Detail of "1965-09-9"

Reference

Epoxy (meth)acrylates for dental adhesives

Epoxy (meth)acrylates for dental adhesives. (Teikoku Chemical Industry Co., Ltd., Japan). Jpn. Kokai Tokkyo Koho JP 59070645 A2 21 Apr 1984 Showa, 3 pp. (Japanese). (Japan). CODEN: JKXXAF. CLASS: IC: C07C069-54; C07C067-26. ICA: A61K006-00; B01J031-02. APPLICATION: JP 82-181532 16 Oct 1982. DOCUMENT TYPE: Patent CA Section: 37 (Plastics Manufacture and Processing) Section cross-reference(s): 35, 63 Epoxy (meth)acrylates (I; R = H, Me), useful as dental adhesives, are prepd. by treating glycidyl (meth)acrylate with 4,4'-dihydroxydiphenyl ether (II) [1965-09-9] or by treating 4,4'-diglycidyloxydiphenyl ether (III) [19389-73-2], prepd. by treating II with epichlorohydrin (IV) [106-89-8], with (meth)acrylic acid in the presence of a catalyst. Thus, 40.4 g II was treated with 18.5 g IV using 16.8 g NaOH for 6.5 h to give III (m.p. 78-80°). A mixt. of 84.4 g methacrylic acid [79-41-4] and 3.26 g triethylbenzylammonium chloride [56-37-1] was treated with 102 g III at 85°-90° for 2.5 h to give 75 g I (R = Me) (V) [92115-82-7] (m. 79.5-82°). An adhesive compn. comprising 5 parts V and 95 parts Me methacrylate with tributylborane was used to bond dentin and an acrylic polymer bar to give a product with tensile strength 240 kg/cm2 after 24 h immersion in water, compared with 128 kg/cm2 for a Me methacrylate adhesive.

Regeneration of a spent layered clay mineral as a dihydroxydiphenyl ether synthesis catalyst

Regeneration of a spent layered clay mineral as a dihydroxydiphenyl ether synthesis catalyst. (Mitsui Petrochemical Industries, Ltd., Japan). Jpn. Kokai Tokkyo Koho JP 60075331 A2 27 Apr 1985 Showa, 4 pp. (Japanese). (Japan). CODEN: JKXXAF. CLASS: ICM: B01J021-20. ICS: B01J038-48. ICA: C07C043-295; C07C069-78. APPLICATION: JP 83-183215 3 Oct 1983. DOCUMENT TYPE: Patent CA Section: 45 (Industrial Organic Chemicals, Leather, Fats, and Waxes) Spent layered clay mineral [esp. fluorphlogopite, fluorotetrasilicic mica (A), synthetic hectorite or taeniolite] as the title catalyst is washed with aq. org. solvent or H2O. Thus, com. A in Na form was ion-exchanged with Al(III) and a 12.5 g portion and 34.8 g hydroquinone (I) [123-31-9] in 300 mL mesitylene (II) were refluxed for 1 h. A 3.0 g portion of used catalyst was stirred in 60 mL 8:2 Me2CO [67-64-1]-H2O or H2O, filtered, and dried at room temp. and 40 torr for 2 h (a) or at 40° and 50 torr for 10 h (b). A 2.0 g portion of this catalyst and 5.0 g I in 48 mL II was refluxed for 45 min. The I conversion was 51.2% and 4,4'-dihydroxydiphenyl ether [1965-09-9] yield was 91.4% (51.5 and 91.2% for a; 47.8 and 90.2% for b), compared with 21.3 and 89.4%, resp., without washing.