GB2012781A - Hydroxyl-containing compositions and their polymerisation - Google Patents
Hydroxyl-containing compositions and their polymerisationInfo
- Publication number
- GB2012781A GB2012781A GB79396A GB7900396A GB2012781A GB 2012781 A GB2012781 A GB 2012781A GB 79396 A GB79396 A GB 79396A GB 7900396 A GB7900396 A GB 7900396A GB 2012781 A GB2012781 A GB 2012781A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compositions
- phenolic hydroxyl
- groups
- compound containing
- allyl
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title abstract 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 3
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical group SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 2
- 239000011953 free-radical catalyst Substances 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 125000006017 1-propenyl group Chemical group 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- LNQVZEGTGLEOCC-UHFFFAOYSA-N 4-[(4-hydroxy-3-prop-1-enylphenyl)methyl]-2-prop-1-enylphenol Chemical compound C1=C(O)C(C=CC)=CC(CC=2C=C(C=CC)C(O)=CC=2)=C1 LNQVZEGTGLEOCC-UHFFFAOYSA-N 0.000 abstract 1
- WOCGGVRGNIEDSZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical compound C=1C=C(O)C(CC=C)=CC=1C(C)(C)C1=CC=C(O)C(CC=C)=C1 WOCGGVRGNIEDSZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000003431 cross linking reagent Substances 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000005394 methallyl group Chemical group 0.000 abstract 1
- 229920003986 novolac Polymers 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/0275—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with dithiol or polysulfide 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
- C08G75/045—Polythioethers from mercapto compounds or metallic derivatives thereof from mercapto compounds and unsaturated 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/12—Polythioether-ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
- C08L81/02—Polythioethers; Polythioether-ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
- C08L81/06—Polysulfones; Polyethersulfones
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Paints Or Removers (AREA)
Abstract
Polymerisable compositions comprise a) a compound containing in the same molecule both at least one phenolic hydroxyl group and at least two groups chosen from allyl, methallyl, and 1-propenyl groups, e.g., 2,2-bis(3-allyl-4-hydroxy- phenyl)propane or bis(3-(1-propenyl)- 4-hydroxyphenyl)methane. b) a compound containing at least two mercaptan groups per molecule, e.g., pentaerythritol tetrathioglycollate, and c) a heat-activated crosslinking agent for phenol-aldehyde novolac resins. The compositions are caused to polymerise by the action of irradiation or free-radical catalysts. The polymers so obtained, containing more than one phenolic hydroxyl group, can be subsequently crosslinked in situ by heating. The compositions are useful in various two-stage operations, such as the production of multilayer printed circuits. Polymerisable compositions may also comprise d) a compound as a) but containing at least two phenolic hydroxyl groups, e) a compound containing more than two mercaptan groups per molecule. On irradiation or on heating with a free radical catalyst, these compositions crosslink; they are useful in forming coatings on polar substrates.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB79396A GB2012781B (en) | 1978-01-20 | 1979-01-05 | Hydroxyl containing compositions and their polymerisation |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB259778 | 1978-01-20 | ||
| GB79396A GB2012781B (en) | 1978-01-20 | 1979-01-05 | Hydroxyl containing compositions and their polymerisation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2012781A true GB2012781A (en) | 1979-08-01 |
| GB2012781B GB2012781B (en) | 1982-03-17 |
Family
ID=26237609
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB79396A Expired GB2012781B (en) | 1978-01-20 | 1979-01-05 | Hydroxyl containing compositions and their polymerisation |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2012781B (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0069069A3 (en) * | 1981-06-19 | 1983-02-09 | Ciba-Geigy Ag | Polymerisable compositions and polymerisation products resulting therefrom |
| WO1992021651A1 (en) * | 1991-06-04 | 1992-12-10 | University Of Surrey | Novel propenyl-functionalized aromatic compounds |
| WO1998058295A1 (en) * | 1997-06-19 | 1998-12-23 | Macdermid Acumen, Inc. | A PHOTORESIST DEVELOPABLE IN AQUEOUS BASE MADE FROM AN ACID FUNCTIONAL β-HYDROXY THIOL RESIN AND AN UNSATURATED RESIN |
| WO1998058294A1 (en) * | 1997-06-19 | 1998-12-23 | Macdermid Acumen, Inc. | Photocurable composition based on acid functional, primary resinous mercaptans |
| EP2088163A4 (en) * | 2006-11-21 | 2010-11-03 | Showa Denko Kk | Curable composition containing hydroxyl group-containing thiol compound and cured product thereof |
| WO2013167576A3 (en) * | 2012-05-07 | 2014-03-20 | Mercene Labs Ab | Method for the manufacture of coated articles and coated articles |
-
1979
- 1979-01-05 GB GB79396A patent/GB2012781B/en not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0069069A3 (en) * | 1981-06-19 | 1983-02-09 | Ciba-Geigy Ag | Polymerisable compositions and polymerisation products resulting therefrom |
| WO1992021651A1 (en) * | 1991-06-04 | 1992-12-10 | University Of Surrey | Novel propenyl-functionalized aromatic compounds |
| WO1998058295A1 (en) * | 1997-06-19 | 1998-12-23 | Macdermid Acumen, Inc. | A PHOTORESIST DEVELOPABLE IN AQUEOUS BASE MADE FROM AN ACID FUNCTIONAL β-HYDROXY THIOL RESIN AND AN UNSATURATED RESIN |
| WO1998058294A1 (en) * | 1997-06-19 | 1998-12-23 | Macdermid Acumen, Inc. | Photocurable composition based on acid functional, primary resinous mercaptans |
| US5925719A (en) * | 1997-06-19 | 1999-07-20 | Macdermid, Incorporated | Photoresist developable in aqueous base made from acid-functional β-hydroxy thiol resin |
| EP2088163A4 (en) * | 2006-11-21 | 2010-11-03 | Showa Denko Kk | Curable composition containing hydroxyl group-containing thiol compound and cured product thereof |
| US8053167B2 (en) | 2006-11-21 | 2011-11-08 | Showa Denko K.K. | Curable compositions containing hydroxythiol compound, and cured products thereof |
| WO2013167576A3 (en) * | 2012-05-07 | 2014-03-20 | Mercene Labs Ab | Method for the manufacture of coated articles and coated articles |
| US9523019B2 (en) | 2012-05-07 | 2016-12-20 | Mercene Labs Ab | Method and formulations for the manufacture of coated articles and composites |
| US9862857B2 (en) | 2012-05-07 | 2018-01-09 | Mercene Labs Ab | Method and formulations for the manufacture of coated articles and composites |
| RU2650683C2 (en) * | 2012-05-07 | 2018-04-17 | Мерсен Лабс Аб | Method and compositions for manufacture of coated articles and composite materials |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2012781B (en) | 1982-03-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |