JPS63453B2 - - Google Patents
Info
- Publication number
- JPS63453B2 JPS63453B2 JP54014529A JP1452979A JPS63453B2 JP S63453 B2 JPS63453 B2 JP S63453B2 JP 54014529 A JP54014529 A JP 54014529A JP 1452979 A JP1452979 A JP 1452979A JP S63453 B2 JPS63453 B2 JP S63453B2
- Authority
- JP
- Japan
- Prior art keywords
- temperature
- resin
- reaction
- amino
- slurry
- 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
- 238000004519 manufacturing process Methods 0.000 claims description 22
- 229920003180 amino resin Polymers 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 14
- 238000007259 addition reaction Methods 0.000 claims description 13
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 12
- 239000007795 chemical reaction product Substances 0.000 claims description 11
- -1 amino compound Chemical class 0.000 claims description 10
- 238000006297 dehydration reaction Methods 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 8
- 238000006482 condensation reaction Methods 0.000 claims description 8
- 230000018044 dehydration Effects 0.000 claims description 8
- 239000002002 slurry Substances 0.000 claims description 8
- 229920000877 Melamine resin Polymers 0.000 claims description 7
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 7
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 claims description 6
- 239000012456 homogeneous solution Substances 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 22
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 22
- 238000006243 chemical reaction Methods 0.000 description 20
- 229920005989 resin Polymers 0.000 description 20
- 239000011347 resin Substances 0.000 description 20
- 238000003756 stirring Methods 0.000 description 12
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- 229920002866 paraformaldehyde Polymers 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 238000004904 shortening Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000012046 mixed solvent Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- 238000004383 yellowing Methods 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 241000779819 Syncarpia glomulifera Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000001739 pinus spp. Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 229940036248 turpentine Drugs 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Phenolic Resins Or Amino Resins (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1452979A JPS55106216A (en) | 1979-02-09 | 1979-02-09 | Preparation of amino resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1452979A JPS55106216A (en) | 1979-02-09 | 1979-02-09 | Preparation of amino resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55106216A JPS55106216A (en) | 1980-08-14 |
| JPS63453B2 true JPS63453B2 (uk) | 1988-01-07 |
Family
ID=11863657
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1452979A Granted JPS55106216A (en) | 1979-02-09 | 1979-02-09 | Preparation of amino resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55106216A (uk) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02146826U (uk) * | 1989-05-10 | 1990-12-13 | ||
| JPH0355653U (uk) * | 1989-03-03 | 1991-05-29 | ||
| US10744201B2 (en) | 2003-04-28 | 2020-08-18 | Chugai Seiyaku Kabushiki Kaisha | Method for treating rheumatoid arthritis with a human IL-6 receptor antibody and methotrexate |
| US11584798B2 (en) | 2007-12-27 | 2023-02-21 | Hoffmann-La Roche Inc. | High concentration antibody-containing liquid formulation |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2781880B2 (ja) * | 1994-06-16 | 1998-07-30 | 渡辺機開工業株式会社 | 生のり脱水用スポンジ板の洗浄装置 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5375241A (en) * | 1976-12-17 | 1978-07-04 | Nippon Kasei Chem | Method of making adhesives for wood |
-
1979
- 1979-02-09 JP JP1452979A patent/JPS55106216A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5375241A (en) * | 1976-12-17 | 1978-07-04 | Nippon Kasei Chem | Method of making adhesives for wood |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0355653U (uk) * | 1989-03-03 | 1991-05-29 | ||
| JPH02146826U (uk) * | 1989-05-10 | 1990-12-13 | ||
| US10744201B2 (en) | 2003-04-28 | 2020-08-18 | Chugai Seiyaku Kabushiki Kaisha | Method for treating rheumatoid arthritis with a human IL-6 receptor antibody and methotrexate |
| US11584798B2 (en) | 2007-12-27 | 2023-02-21 | Hoffmann-La Roche Inc. | High concentration antibody-containing liquid formulation |
| US11767363B2 (en) | 2007-12-27 | 2023-09-26 | Chugai Seiyaku Kabushiki Kaisha | High concentration antibody-containing liquid formulation |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS55106216A (en) | 1980-08-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS63453B2 (uk) | ||
| CA2014678A1 (en) | Hydroxyl group-containing binder, a process for its preparation, and its use | |
| US2709693A (en) | Etherified condensation products of formaldehyde with amino-1:3:5-triazines containing at least two aminogroups | |
| EP0682661B1 (en) | Resinous binder compositions | |
| US2326265A (en) | Urea-formaldehyde resin | |
| SK166697A3 (en) | Binder composition comprising a strongly activated carbanion-functional polymer and a cross-linker | |
| JP3161961B2 (ja) | テルペン−フェノール樹脂の製造方法 | |
| JPS63156815A (ja) | 尿素アルデヒド重縮合物の製造方法 | |
| JPS6038413A (ja) | ペイントバインダ用架橋成分類の製造方法 | |
| JPS6212217B2 (uk) | ||
| US2636017A (en) | Bodied phenolic varnish and process | |
| EP0214111A1 (en) | Improved thixotropic agents, thixotropic paint compositions containing them, and process for preparing the same | |
| CA1077180A (en) | Polyethylene glycol modified aminoplast condensation process with mixed alkyd resins | |
| US2956968A (en) | Modified polyamide resins | |
| US2574741A (en) | Modified melamine resins | |
| US2576711A (en) | Amino-aldehyde resin solutions and processes for preparing them | |
| US4615737A (en) | Impregnation composition for thermochemical modification of wood and process for preparing same | |
| DE1770190A1 (de) | Verfahren zur Herstellung von wasserloeslichen Kunstharzen | |
| US2246779A (en) | Prolamin containing compositions and solutions | |
| US4408045A (en) | Process for the preparation of partially etherified methylolmelamines | |
| CA1157196A (en) | Alkoxylated amino resins | |
| RU2233852C1 (ru) | Способ получения масляно-смоляного лака | |
| US2238684A (en) | Resin complex and process of making same | |
| SU1162823A1 (ru) | Способ получени концентрированной мочевиноформальдегидной смолы | |
| US2553677A (en) | Synthetic rsin from furfuryl alcohol with boron trifluoride catalyst |