967-06-22	1970-03-31	Ciba Geigy	Verfahren zur Herstellung von neuen Addukten aus Polyepoxyden und cycloaliphatischen diprimären Diaminen

1977
- 1977-05-27 DE DE2724063A patent/DE2724063C2/de not_active Expired
1978
- 1978-05-25 IT IT23808/78A patent/IT1096234B/it active
- 1978-05-25 LU LU79708A patent/LU79708A1/de unknown
- 1978-05-26 GB GB23139/78A patent/GB1598750A/en not_active Expired
- 1978-05-26 CA CA304,171A patent/CA1097665A/en not_active Expired
- 1978-05-26 NL NL7805777A patent/NL7805777A/xx not_active Application Discontinuation
- 1978-05-26 SE SE7806089A patent/SE7806089L/xx unknown
- 1978-05-26 BR BR7803354A patent/BR7803354A/pt unknown
- 1978-05-29 FR FR7815908A patent/FR2392066A1/fr active Granted
- 1978-05-29 BE BE188132A patent/BE867589A/xx unknown

Also Published As

Publication number	Publication date
BE867589A (fr)	1978-11-29
SE7806089L (sv)	1978-11-28
GB1598750A (en)	1981-09-23
LU79708A1 (de)	1979-02-02
DE2724063A1 (de)	1978-12-07
IT7823808A0 (it)	1978-05-25
FR2392066A1 (fr)	1978-12-22
BR7803354A (pt)	1979-01-02
DE2724063C2 (de)	1986-10-30
NL7805777A (nl)	1978-11-29
IT1096234B (it)	1985-08-26
FR2392066B1 (de)	1982-12-03

Legal Events

Date	Code	Title	Description
1998-03-17	MKEX	Expiry

Publication	Publication Date	Title
US5489630A (en)	1996-02-06	Self-emulsifying epoxy curing agent
CA1340142C (en)	1998-11-24	Flexibilizer combinations for epoxy resins
KR100196806B1 (ko)	1999-06-15	에폭시 수지와 폴리에테르 폴리올의 반응 생성물을 주성분으로 하는 자체-유화 에폭시 경화제
CA1281456C (en)	1991-03-12	Polyphenylene ether resin composition
EP0758660B1 (de)	2002-03-27	Epoxidharzhärter auf der Basis von einem kettenverlängerten Polyaminaddukt und die Verwendung in zweikomponenten wässrigen Überzugsmassen
WO2002044240A1 (en)	2002-06-06	Hydroxyl-group-containing polyether amine adducts
US4491654A (en)	1985-01-01	Water-insoluble phenol-formaldehyde-polyamines, method for making them, curing of polyepoxides and the resulting product
JPS5847015A (ja)	1983-03-18	エポキシ樹脂用硬化剤
CA1069248A (en)	1980-01-01	Polyether thiourea epoxy curing agents
CA1097665A (en)	1981-03-17	Diluent for high-molecular amines
US4195152A (en)	1980-03-25	N-Alkyl polyamines and curing of epoxy resins therewith
RU2220166C2 (ru)	2003-12-27	Термореактивные склеивающие полимерные композиции, их получение и использование в качестве материалов для покрытий
KR20090028693A (ko)	2009-03-19	코팅 시스템
US20080287644A1 (en)	2008-11-20	Hardener for epoxy resins, method for hardening an epoxy resin and use of the hardener
US4647631A (en)	1987-03-03	Modified liquid resole phenolic resinous composition for friction materials
DE1720357A1 (de)	1971-07-08	Thixotrope,haertbare Epoxyharzmischungen
WO2024134449A1 (en)	2024-06-27	Improved bonding resin
US4891403A (en)	1990-01-02	Curable thermosetting epoxy-polyester resin composition
US6946503B2 (en)	2005-09-20	Amine blend accelerators for polyoxyalkylenepolyamine cured epoxy resins
JP2611918B2 (ja)	1997-05-21	透水性舗装材用樹脂組成物
KR100199452B1 (ko)	1999-06-15	에폭시 수지 조성물을 위한 수성 경화제
JP3429090B2 (ja)	2003-07-22	熱硬化性樹脂組成物及びその硬化物
US3873481A (en)	1975-03-25	Phthalic anhydrides adducts of amino-amides of monomeric fatty compounds
KR960007638A (ko)	1996-03-22	에폭시 수지용 경화제 조성물
DE1795288A1 (de)	1971-12-23	Haertbare Masse