JPH0762065A - Production of novel polycarbonate resin and novel polycarbonate resin - Google Patents
Production of novel polycarbonate resin and novel polycarbonate resinInfo
- Publication number
- JPH0762065A JPH0762065A JP20634793A JP20634793A JPH0762065A JP H0762065 A JPH0762065 A JP H0762065A JP 20634793 A JP20634793 A JP 20634793A JP 20634793 A JP20634793 A JP 20634793A JP H0762065 A JPH0762065 A JP H0762065A
- Authority
- JP
- Japan
- Prior art keywords
- lactone
- type epoxy
- bisphenol type
- bicyclic
- epoxy compound
- 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.)
- Pending
Links
Landscapes
- Epoxy Resins (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、電気材料、電子材料等
に有用な硬化時に体積収縮率が小さい新規ポリカーボネ
ートに関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel polycarbonate which is useful for electric materials, electronic materials and the like and has a small volume shrinkage upon curing.
【０００２】[0002]
【従来の技術】従来より、電気材料或いは電子材料に用
いられる樹脂としては、例えばビスフェノール型エポキ
シ樹脂に代表される熱硬化性樹脂と、ジシアンジアミド
等の硬化材とを反応させ硬化させるものが一般的であ
る。2. Description of the Related Art Conventionally, as a resin used for an electric material or an electronic material, for example, a thermosetting resin typified by a bisphenol type epoxy resin and a curing agent such as dicyandiamide are reacted and cured. Is.
【０００３】[0003]
【発明が解決しようとする課題】しかし、上記ビスフェ
ノール型エポキシ樹脂とジシアンジアミドとの硬化反応
に代表される従来のエポキシ樹脂の硬化反応は硬化時に
体積収縮を伴うものであり、その結果、成形時での寸法
精度の低下や内部ひずみによる密着性の低下等多くの課
題を有するものであった。However, the curing reaction of the conventional epoxy resin represented by the curing reaction of the above-mentioned bisphenol type epoxy resin and dicyandiamide is accompanied by volume shrinkage at the time of curing, and as a result, at the time of molding. There were many problems such as deterioration of dimensional accuracy and deterioration of adhesion due to internal strain.
【０００４】本発明が解決しようとする課題は、硬化時
の体積収縮が小さくなる樹脂を提供することにある。The problem to be solved by the present invention is to provide a resin whose volume shrinkage upon curing is reduced.
【０００５】[0005]
【課題を解決するための手段】本発明者らは、鋭意検討
を重ねた結果、特定構造の双環状γ-ラクトンと二官能
性エポキシドとをアニオン重合触媒の存在下で共重合さ
せることによって、上記課題を解決できることを見い出
し本発明を完成するに至った。Means for Solving the Problems The inventors of the present invention have conducted extensive studies and as a result, by copolymerizing a bicyclic γ-lactone having a specific structure and a difunctional epoxide in the presence of an anionic polymerization catalyst, The inventors have found that the above problems can be solved and completed the present invention.
【０００６】即ち、本発明は、下記一般式（１）で表わ
される双環状γ-ラクトン（Ａ）とビスフェノ−ル型エ
ポキシ化合物（Ｂ）とをアニオン重合触媒の存在下で共
重合させることを特徴とする新規ポリカーボネート樹脂
の製法、That is, in the present invention, a bicyclic γ-lactone (A) represented by the following general formula (1) and a bisphenol type epoxy compound (B) are copolymerized in the presence of an anionic polymerization catalyst. Manufacturing method of new polycarbonate resin,
【０００７】[0007]
【化４】 [Chemical 4]
【０００８】（式中、Ｒ１、Ｒ２は、水素原子又は炭素
数１〜４のアルキル基を示す。）、(In the formula, R1 and R2 represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms),
【０００９】および、数平均分子量が２，０００〜３
０，０００で、かつ主鎖が実質的に下記一般式（３）And a number average molecular weight of 2,000 to 3
And the main chain is substantially the following general formula (3)
【００１０】[0010]
【化５】 [Chemical 5]
【００１１】（式中、Ｘは、アルキリデン基、スルホン
基又は酸素原子を表し、Ｒ１、Ｒ２は水素原子又は炭素
数１〜４のアルキル基を示す。）で示せる繰り返し単位
からなることを特徴とする新規ポリカーボネート樹脂に
関する。(Wherein X represents an alkylidene group, a sulfone group or an oxygen atom, and R1 and R2 represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms). The present invention relates to a novel polycarbonate resin.
【００１２】本発明で用いる双環状γ−ラクトン（１）
とは、上記した一般式（１）で表わされるものである
が、更に具体的には、一般式（１）においてＲ１がメチ
ル基、エチル基、ｎ-プロピル基、ｉ-プロピル基で、Ｒ
２が水素原子の化合物が挙げられる。Bicyclic γ-lactone (1) used in the present invention
Is represented by the above general formula (1). More specifically, in the general formula (1), R1 is a methyl group, an ethyl group, an n-propyl group or an i-propyl group, and R is
A compound in which 2 is a hydrogen atom can be mentioned.
【００１３】これらの双環状γ-ラクトンも公知の方法
で合成が可能であり、例えば、２−（１，１−ジクロル
アルキル）−プロパン−１，３−ジカルボン酸アルキル
をアルカリ触媒の存在下に閉環反応させる方法があげら
れる。These bicyclic γ-lactones can also be synthesized by a known method. For example, alkyl 2- (1,1-dichloroalkyl) -propane-1,3-dicarboxylate in the presence of an alkali catalyst. The method of ring-closing reaction can be mentioned.
【００１４】本発明で用いるビスフェノール型エポキシ
化合物（Ｂ）とは、特に限定されるものではないが、例
えば、下記一般式（２）で表わされるものが挙げられ
る。The bisphenol type epoxy compound (B) used in the present invention is not particularly limited, and examples thereof include those represented by the following general formula (2).
【００１５】[0015]
【化６】 [Chemical 6]
【００１６】（式中、Ｘは、アルキリデン基、スルホン
基又は酸素原子を示す。）更に、具体的には、一般式
（２）において、Ｘが、アルキリデン基、スルホン基、
又は酸素原子であり、さらに具体的には、メチレン、ジ
メチルメチル、スルホン基である化合物が好ましい。(In the formula, X represents an alkylidene group, a sulfone group or an oxygen atom.) More specifically, in the general formula (2), X is an alkylidene group, a sulfone group,
Alternatively, a compound having an oxygen atom, more specifically, a methylene group, a dimethylmethyl group, or a sulfone group is preferable.
【００１７】これらのビスフェノ−ル型エポキシ化合物
（Ｂ）は、公知の方法で合成することができる。例え
ば、アルキリデン基、スルホン基又は酸素原子を有する
ビスフェノ−ル類とエピクロルヒドリンとをアルカリ触
媒の存在下に脱ハロゲン化水素化する方法が挙げられ
る。These bisphenol type epoxy compounds (B) can be synthesized by a known method. For example, a method of dehydrohalogenating a bisphenol having an alkylidene group, a sulfone group or an oxygen atom and epichlorohydrin in the presence of an alkali catalyst can be mentioned.
【００１８】本発明の新規エポキシ樹脂の製法は、上述
した双環状γ-ラクトン（Ａ）とビスフェノ−ル型エポ
キシ化合物（Ｂ）とをアニオン重合触媒の存在下に共重
合させる。In the method for producing the novel epoxy resin of the present invention, the above-mentioned bicyclic γ-lactone (A) and bisphenol type epoxy compound (B) are copolymerized in the presence of an anionic polymerization catalyst.
【００１９】反応原料のモル比は、通常双環状γ-ラク
トン（Ａ）１モルに対して、ビスフェノ−ル型エポキシ
化合物（Ｂ）を０．３〜１．０モル、好適には、０．５
〜０．６モルの範囲で用いる。The molar ratio of the reaction raw material is usually 0.3 to 1.0 mol of the bisphenol type epoxy compound (B), preferably 0.1% to 1 mol of the bicyclic γ-lactone (A). 5
Used in the range of ~ 0.6 mol.
