GB1484278A - Chemically resistant thermosetting polymers based on acrylate esters of phenolic resins - Google Patents
Chemically resistant thermosetting polymers based on acrylate esters of phenolic resinsInfo
- Publication number
- GB1484278A GB1484278A GB3710474A GB3710474A GB1484278A GB 1484278 A GB1484278 A GB 1484278A GB 3710474 A GB3710474 A GB 3710474A GB 3710474 A GB3710474 A GB 3710474A GB 1484278 A GB1484278 A GB 1484278A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- product
- novolak
- polyol
- monocarboxylic acid
- 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
- 229920001568 phenolic resin Polymers 0.000 title abstract 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 title 1
- 239000005011 phenolic resin Substances 0.000 title 1
- 229920001187 thermosetting polymer Polymers 0.000 title 1
- 239000004634 thermosetting polymer Substances 0.000 title 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- 229920003986 novolac Polymers 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 5
- 239000000178 monomer Substances 0.000 abstract 5
- 239000000047 product Substances 0.000 abstract 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 abstract 4
- 229920005862 polyol Polymers 0.000 abstract 4
- 150000003077 polyols Chemical class 0.000 abstract 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 3
- 238000009835 boiling Methods 0.000 abstract 3
- 230000032050 esterification Effects 0.000 abstract 3
- 238000005886 esterification reaction Methods 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 3
- 229920002554 vinyl polymer Polymers 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- -1 aromatic monocarboxylic acid Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000003112 inhibitor Substances 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 230000003472 neutralizing effect Effects 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 abstract 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 abstract 1
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 abstract 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 abstract 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 abstract 1
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 abstract 1
- 238000005266 casting Methods 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 abstract 1
- UKRVECBFDMVBPU-UHFFFAOYSA-N ethyl 3-oxoheptanoate Chemical compound CCCCC(=O)CC(=O)OCC UKRVECBFDMVBPU-UHFFFAOYSA-N 0.000 abstract 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003365 glass fiber Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000002198 insoluble material Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000010526 radical polymerization reaction Methods 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000012763 reinforcing filler Substances 0.000 abstract 1
- 239000012262 resinous product Substances 0.000 abstract 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
- 229920006337 unsaturated polyester resin Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
- C08F290/14—Polymers provided for in subclass C08G
-
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA179,751A CA1015490A (en) | 1973-08-28 | 1973-08-28 | Chemically resistant thermosetting polymers based on acrylate esters of modified phenolic resins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1484278A true GB1484278A (en) | 1977-09-01 |
Family
ID=4097673
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3710474A Expired GB1484278A (en) | 1973-08-28 | 1974-08-23 | Chemically resistant thermosetting polymers based on acrylate esters of phenolic resins |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS5335597B2 (enrdf_load_stackoverflow) |
| CA (1) | CA1015490A (enrdf_load_stackoverflow) |
| DE (1) | DE2440580A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2242418B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1484278A (enrdf_load_stackoverflow) |
| IT (1) | IT1016894B (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2742762A1 (fr) * | 1995-12-21 | 1997-06-27 | Sandoz Sa | Composition durcissable comprenant une resine d'ester de vinyle novolaque, procede de formation d'un revetement sur un substrat, comprenant l'application d'une telle composition, et substrat recouvert par ce revetement |
| US6893784B2 (en) * | 2000-09-20 | 2005-05-17 | Taiyo Ink Manufacturing Co., Ltd. | Carboxyl group-containing photosensitive resin, alkali-developable, photocurable and thermosetting composition containing the same, and cured products thereof |
| EP1858975A4 (en) * | 2005-02-25 | 2009-01-07 | Schenectady Int Inc | MODIFIED NOVOLAK RESIN USED AS AGENT GIVING COLLANT |
| CN116217848A (zh) * | 2023-02-13 | 2023-06-06 | 沈阳化工大学 | 一种含有不饱和双键结构酚醛树脂的制备方法 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2935719A1 (de) * | 1979-09-04 | 1981-03-12 | Bayer Ag, 5090 Leverkusen | Moertel aus anorganischen bindemitteln, verfahren zu ihrer herstellung und ihre verwendung. |
| JPS5755910A (en) * | 1980-09-19 | 1982-04-03 | Osaka Soda Co Ltd | Acrylate resin composition |
| JPS58159080U (ja) * | 1982-04-16 | 1983-10-24 | 日本自動販売株式会社 | 飲料自動販売機 |
| JPS58159082U (ja) * | 1982-04-16 | 1983-10-24 | 日本自動販売株式会社 | 飲料自動販売機 |
| AU2003211957A1 (en) * | 2002-02-19 | 2003-09-09 | Taiyo Ink Manufacturing Co., Ltd. | Curable resin and curable resin composition containing the same |
| NL2005685C2 (nl) * | 2010-11-12 | 2012-05-15 | Visker Beheer B V | Bekledingssysteem, toepassing daarvan, en werkwijze voor het vervaardigen daarvan. |
-
1973
- 1973-08-28 CA CA179,751A patent/CA1015490A/en not_active Expired
-
1974
- 1974-08-23 GB GB3710474A patent/GB1484278A/en not_active Expired
- 1974-08-23 DE DE19742440580 patent/DE2440580A1/de active Pending
- 1974-08-27 IT IT6962274A patent/IT1016894B/it active
- 1974-08-27 FR FR7429285A patent/FR2242418B1/fr not_active Expired
- 1974-08-28 JP JP9880774A patent/JPS5335597B2/ja not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2742762A1 (fr) * | 1995-12-21 | 1997-06-27 | Sandoz Sa | Composition durcissable comprenant une resine d'ester de vinyle novolaque, procede de formation d'un revetement sur un substrat, comprenant l'application d'une telle composition, et substrat recouvert par ce revetement |
| US6893784B2 (en) * | 2000-09-20 | 2005-05-17 | Taiyo Ink Manufacturing Co., Ltd. | Carboxyl group-containing photosensitive resin, alkali-developable, photocurable and thermosetting composition containing the same, and cured products thereof |
| EP1858975A4 (en) * | 2005-02-25 | 2009-01-07 | Schenectady Int Inc | MODIFIED NOVOLAK RESIN USED AS AGENT GIVING COLLANT |
| US7772345B2 (en) | 2005-02-25 | 2010-08-10 | Si Group, Inc. | Modified novolak resin for use as tackifier |
| CN116217848A (zh) * | 2023-02-13 | 2023-06-06 | 沈阳化工大学 | 一种含有不饱和双键结构酚醛树脂的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2440580A1 (de) | 1975-03-06 |
| CA1015490A (en) | 1977-08-09 |
| FR2242418B1 (enrdf_load_stackoverflow) | 1978-02-17 |
| IT1016894B (it) | 1977-06-20 |
| JPS5088198A (enrdf_load_stackoverflow) | 1975-07-15 |
| JPS5335597B2 (enrdf_load_stackoverflow) | 1978-09-28 |
| FR2242418A1 (enrdf_load_stackoverflow) | 1975-03-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |