GB1110088A - New curable epoxy compounds and halohydrins and their preparation - Google Patents
New curable epoxy compounds and halohydrins and their preparationInfo
- Publication number
- GB1110088A GB1110088A GB53887/66A GB5388766A GB1110088A GB 1110088 A GB1110088 A GB 1110088A GB 53887/66 A GB53887/66 A GB 53887/66A GB 5388766 A GB5388766 A GB 5388766A GB 1110088 A GB1110088 A GB 1110088A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenylene
- alkyl
- halogen
- halohydrins
- preparation
- Prior art date
- 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
Links
- 150000001875 compounds Chemical class 0.000 title abstract 4
- 239000004593 Epoxy Substances 0.000 title 1
- 150000003944 halohydrins Chemical class 0.000 title 1
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 abstract 4
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- FUIQBJHUESBZNU-UHFFFAOYSA-N 2-[(dimethylazaniumyl)methyl]phenolate Chemical compound CN(C)CC1=CC=CC=C1O FUIQBJHUESBZNU-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 229920000647 polyepoxide Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/64—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by simultaneous introduction of -OH groups and halogens
- C07C29/66—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by simultaneous introduction of -OH groups and halogens by addition of hypohalogenous acids, which may be formed in situ, to carbon-to-carbon unsaturated bonds
-
- 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
-
- 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
- C08G59/24—Di-epoxy compounds carbocyclic
- C08G59/245—Di-epoxy compounds carbocyclic aromatic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epoxy Compounds (AREA)
- Epoxy Resins (AREA)
Abstract
Infusible epoxide resins are made by reacting a compound of formula <FORM:1110088/C3/1> wherein M is m- or p-phenylene (optionally mono- or di-substituted by halogen, nitro or C1- 5 alkyl), and R, R1 are C1- 5 alkyl, with a curing agent. Specified epoxides are those where M is unsubstituted m- or p-phenylene, and R, R1 are each methyl. In Example 5, the m-isomer is cured with one of the following:-oxalic, maleic, phthalic and pyromellitic acids; phthalic, trimellitic and pyromellitic(di-) anhydrides; LiH, Et4NOH and tri-N,N-dimethylaminomethylphenol. Other specified curing agents are 2 - dimethylaminomethylphenol, PhCHMeNMe2, PhCH2NMe2 and BF3-EtNH2ALSO:The invention comprises compounds of formulae <FORM:1110088/C2/1> <FORM:1110088/C2/2> wherein M is m- or p-phenylene (optionally mono- or di-substituted by halogen, nitro or C1- 5 alkyl), R and R1 are C1- 5 alkyl, and Y is a halogen atom. The dihalohydrins, prepared by reacting the corresponding dialkenylbenzene with at least 2 mols hypohalous acid, may be converted to the diepoxides by reaction with at least 2 mols of strong base. In exemplified compounds, M is unsubstituted m- or p-phenylene, R and R1 are methyl and Y is Br.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US51520865A | 1965-12-20 | 1965-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1110088A true GB1110088A (en) | 1968-04-18 |
Family
ID=24050395
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB53887/66A Expired GB1110088A (en) | 1965-12-20 | 1966-12-01 | New curable epoxy compounds and halohydrins and their preparation |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH475227A (en) |
| GB (1) | GB1110088A (en) |
| NL (1) | NL6617776A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU711786B2 (en) * | 1997-05-16 | 1999-10-21 | National Starch And Chemical Investment Holding Corporation | Reactive radiation- or thermally-initiated cationically- curable epoxide monomers and compositions made from those monomers |
-
1966
- 1966-12-01 GB GB53887/66A patent/GB1110088A/en not_active Expired
- 1966-12-16 CH CH1798866A patent/CH475227A/en not_active IP Right Cessation
- 1966-12-19 NL NL6617776A patent/NL6617776A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU711786B2 (en) * | 1997-05-16 | 1999-10-21 | National Starch And Chemical Investment Holding Corporation | Reactive radiation- or thermally-initiated cationically- curable epoxide monomers and compositions made from those monomers |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6617776A (en) | 1967-06-21 |
| CH475227A (en) | 1969-07-15 |
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