【００２０】また、本発明で用いるアニオン重合触媒と
しては、特に制限されないが、反応の進行が速い点で、
カリウムｔ-ブトキシド、ナトリウムメトキシド等が好
ましい。The anionic polymerization catalyst used in the present invention is not particularly limited, but in terms of rapid reaction progress,
Preference is given to potassium t-butoxide, sodium methoxide and the like.
【００２１】触媒量は、通常双環状γ-ラクトン１モル
に対して、０．１〜１０モル％、好適には、１〜５モル
％の範囲であることが副生成物の生成を抑制できる点か
ら好ましい。The amount of the catalyst is usually in the range of 0.1 to 10 mol%, and preferably 1 to 5 mol% with respect to 1 mol of the bicyclic γ-lactone so that the production of by-products can be suppressed. It is preferable from the point.
【００２２】本発明は、溶媒を用いることなく実施され
るが、反応に影響を与えない不活性溶媒、具体的にはヘ
キサン等の脂肪族炭化水素、トルエン等の芳香族炭化水
素等を用いてもよいが、反応への影響が少ない点から溶
媒は用いない方が好ましい。The present invention is carried out without using a solvent, but using an inert solvent which does not influence the reaction, specifically, an aliphatic hydrocarbon such as hexane or an aromatic hydrocarbon such as toluene. However, it is preferable not to use a solvent because it has little influence on the reaction.
【００２３】反応温度は、特に制限されないが、反応を
円滑に進行させるためには、通常５０〜２００℃の範囲
であることが好ましく、特に１００〜１５０℃の範囲が
好ましい。The reaction temperature is not particularly limited, but in order to allow the reaction to proceed smoothly, it is usually preferably in the range of 50 to 200 ° C, and particularly preferably in the range of 100 to 150 ° C.
【００２４】反応時間は、温度、触媒量等の条件によっ
て異なり、特に制限されないが、通常１２〜３６時間の
範囲である。反応は、系に活性水素を有する化合物を加
えることによって、停止させることができる。活性水素
を有する化合物としては特に限定されるものではなく、
例えば各種のアミン系化合物、有機酸系化合物、無機酸
等が使用できるが、触媒の中和にも作用し、添加から反
応停止までの時間が短くなる点から有機酸系化合物或い
は無機酸が好ましく、なかでも酢酸が好ましい。The reaction time varies depending on conditions such as temperature and amount of catalyst and is not particularly limited, but is usually in the range of 12 to 36 hours. The reaction can be stopped by adding a compound having active hydrogen to the system. The compound having active hydrogen is not particularly limited,
For example, various amine-based compounds, organic acid-based compounds, inorganic acids, etc. can be used, but organic acid-based compounds or inorganic acids are preferable because they also act on the neutralization of the catalyst and the time from addition to termination of reaction is shortened. Of these, acetic acid is preferred.
【００２５】反応を停止し、得られた生成物はジクロル
メタン等の溶媒によって洗浄することにより、目的とす
る共重合体が得られる。The desired copolymer is obtained by stopping the reaction and washing the obtained product with a solvent such as dichloromethane.
【００２６】この様にして得られた本発明の新規カーボ
ネート化合物は、通常数平均分子量が、１，０００〜２
０，０００で、かつ主鎖が実質的に下記一般式（３）The novel carbonate compound of the present invention thus obtained usually has a number average molecular weight of 1,000 to 2
And the main chain is substantially the following general formula (3)
【００２７】[0027]
【化７】 [Chemical 7]
【００２８】（式中、Ｘは、アルキリデン基、スルホン
基又は酸素原子を表し、Ｒ１，Ｒ２は水素原子又は炭素
数１〜４のアルキル基を示す。）で示せる繰り返し単位
からなる本発明の新規エポキシ樹脂となる。(Wherein X represents an alkylidene group, a sulfone group or an oxygen atom, and R1 and R2 represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), which is a novel unit of the present invention. It becomes an epoxy resin.
