JPH0426329B2 - - Google Patents

Info

Publication number: JPH0426329B2
Authority: JP; Japan
Prior art keywords: component; ink; acrylic acid; meth; reaction
Prior art date: 1985-05-09
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 - Lifetime

Application number

JP60098396A

Other languages

English (en)

Japanese (ja)

Other versions

JPS61281119A (ja

Inventor

Keizo Matsumoto

Toshuki Imai

Jiro Mizuie

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Arakawa Chemical Industries Ltd

Original Assignee

Arakawa Chemical Industries Ltd

Priority date (The priority date 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 date listed.)

1985-05-09

Filing date

1985-05-09

Publication date

1992-05-07

1985-05-09 Application filed by Arakawa Chemical Industries Ltd filed Critical Arakawa Chemical Industries Ltd

1985-05-09 Priority to JP60098396A priority Critical patent/JPS61281119A/ja

1986-12-11 Publication of JPS61281119A publication Critical patent/JPS61281119A/ja

1992-05-07 Publication of JPH0426329B2 publication Critical patent/JPH0426329B2/ja

Status Granted legal-status Critical Current

Links

-1 glycidyl ester Chemical class 0.000 claims description 18
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 15
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 15
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 15
150000001875 compounds Chemical class 0.000 claims description 14
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 12
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 12
238000004519 manufacturing process Methods 0.000 claims description 12
239000007795 chemical reaction product Substances 0.000 claims description 9
125000005442 diisocyanate group Chemical group 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
239000000976 ink Substances 0.000 description 32
230000015572 biosynthetic process Effects 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 12
238000003786 synthesis reaction Methods 0.000 description 12
239000011230 binding agent Substances 0.000 description 10
238000001723 curing Methods 0.000 description 10
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 7
239000005058 Isophorone diisocyanate Substances 0.000 description 6
230000001588 bifunctional effect Effects 0.000 description 6
239000003054 catalyst Substances 0.000 description 6
238000011156 evaluation Methods 0.000 description 6
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 6
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
238000005886 esterification reaction Methods 0.000 description 5
230000000052 comparative effect Effects 0.000 description 4
239000003112 inhibitor Substances 0.000 description 4
239000000049 pigment Substances 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 3
239000004593 Epoxy Substances 0.000 description 3
DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
239000003822 epoxy resin Substances 0.000 description 3
230000032050 esterification Effects 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
239000000203 mixture Substances 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
229950000688 phenothiazine Drugs 0.000 description 3
229920000647 polyepoxide Polymers 0.000 description 3
KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
229910001873 dinitrogen Inorganic materials 0.000 description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
230000001678 irradiating effect Effects 0.000 description 2
238000000034 method Methods 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
238000012544 monitoring process Methods 0.000 description 2
239000000178 monomer Substances 0.000 description 2
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000003973 paint Substances 0.000 description 2
230000009257 reactivity Effects 0.000 description 2
229910000679 solder Inorganic materials 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000002966 varnish Substances 0.000 description 2
MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 description 1
XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
125000005396 acrylic acid ester group Chemical group 0.000 description 1
238000005452 bending Methods 0.000 description 1
KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000011161 development Methods 0.000 description 1
125000004386 diacrylate group Chemical group 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
239000011521 glass Substances 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical class C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
150000002460 imidazoles Chemical class 0.000 description 1
238000009863 impact test Methods 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
235000010187 litholrubine BK Nutrition 0.000 description 1
239000000463 material Substances 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
239000003595 mist Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
238000000016 photochemical curing Methods 0.000 description 1
239000003504 photosensitizing agent Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
150000004053 quinones Chemical class 0.000 description 1
239000001054 red pigment Substances 0.000 description 1
238000011160 research Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
238000012360 testing method Methods 0.000 description 1
239000005028 tinplate Substances 0.000 description 1
229920006337 unsaturated polyester resin Polymers 0.000 description 1
230000000007 visual effect Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Polyurethanes Or Polyureas (AREA)
Inks, Pencil-Leads, Or Crayons (AREA)
Macromonomer-Based Addition Polymer (AREA)

