Daicel Chemical Industries, Ltd.

Daicel Corporation

Takahiro Iwahama

Tatsuya Nakano

Yasutaka Ishii

Keizo Inoue

Kiyoharu Tsutsumi

Masamichi Nishimura

Takashi Kubo

Takeshi Fujikawa

Naruhisa Hirai

Sadayuki Fukui

Hiroto Miyake

Yoshinori Funaki

Mitsuru Ohno

Satoshi Sakaguchi

Tsukasa Yoshida

Tamaki Son

The present disclosure provides an optical member for use in a laser module that includes a surface emitting laser, the optical member being capable of detecting damage (cracking, peeling, and the like), a method for manufacturing the optical member, a laser module including the optical member, and a laser device.

Optical member, laser module including said optical member, and laser device

Provided is a photosensitive resin composition that is, after being applied to an adherend surface, rapidly cured by photoirradiation to form a cured product having excellent light-shielding ability and adhesiveness (preferably, further having excellent reflow heat resistance). The photosensitive resin composition includes components (A), (C), and (D) and preferably further includes a component (B) as follows:

Photosensitive resin composition, cured product thereof, and optical component

A process produces an amide or lactam by subjecting an oxime compound to rearrangement in a solvent in the presence of: at least one catalyst selected from the group consisting of an aromatic compound (A1) containing a leaving group bound to a carbon atom constituting the aromatic ring, the aromatic ring including, as a constitutive atom thereof, a heteroatom or including, as a constitutive atom thereof, a carbon atom bound to an electron-withdrawing group, and a compound (A2) containing a structure of Formula (1): -G-L(1) wherein G represents P, N, S, B or Si atom; and Lrepresents a leaving group, wherein G is bound to one or more atoms or groups in addition to L; and a co-catalyst including a halogen-containing organic acid, to give the corresponding amide or lactam, wherein, when the aromatic compound (A1) alone is used as the catalyst, the solvent is at least one solvent selected typically from hydrocarbon solvents. The production process can yield amides or lactams simply in high yields without causing large amounts of by-products such as ammonium sulfate.

Process for producing amide or lactam

A polycyclic ester containing a cyano group and a lactone skeleton, represented by following Formula (1): wherein Rrepresents, for example, a hydrogen atom or an alkyl group having one to six carbon atoms which may have a halogen atom; Rs each represent, for example, a halogen atom or an alkyl or haloalkyl group having one to six carbon atoms; 'm' is the number of Rs; 'n' is the number of cyano groups; and CH&#x2550;C(R)COO&#x2014; group may have either of an endo conformation and an exo conformation. Accordingly, there is provided a novel polycyclic ester containing a cyano group and a lactone skeleton which is useful typically as a monomeric component for highly functional polymers. A polymer, for example, derived from this compound is highly soluble in an organic solvent while remaining stable typically to chemicals and exhibits improved hydrolyzability and/or improved solubility in water after hydrolysis.

Polycyclic ester containing cyano group and lactone skeleton

Disclosed is an oxetane-containing vinyl ether compound including one or more aromatic or non-aromatic carbocycles and/or two or more vinyl ether structures, such as a compound of Formula: wherein Ring Zis non-aromatic carbocycle; Ris vinyl group of Formula: wherein each of R, R, and Ris hydrogen or C1-C4 alkyl; Wis single bond or organic group having a valence of (m+1); Xis, for example, hydrocarbon; 'm' and 'q' are each 1 or 2; and &#x201c;p&#x201d; is 0 to 5. Also disclosed is an alicyclic epoxy-containing vinyl ether compound of Formula: wherein Ring Zis non-aromatic carbocycle; Ris vinyl group of Formula: wherein R, Rand Rare each hydrogen or C1-C4 alkyl; Wis single bond or organic group having a valence of (r+1); Rand Rare hydrogen or alkyl; and &#x201c;r&#x201d; and &#x201c;s&#x201d; are 1 or 2.

Vinyl ether compounds and polymerizable compositions

Disclosed is a polycyclic ester containing a cyano group and a lactone skeleton, represented by following Formula (1): wherein Rrepresents, for example, a hydrogen atom or an alkyl group having one to six carbon atoms which may have a halogen atom; Rs each represent, for example, a halogen atom or an alkyl or haloalkyl group having one to six carbon atoms; 'm' is the number of Rs; 'n' is the number of cyano groups; and CH&#x2550;C(R)COO&#x2014; group may have either of an endo conformation and an exo conformation. Accordingly, there is provided a novel polycyclic ester containing a cyano group and a lactone skeleton which is useful typically as a monomeric component for highly functional polymers. A polymer, for example, derived from this compound is highly soluble in an organic solvent while remaining stable typically to chemicals and exhibits improved hydrolyzability and/or improved solubility in water after hydrolysis.