【００２９】なお、本発明の新規エポキシ樹脂は、上述
した方法のみならず、その他の製法によって得られたも
のであってもよい。The novel epoxy resin of the present invention may be obtained not only by the above-mentioned method but also by other manufacturing methods.
【００３０】[0030]
【実施例】以下に、実施例を挙げて本発明を具体的に示
す。なお、記載した収率は、使用した双環状γ-ラクト
ンに対して、得られたポリマ−中に含まれる双環状γ-
ラクトン部分のモル数の比を示し、体積収縮率は得られ
る共重合体の比重から求めたものである。EXAMPLES The present invention will be specifically described below with reference to examples. In addition, the yield shown is based on the bicyclic γ-lactone used, and the bicyclic γ-lactone contained in the obtained polymer.
The ratio of the number of moles of the lactone portion is shown, and the volume shrinkage is obtained from the specific gravity of the obtained copolymer.
【００３１】実施例１ ３−メチル−ビシクロ−γ−ラクトン７３ｇ（０．５モ
ル）、ビスフェノ−ルＡのジグリシジルエ−テル２モル
の反応生成物８５ｇ（０．２５モル）とカリウムｔ-ブ
トキシド２．２ｇ（０．０２モル）の混合物を１２０℃
で２４時間攪拌した。その後、酢酸１．２ｇ（０．０２
モル）を添加して反応を停止させ、生成物をソックスレ
−抽出器に移し、ジクロロメタンを用いて６時間洗浄し
て、可溶物を除去し、不溶性の共重合物を得た。Example 1 73 g (0.5 mol) of 3-methyl-bicyclo-γ-lactone, 85 g (0.25 mol) of a reaction product of 2 mol of diglycidyl ether of bisphenol A, and potassium t-butoxide 2 0.2 g (0.02 mol) of the mixture at 120 ° C.
It was stirred for 24 hours. After that, 1.2 g of acetic acid (0.02
Mol) to quench the reaction, transfer the product to a Soxhlet-extractor and wash with dichloromethane for 6 hours to remove solubles and give an insoluble copolymer.
【００３２】得られた重合物のＧＰＣ測定による数平均
分子量は、５，５００であった。収率および体積収縮率
を表１に示す。同定に用いたＩＲデ−タを以下に示す。 ３４６６ｃｍ-1、１７４０ｃｍ-1、１５１０ｃｍ-1、１
２４６ｃｍ-1、１１５９ｃｍ-1、８３１ｃｍ-1、５６１
ｃｍ-1 The number average molecular weight of the obtained polymer by GPC measurement was 5,500. The yield and the volumetric shrinkage are shown in Table 1. The IR data used for identification are shown below. 3466 cm -1 , 1740 cm -1 , 1510 cm -1 , 1
246cm -1, 1159cm -1, 831cm -1 , 561
cm -1
【００３３】実施例２ 双環状γ-ラクトンとして、３−エチル−ビシクロ−γ
−ラクトンを同モル数用いる他は、実施例１と同様にし
て共重合物を得た。この共重合体の収率および体積収縮
率を表１に示す。Example 2 As bicyclic γ-lactone, 3-ethyl-bicyclo-γ
-A copolymer was obtained in the same manner as in Example 1 except that the same mole number of lactone was used. Table 1 shows the yield and volumetric shrinkage of this copolymer.
【００３４】実施例３ 双環状γ-ラクトンとして、３−プロピル−ビシクロ−
γ−ラクトンを同モル数用いる他は、実施例１と同様に
して共重合物を得た。この共重合体の収率および体積収
縮率を表１に示す。Example 3 As a bicyclic γ-lactone, 3-propyl-bicyclo-
A copolymer was obtained in the same manner as in Example 1 except that the same mol number of γ-lactone was used. Table 1 shows the yield and volumetric shrinkage of this copolymer.
【００３５】実施例４ 双環状γ-ラクトンとして、３−イソプロピル−ビシク
ロ−γ−ラクトンを同モル数用いる他は、実施例１と同
様にして共重合物を得た。この共重合体の収率および体
積収縮率を表１に示す。Example 4 A copolymer was obtained in the same manner as in Example 1 except that 3-isopropyl-bicyclo-γ-lactone was used in the same mole number as the bicyclic γ-lactone. Table 1 shows the yield and volumetric shrinkage of this copolymer.
