JPH02124850A - 新規カリックス[n]アレーン誘導体とその製造方法、および、前記誘導体からなる高分子化合物 - Google Patents
新規カリックス[n]アレーン誘導体とその製造方法、および、前記誘導体からなる高分子化合物Info
- Publication number
- JPH02124850A JPH02124850A JP27763288A JP27763288A JPH02124850A JP H02124850 A JPH02124850 A JP H02124850A JP 27763288 A JP27763288 A JP 27763288A JP 27763288 A JP27763288 A JP 27763288A JP H02124850 A JPH02124850 A JP H02124850A
- Authority
- JP
- Japan
- Prior art keywords
- group
- formula
- calix
- compound
- arene
- 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
- 150000001875 compounds Chemical class 0.000 title claims abstract description 31
- 150000004945 aromatic hydrocarbons Chemical class 0.000 title claims abstract description 26
- 229920000642 polymer Polymers 0.000 title claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- 239000000126 substance Substances 0.000 claims abstract description 8
- 150000001412 amines Chemical class 0.000 claims abstract description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 3
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims abstract description 3
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims abstract description 3
- -1 propioxycarbonyl group Chemical group 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 3
- 229920005992 thermoplastic resin Polymers 0.000 abstract description 3
- 241001120493 Arene Species 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- 230000009477 glass transition Effects 0.000 description 5
- 238000005979 thermal decomposition reaction Methods 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 125000003700 epoxy group Chemical group 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001492 aromatic hydrocarbon derivatives Chemical class 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- UOEYZAXKBKAKRO-UHFFFAOYSA-N 5,11,17,23,29,35-hexa-tert-butylcalix[6]arene-37,38,39,40,41,42-hexol Chemical compound C1C(C=2O)=CC(C(C)(C)C)=CC=2CC(C=2O)=CC(C(C)(C)C)=CC=2CC(C=2O)=CC(C(C)(C)C)=CC=2CC(C=2O)=CC(C(C)(C)C)=CC=2CC(C=2O)=CC(C(C)(C)C)=CC=2CC2=CC(C(C)(C)C)=CC1=C2O UOEYZAXKBKAKRO-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 241001164374 Calyx Species 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F20/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27763288A JPH02124850A (ja) | 1988-11-01 | 1988-11-01 | 新規カリックス[n]アレーン誘導体とその製造方法、および、前記誘導体からなる高分子化合物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27763288A JPH02124850A (ja) | 1988-11-01 | 1988-11-01 | 新規カリックス[n]アレーン誘導体とその製造方法、および、前記誘導体からなる高分子化合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02124850A true JPH02124850A (ja) | 1990-05-14 |
| JPH0588695B2 JPH0588695B2 (it) | 1993-12-24 |
Family
ID=17586136
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27763288A Granted JPH02124850A (ja) | 1988-11-01 | 1988-11-01 | 新規カリックス[n]アレーン誘導体とその製造方法、および、前記誘導体からなる高分子化合物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02124850A (it) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997031698A1 (en) * | 1996-02-28 | 1997-09-04 | Transdiffusia S.A. | Process for the recovery of volatile low molecular compounds |
| EP1970042A2 (de) | 2006-08-29 | 2008-09-17 | Ivoclar Vivadent AG | Dentalmaterialien mit geringem Polymerisationsschrumpf |
| WO2012014435A1 (ja) * | 2010-07-30 | 2012-02-02 | 三菱瓦斯化学株式会社 | 化合物、感放射線性組成物及びレジストパターン形成方法 |
| JP2017145320A (ja) * | 2016-02-17 | 2017-08-24 | 公立大学法人 富山県立大学 | テンプレート形成用重合性化合物及びその硬化性組成物並びにその硬化物 |
| CN107459606A (zh) * | 2017-06-13 | 2017-12-12 | 西南石油大学 | 一种含磺化杯芳烃疏水缔合聚合物及其制备方法 |
-
1988
- 1988-11-01 JP JP27763288A patent/JPH02124850A/ja active Granted
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997031698A1 (en) * | 1996-02-28 | 1997-09-04 | Transdiffusia S.A. | Process for the recovery of volatile low molecular compounds |
| EP1970042A2 (de) | 2006-08-29 | 2008-09-17 | Ivoclar Vivadent AG | Dentalmaterialien mit geringem Polymerisationsschrumpf |
| WO2012014435A1 (ja) * | 2010-07-30 | 2012-02-02 | 三菱瓦斯化学株式会社 | 化合物、感放射線性組成物及びレジストパターン形成方法 |
| US9239517B2 (en) | 2010-07-30 | 2016-01-19 | Mitsubishi Gas Chemical Company, Inc. | Compound, radiation-sensitive composition and resist pattern formation method |
| JP6028569B2 (ja) * | 2010-07-30 | 2016-11-16 | 三菱瓦斯化学株式会社 | 化合物、感放射線性組成物及びレジストパターン形成方法 |
| JP2017145320A (ja) * | 2016-02-17 | 2017-08-24 | 公立大学法人 富山県立大学 | テンプレート形成用重合性化合物及びその硬化性組成物並びにその硬化物 |
| CN107459606A (zh) * | 2017-06-13 | 2017-12-12 | 西南石油大学 | 一种含磺化杯芳烃疏水缔合聚合物及其制备方法 |
| CN107459606B (zh) * | 2017-06-13 | 2019-04-16 | 西南石油大学 | 一种含磺化杯芳烃疏水缔合聚合物及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0588695B2 (it) | 1993-12-24 |
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