JPH0148951B2 - - Google Patents
Info
- Publication number
- JPH0148951B2 JPH0148951B2 JP12363081A JP12363081A JPH0148951B2 JP H0148951 B2 JPH0148951 B2 JP H0148951B2 JP 12363081 A JP12363081 A JP 12363081A JP 12363081 A JP12363081 A JP 12363081A JP H0148951 B2 JPH0148951 B2 JP H0148951B2
- Authority
- JP
- Japan
- Prior art keywords
- rosin
- glycidyl
- acrylate
- meth
- reaction
- 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
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 20
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 20
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 20
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 14
- 125000003700 epoxy group Chemical group 0.000 claims description 13
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 8
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 4
- 239000007810 chemical reaction solvent Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 14
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 10
- 238000001879 gelation Methods 0.000 description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 239000003784 tall oil Substances 0.000 description 4
- HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- -1 halohydrin ester Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000007142 ring opening reaction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 1
- DJEQZVQFEPKLOY-UHFFFAOYSA-N N,N-dimethylbutylamine Chemical compound CCCCN(C)C DJEQZVQFEPKLOY-UHFFFAOYSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-O butylazanium Chemical compound CCCC[NH3+] HQABUPZFAYXKJW-UHFFFAOYSA-O 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012056 semi-solid material Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
- DPKBAXPHAYBPRL-UHFFFAOYSA-M tetrabutylazanium;iodide Chemical compound [I-].CCCC[N+](CCCC)(CCCC)CCCC DPKBAXPHAYBPRL-UHFFFAOYSA-M 0.000 description 1
- HWCKGOZZJDHMNC-UHFFFAOYSA-M tetraethylammonium bromide Chemical compound [Br-].CC[N+](CC)(CC)CC HWCKGOZZJDHMNC-UHFFFAOYSA-M 0.000 description 1
- UQFSVBXCNGCBBW-UHFFFAOYSA-M tetraethylammonium iodide Chemical compound [I-].CC[N+](CC)(CC)CC UQFSVBXCNGCBBW-UHFFFAOYSA-M 0.000 description 1
- CIFIGXMZHITUAZ-UHFFFAOYSA-M tetraethylazanium;benzoate Chemical compound CC[N+](CC)(CC)CC.[O-]C(=O)C1=CC=CC=C1 CIFIGXMZHITUAZ-UHFFFAOYSA-M 0.000 description 1
- RXMRGBVLCSYIBO-UHFFFAOYSA-M tetramethylazanium;iodide Chemical compound [I-].C[N+](C)(C)C RXMRGBVLCSYIBO-UHFFFAOYSA-M 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- GATVZVWABXPTPF-UHFFFAOYSA-M triethyl(prop-2-enyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC=C GATVZVWABXPTPF-UHFFFAOYSA-M 0.000 description 1
Landscapes
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12363081A JPS5825315A (ja) | 1981-08-06 | 1981-08-06 | （メタ）アクリル酸グリシジル−ロジン付加物の製法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12363081A JPS5825315A (ja) | 1981-08-06 | 1981-08-06 | （メタ）アクリル酸グリシジル−ロジン付加物の製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5825315A JPS5825315A (ja) | 1983-02-15 |
| JPH0148951B2 true JPH0148951B2 (enrdf_load_stackoverflow) | 1989-10-23 |
Family
ID=14865336
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12363081A Granted JPS5825315A (ja) | 1981-08-06 | 1981-08-06 | （メタ）アクリル酸グリシジル−ロジン付加物の製法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5825315A (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102659598A (zh) * | 2012-05-23 | 2012-09-12 | 桂林理工大学 | 利用松香与甲基丙烯酸缩水甘油酯制备酯化物的方法 |
| CN105482713B (zh) * | 2015-12-25 | 2018-08-07 | 广东科茂林产化工股份有限公司 | 一种高度歧化松香甲基丙烯酸缩水甘油酯及其制备方法 |
| CN105647389A (zh) * | 2016-03-13 | 2016-06-08 | 桂林理工大学 | 利用松香丙烯酸与gma制备酯化物的方法 |
-
1981
- 1981-08-06 JP JP12363081A patent/JPS5825315A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5825315A (ja) | 1983-02-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR101222214B1 (ko) | 신규한 술포늄 보레이트 착체 | |
| US5623031A (en) | Modified liquid epoxy resin composition | |
| US3773856A (en) | Process for the preparation of unsaturated epoxy ester compositions | |
| US6150458A (en) | Process for preparing esters of (meth) acrylic acid | |
| US3075999A (en) | Glycidyl esteks | |
| JPS63221121A (ja) | エポキシ樹脂 | |
| US3859314A (en) | Process for preparing glycidyl esters of polycarboxylic acids | |
| JPS58103527A (ja) | 予め触媒を添加したエポキシ樹脂組成物 | |
| US5116945A (en) | Resinous substance | |
| JP2010018630A (ja) | 光学活性β型トリス−（２，３−エポキシプロピル）−イソシアヌレート及び高融点型トリス−（２，３−エポキシプロピル）−イソシアヌレート | |
| EP0028024B1 (en) | Carboxylic acid glycidyl esters, process for their preparation and their use in resin compositions | |
| KR850700251A (ko) | 트리아진 그룹 또는 트리아진 그룹과 옥사졸린 그룹 모두를 함유하는 비닐 에스 테르 수지의 제조방법 | |
| US4540802A (en) | Epoxy resin and process for preparing the same | |
| CN1006797B (zh) | 环氧树脂组合物 | |
| JPH0148951B2 (enrdf_load_stackoverflow) | ||
| JPS62502622A (ja) | エポキシ樹脂の官能価を増加する方法 | |
| AU627826B2 (en) | Process of preparation of high-molecular-weight epoxy dimer acid ester resin | |
| US4565853A (en) | Compositions for forming epoxy adhesive containing acrylate rubber | |
| US5242996A (en) | Modified epoxy resins having acetylenically unsaturated functions | |
| US4358577A (en) | Method for preparing high molecular weight epoxy resins containing hydrolyzed epoxy groups | |
| JPH07316107A (ja) | アミン改質エポキシアクリレート（メタクリレート）の製造方法 | |
| US4340713A (en) | Method for preparing high molecular weight epoxy resins containing hydrolyzed epoxy groups | |
| US4764580A (en) | High functionality, low melt viscosity, flakable solid epoxy resin with good heat resistance | |
| JPH02627A (ja) | ポリエポキシドを含み且つ分散状態を安定化された非水性分散液の製造法 | |
| US3360543A (en) | Reaction products of polycarboxy polyesters and monocarboxylic acid anhydrides |