【００３６】実施例５ ビスフェノール型エポキシ化合物としてビスフェノ−ル
Ｓのジグリシジルエ−テル２モルの反応生成物を同モル
数用いる他は、実施例１と同様にして共重合物を得た。
この共重合体の収率および体積収縮率を表１に示す。Example 5 A copolymer was obtained in the same manner as in Example 1 except that the reaction product of 2 mol of diglycidyl ether of bisphenol S was used as the bisphenol type epoxy compound.
Table 1 shows the yield and volumetric shrinkage of this copolymer.
【００３７】実施例６ 双環状γ-ラクトンとして、３−エチル−ビシクロ−γ
−ラクトンを同モル数用い、ビスフェノール型エポキシ
化合物としてビスフェノ−ルＳのジグリシジルエ−テル
２モルの反応生成物を同モル数用いる他は、実施例１と
同様にして共重合物を得た。この共重合体の収率および
体積収縮率を表１に示す。Example 6 As a bicyclic γ-lactone, 3-ethyl-bicyclo-γ
-A copolymer was obtained in the same manner as in Example 1 except that the same number of moles of lactone was used and the same number of moles of the reaction product of 2 moles of diglycidyl ether of bisphenol S as the bisphenol type epoxy compound was used. Table 1 shows the yield and volumetric shrinkage of this copolymer.
【００３８】比較例１ 重量平均分子量５，０００のビスフェノールＡ型エポキ
シ樹脂の８５ｇを当量のジシアンジアミドで１２０℃で
２４時間反応させて硬化物を得た。Comparative Example 1 A cured product was obtained by reacting 85 g of a bisphenol A type epoxy resin having a weight average molecular weight of 5,000 with an equivalent amount of dicyandiamide at 120 ° C. for 24 hours.
【００３９】これの体積収縮率を表１に合わせて示す。The volumetric shrinkage of this is also shown in Table 1.
【００４０】[0040]
【表１】 [Table 1]
【００４１】[0041]
【発明の効果】本発明の方法によると、硬化時における
体積収縮率の小さな新規ポリカーボネート樹脂が容易に
得られる。According to the method of the present invention, a novel polycarbonate resin having a small volume shrinkage rate upon curing can be easily obtained.
Claims (4)
-ラクトン（Ａ）とビスフェノ−ル型エポキシ化合物
（Ｂ）とをアニオン重合触媒の存在下で共重合させるこ
とを特徴とする新規カーボネート樹脂の製法。 【化１】 （ 式中、Ｒ１、Ｒ２は、水素原子又は炭素数１〜４の
アルキル基を示す。）1. A bicyclic γ represented by the following general formula (1):
-A method for producing a novel carbonate resin, which comprises copolymerizing a lactone (A) and a bisphenol type epoxy compound (B) in the presence of an anionic polymerization catalyst. [Chemical 1] (In the formula, R1 and R2 represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.)
が下記一般式（２） 【化２】 （式中、Ｘは、アルキリデン基、スルホン基又は酸素原
子を示す。）で表される請求項１記載の製法。2. A bisphenol type epoxy compound (B)
Is the following general formula (2) (In formula, X shows an alkylidene group, a sulfone group, or an oxygen atom.) The manufacturing method of Claim 1 represented.
−ル型エポキシ化合物（Ｂ）との反応モル比が（Ａ）／
（Ｂ）＝０．３〜０．８の範囲である請求項１または２
記載の製法。3. The reaction molar ratio of the bicyclic γ-lactone (A) and the bisphenol type epoxy compound (B) is (A) /
(B) = 0.3-0.8 The range of 1 or 2
The manufacturing method described.
