JPH0434564B2 - - Google Patents

Info

Publication number: JPH0434564B2
Authority: JP; Japan
Prior art keywords: ink; component; oligomer; reaction; resin
Prior art date: 1986-07-11
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

JP16411686A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6320316A (ja

Inventor

Keizo Matsumoto

Jiro Mizuie

Hiroshi Matsumoto

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.)

1986-07-11

Filing date

1986-07-11

Publication date

1992-06-08

1986-07-11 Application filed by Arakawa Chemical Industries Ltd filed Critical Arakawa Chemical Industries Ltd

1986-07-11 Priority to JP61164116A priority Critical patent/JPS6320316A/ja

1988-01-28 Publication of JPS6320316A publication Critical patent/JPS6320316A/ja

1992-06-08 Publication of JPH0434564B2 publication Critical patent/JPH0434564B2/ja

Status Granted legal-status Critical Current

Links

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 16
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 16
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 16
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 12
238000004519 manufacturing process Methods 0.000 claims description 11
235000015112 vegetable and seed oil Nutrition 0.000 claims description 11
239000008158 vegetable oil Substances 0.000 claims description 11
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 10
239000007795 chemical reaction product Substances 0.000 claims description 9
239000002253 acid Substances 0.000 claims description 7
150000001875 compounds Chemical class 0.000 claims description 7
-1 glycidyl ester Chemical class 0.000 claims description 7
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
125000005442 diisocyanate group Chemical group 0.000 claims description 3
239000000976 ink Substances 0.000 description 36
238000006243 chemical reaction Methods 0.000 description 16
239000011230 binding agent Substances 0.000 description 13
229920005989 resin Polymers 0.000 description 13
239000011347 resin Substances 0.000 description 13
239000005058 Isophorone diisocyanate Substances 0.000 description 7
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 7
NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 7
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 6
239000010685 fatty oil Substances 0.000 description 6
239000003112 inhibitor Substances 0.000 description 6
238000006116 polymerization reaction Methods 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
230000015572 biosynthetic process Effects 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
238000005886 esterification reaction Methods 0.000 description 5
239000000049 pigment Substances 0.000 description 5
238000003786 synthesis reaction Methods 0.000 description 5
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
230000000052 comparative effect Effects 0.000 description 4
239000003822 epoxy resin Substances 0.000 description 4
230000032050 esterification Effects 0.000 description 4
238000011156 evaluation Methods 0.000 description 4
239000000203 mixture Substances 0.000 description 4
230000000704 physical effect Effects 0.000 description 4
229920000647 polyepoxide Polymers 0.000 description 4
KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 4
239000002904 solvent Substances 0.000 description 4
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 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
CABDEMAGSHRORS-UHFFFAOYSA-N oxirane;hydrate Chemical compound O.C1CO1 CABDEMAGSHRORS-UHFFFAOYSA-N 0.000 description 3
239000003973 paint Substances 0.000 description 3
239000000047 product Substances 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
229910000679 solder Inorganic materials 0.000 description 3
239000003549 soybean oil Substances 0.000 description 3
235000012424 soybean oil Nutrition 0.000 description 3
239000002966 varnish Substances 0.000 description 3
WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 2
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
239000004593 Epoxy Substances 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
238000011161 development Methods 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
229910052740 iodine Inorganic materials 0.000 description 2
239000011630 iodine Substances 0.000 description 2
230000001678 irradiating effect Effects 0.000 description 2
239000007788 liquid Substances 0.000 description 2
238000005259 measurement Methods 0.000 description 2
238000000034 method Methods 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
238000002156 mixing Methods 0.000 description 2
238000012544 monitoring process Methods 0.000 description 2
229910052757 nitrogen Inorganic materials 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
125000000466 oxiranyl group Chemical group 0.000 description 2
229950000688 phenothiazine Drugs 0.000 description 2
230000009257 reactivity Effects 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
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
LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-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
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
241000156978 Erebia Species 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
235000019485 Safflower oil Nutrition 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
230000005587 bubbling Effects 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
239000007809 chemical reaction catalyst Substances 0.000 description 1
235000012343 cottonseed oil Nutrition 0.000 description 1
239000002385 cottonseed oil Substances 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
238000006735 epoxidation reaction Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 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
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
150000002460 imidazoles Chemical class 0.000 description 1
230000026045 iodination Effects 0.000 description 1
238000006192 iodination reaction Methods 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
239000000944 linseed oil Substances 0.000 description 1
235000021388 linseed oil Nutrition 0.000 description 1
235000010187 litholrubine BK Nutrition 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
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
208000017983 photosensitivity disease Diseases 0.000 description 1
231100000434 photosensitization Toxicity 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000010926 purge Methods 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
150000004053 quinones Chemical class 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000001054 red pigment Substances 0.000 description 1
238000011160 research Methods 0.000 description 1
235000005713 safflower oil Nutrition 0.000 description 1
239000003813 safflower oil Substances 0.000 description 1
238000000926 separation method Methods 0.000 description 1
238000003892 spreading Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
238000012360 testing method Methods 0.000 description 1
239000002383 tung oil Substances 0.000 description 1
229920006337 unsaturated polyester resin Polymers 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
230000000007 visual effect Effects 0.000 description 1
230000002087 whitening effect Effects 0.000 description 1

Landscapes

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

JP61164116A 1986-07-11 1986-07-11 光硬化性オリゴマーの製法 Granted JPS6320316A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP61164116A JPS6320316A (ja)	1986-07-11	1986-07-11	光硬化性オリゴマーの製法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP61164116A JPS6320316A (ja)	1986-07-11	1986-07-11	光硬化性オリゴマーの製法

Publications (2)

Publication Number	Publication Date
JPS6320316A JPS6320316A (ja)	1988-01-28
JPH0434564B2 true JPH0434564B2 (pt)	1992-06-08

Family

ID=15787055

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP61164116A Granted JPS6320316A (ja)	1986-07-11	1986-07-11	光硬化性オリゴマーの製法

Country Status (1)

Country	Link
JP (1)	JPS6320316A (pt)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH07118024B2 (ja) *	1988-01-30	1995-12-18	株式会社東芝	パターンデータ生成方式
KR19990061308A (ko) *	1997-12-31	1999-07-26	김충세	자외선 경화형 수지의 제조방법
DE19942288A1 (de) *	1999-09-04	2001-03-08	Cognis Deutschland Gmbh	Verfahren zur Herstellung nachvernetzter Beschichtungen
DE10003749A1 (de) *	2000-01-28	2001-08-02	Cognis Deutschland Gmbh	Verfahren zur Herstellung radikalisch nachvernetzter Polymere
DE10003938A1 (de)	2000-01-29	2001-08-02	Cognis Deutschland Gmbh	Verfahren zur Herstellung radikalisch nachvernetzter Polymere unter Einsatz von Diallylphthalaten
JP7338226B2 (ja) *	2018-05-07	2023-09-05	荒川化学工業株式会社	樹脂、ワニス組成物、印刷インキ及び印刷物
EP3808823A1 (en) *	2019-10-14	2021-04-21	Hexion Research Belgium SA	Glycidyl esters of alpha, alpha branched acids from renewable sources and formulation thereof
JP7059428B1 (ja) *	2021-08-30	2022-04-25	サカタインクス株式会社	活性エネルギー線硬化型インキ組成物及びその製造方法、並びにそれに適したエポキシ化油脂アクリレート及びその製造方法

1986
- 1986-07-11 JP JP61164116A patent/JPS6320316A/ja active Granted

Also Published As

Publication number	Publication date
JPS6320316A (ja)	1988-01-28

Legal Events

Date	Code	Title	Description
2004-04-13	R250	Receipt of annual fees	Free format text: JAPANESE INTERMEDIATE CODE: R250
2005-04-19	R250	Receipt of annual fees	Free format text: JAPANESE INTERMEDIATE CODE: R250
2006-06-08	LAPS	Cancellation because of no payment of annual fees

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