JP60098396A 1985-05-09 1985-05-09 光硬化性オリゴマーの製法 Granted JPS61281119A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP60098396A JPS61281119A (ja)	1985-05-09	1985-05-09	光硬化性オリゴマーの製法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP60098396A JPS61281119A (ja)	1985-05-09	1985-05-09	光硬化性オリゴマーの製法

Publications (2)

Publication Number	Publication Date
JPS61281119A JPS61281119A (ja)	1986-12-11
JPH0426329B2 true JPH0426329B2 (ko)	1992-05-07

Family

ID=14218674

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP60098396A Granted JPS61281119A (ja)	1985-05-09	1985-05-09	光硬化性オリゴマーの製法

Country Status (1)

Country	Link
JP (1)	JPS61281119A (ko)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH045085A (ja) *	1990-04-24	1992-01-09	Oji Paper Co Ltd	熱転写用受像シート
CN112724368B (zh) *	2020-10-28	2023-08-15	衡阳拓创聚合新材料有限公司	一种水性全氢枞酸改性丙烯酸环氧酯及其制备方法

1985
- 1985-05-09 JP JP60098396A patent/JPS61281119A/ja active Granted

Also Published As

Publication number	Publication date
JPS61281119A (ja)	1986-12-11

Legal Events

Date	Code	Title	Description
2004-03-23	R250	Receipt of annual fees	Free format text: JAPANESE INTERMEDIATE CODE: R250
2005-05-07	LAPS	Cancellation because of no payment of annual fees

Publication	Publication Date	Title
US4180474A (en)	1979-12-25	Radiation-hardenable diluents for radiation-hardenable compositions
EP0002129A1 (en)	1979-05-30	Vinyl ester urethanes, their production and uses
EP0033896A1 (de)	1981-08-19	Strahlungshärtbare wässrige Bindemitteldispersionen, Verfahren zu ihrer Herstellung und ihre Verwendung
JP6745283B2 (ja)	2020-08-26	多官能性アクリレートへの第２級アミンアミノアルコールの付加から生じた高官能性アミノアクリレート−アクリレートウレタン
TWI282348B (en)	2007-06-11	Composition
JPH0434564B2 (ko)	1992-06-08
JPH0477514A (ja)	1992-03-11	ポリウレタンアクリレートの製造方法及び活性エネルギー線硬化性樹脂組成物の製造方法
JPH0426329B2 (ko)	1992-05-07
JPH08504218A (ja)	1996-05-07	付加生成物、この付加生成物をベースとする放射線硬化性被覆組成物、並びに木材被覆及び紙被覆のためのその使用
JP3099444B2 (ja)	2000-10-16	活性エネルギー線硬化性樹脂組成物
US6066746A (en)	2000-05-23	Radiation curing of dihydrofuran derivatives
CN112851596A (zh)	2021-05-28	一种含恶唑烷可辐射固化的氨酯（甲基）丙烯酸酯及其制备方法
CN118510823A (zh)	2024-08-16	脲(甲基)丙烯酸酯或脲-氨基甲酸酯(甲基)丙烯酸酯低聚物、包含其的组合物及其用途
JPH0254366B2 (ko)	1990-11-21
JP2000212127A (ja)	2000-08-02	（メタ）アクリル酸エステル、これを用いた樹脂組成物
DE2452322A1 (de)	1976-05-06	Strahlungshaertbare ueberzugsmassen
JP4245217B2 (ja)	2009-03-25	新規な（メタ）アクリル酸エステル及び樹脂組成物
JPH05287696A (ja)	1993-11-02	紙用活性エネルギー線硬化性樹脂組成物及びその硬化物
JPS6250321A (ja)	1987-03-05	ポリウレタン（メタ）アクリレ−トの製造法
JP2000204233A (ja)	2000-07-25	（メタ）アクリル酸エステル、これを用いた樹脂組成物
JPS5974116A (ja)	1984-04-26	ラジカル重合性プレポリマ−の製法
JPS5942709B2 (ja)	1984-10-17	シガイセンコウカガタインサツインキ
JPS62285959A (ja)	1987-12-11	耐熱性光硬化型被覆組成物
JPS585949B2 (ja)	1983-02-02	紫外線硬化型印刷インキ組成物
JPWO2005021602A1 (ja)	2006-10-26	ポリアルケニルエーテル