A vinyl- or allyl-containing compound represented by following Formula (3): wherein R, R, R, R, and Reach represent hydrogen atom or a nonmetallic atom-containing group; Rrepresents a nonmetallic atom-containing group; Y represents a group selected from the group consisting of &#x2014;Si(R)(R)&#x2014;, &#x2014;Si(R)(R)&#x2014;O&#x2014;, the left hand of which is combined with R, and &#x2014;NR&#x2014;, wherein R, R, R, R, and Reach represent hydrogen atom or a nonmetallic atom-containing group; and 'n' represents 0 or 1, is prepared by reacting a vinyl or allyl ester compound represented by following Formula (1): wherein Rrepresents hydrogen atom or a nonmetallic atom-containing group; R, R, R, R, R, and 'n' are as defined above, with a compound represented by following Formula (2):R&#x2014;Y&#x2014;H &#x2003;&#x2003;(2)wherein Rand Y are as defined above, in the presence of a transition element compound.

Process for the preparation of vinyl- or allyl-containing compounds

A catalyst of the invention includes an imide compound having a N-substituted cyclic imide skeleton represented by following Formula (I): wherein R is a hydroxyl-protecting group. Preferred R is a hydrolyzable protecting group. R may be a group obtained from an acid by eliminating an OH group therefrom. Such acids include, for example, carboxylic acids, sulfonic acids, carbonic acid, carbamic acid, sulfuric acid, nitric acid, phosphoric acids and boric acids. The catalyst may include the imide compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.

Catalyst comprising N-substituted cyclic imide compound and process for producing organic compound using the catalyst

Aromatic vinyl ether compounds represented by Formula (1) or by Formula (2) wherein each R and R' is a hydrogen atom or a group represented by Formula (3) and wherein the remaining variables are as defined in the specification, provided that at least one pR in Formula (1) and at least one uR in Formula (2) is a Formula (3) group. These aromatic vinyl ether compounds are useful as, e.g., curing agents for cationic polymerization.

Aromatic vinyl ether compounds

Is disclosed a cycloaliphatic polyepoxy compound represented by following Formula (1): wherein Y represents a linkage group or a single bond; and Hs each represent hydrogen atom at the junction between cyclohexane ring and oxirane ring, and the cyclohexane rings may each further have one or more substituents in addition to the groups shown in the formula. The cycloaliphatic polyepoxy compound contains stereoisomers in such proportions as to have a ratio A/B of 1.8 or more, wherein 'A' and 'B' are integrated intensities of signals of protons at the junction between cyclohexane ring and oxirane ring as determined byH-NMR spectroscopy of the compound, in which &#x201c;A&#x201d; represents the integrated intensity of a signal observed at a lower magnetic field, and &#x201c;B&#x201d; represents the integrated intensity of a signal observed at a higher magnetic field.

Cycloaliphatic polyepoxy compounds and preparation thereof

A carbonyl compound represented by following Formula (1): wherein Rrepresents hydrogen atom or an organic group; and Rrepresents hydrogen atom or an organic group having a carbon atom at a bonding site with the carbonyl group in Formula (1), wherein Rand Rmay be combined to form a ring with adjacent two carbon atoms, or an equivalent thereof is reacted with an unsaturated compound represented by following Formula (2): wherein each of R, R, and Rrepresents hydrogen atom, a halogen atom, hydroxyl group, or an organic group and wherein Rand Rmay be combined to form a ring with adjacent two carbon atoms, or a precursor thereof, to yield a furan compound represented by following Formula (3): wherein R' represents R, Ror hydrogen atom; and R, R, R, R, are Rare as defined above.

Process for the preparation of furan compounds

An allyl-containing compound represented by following Formula (3): wherein R, R, R, Rand Rmay be the same as or different from one another and each represent hydrogen atom or an organic group; Rrepresents an organic group; and Y represents oxygen atom or sulfur atom, is produced by reacting an allyl ester compound represented by following Formula (1): wherein Rrepresents hydrogen atom or an organic group; and R, R, R, Rand Rare as defined above, with a compound represented by following Formula (2):R&#x2014;Y&#x2014;H&#x2003;&#x2003;(2)wherein Ris an organic group; and Y is as defined above, in the presence of at least one transition element compound.

Growing community of inventors

Himeji, Japan

Takahiro Iwahama