０で、かつ主鎖が実質的に下記一般式（３） 【化３】 （式中、Ｘは、アルキリデン基、スルホン基又は酸素原
子を表し、Ｒ１、Ｒ２は水素原子又は炭素数１〜４のア
ルキル基を示す。）で示せる繰り返し単位からなること
を特徴とする新規ポリカーボネート樹脂。4. A number average molecular weight of 2,000 to 30,000.
0 and the main chain is substantially the following general formula (3): (Wherein, X represents an alkylidene group, a sulfone group or an oxygen atom, and R1 and R2 represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms). resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20634793A JPH0762065A (en) | 1993-08-20 | 1993-08-20 | Production of novel polycarbonate resin and novel polycarbonate resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20634793A JPH0762065A (en) | 1993-08-20 | 1993-08-20 | Production of novel polycarbonate resin and novel polycarbonate resin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0762065A true JPH0762065A (en) | 1995-03-07 |
Family
ID=16521806
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20634793A Pending JPH0762065A (en) | 1993-08-20 | 1993-08-20 | Production of novel polycarbonate resin and novel polycarbonate resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0762065A (en) |
Cited By (15)
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| WO2011019067A1 (en) | 2009-08-13 | 2011-02-17 | 富士フイルム株式会社 | Wafer-level lens, wafer-level lens production method, and imaging unit |
| EP2296018A1 (en) | 2009-09-14 | 2011-03-16 | Fujifilm Corporation | Wafer-level lens array, method of manufacturing wafer-level lens array, lens module and imaging unit |
| EP2298544A2 (en) | 2009-09-16 | 2011-03-23 | FUJIFILM Corporation | Wafer-level lens array, method of manufacturing wafer-level lens array, lens module and imaging unit |
| EP2298543A2 (en) | 2009-09-17 | 2011-03-23 | FUJIFILM Corporation | Master model of lens array and method of manufacturing the same |
| WO2011040103A1 (en) | 2009-09-30 | 2011-04-07 | 富士フイルム株式会社 | Element array and element array laminated body |
| EP2319672A1 (en) | 2009-11-05 | 2011-05-11 | FUJIFILM Corporation | Lens array press mold and lens array molded by the same |
| EP2353828A1 (en) | 2010-02-08 | 2011-08-10 | FUJIFILM Corporation | Molding die for optical molding product, method of molding optical molding product and lens array |
| EP2361754A2 (en) | 2010-02-26 | 2011-08-31 | FUJIFILM Corporation | Lens array |
| EP2361755A2 (en) | 2010-02-26 | 2011-08-31 | FUJIFILM Corporation | Lens array |
| EP2366535A2 (en) | 2010-03-19 | 2011-09-21 | Fujifilm Corporation | Lens and lens array and manufacturing method thereof |
| EP2366534A2 (en) | 2010-03-19 | 2011-09-21 | Fujifilm Corporation | Die, molding method and lens array |
| EP2372406A1 (en) | 2010-03-19 | 2011-10-05 | Fujifilm Corporation | Lens array and lens array manufacturing method |
| EP2380721A1 (en) | 2010-03-30 | 2011-10-26 | Fujifilm Corporation | Method for fabricating a master |
| JP2012046682A (en) * | 2010-08-30 | 2012-03-08 | Jsr Corp | Composition for polyester production |
| WO2013129623A1 (en) * | 2012-02-29 | 2013-09-06 | Jsr株式会社 | Radiation-sensitive resin composition, resist pattern formation method, polymer, and compound |
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1993
- 1993-08-20 JP JP20634793A patent/JPH0762065A/en active Pending
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011019067A1 (en) | 2009-08-13 | 2011-02-17 | 富士フイルム株式会社 | Wafer-level lens, wafer-level lens production method, and imaging unit |
| EP2296018A1 (en) | 2009-09-14 | 2011-03-16 | Fujifilm Corporation | Wafer-level lens array, method of manufacturing wafer-level lens array, lens module and imaging unit |
| EP2298544A2 (en) | 2009-09-16 | 2011-03-23 | FUJIFILM Corporation | Wafer-level lens array, method of manufacturing wafer-level lens array, lens module and imaging unit |
| EP2298543A2 (en) | 2009-09-17 | 2011-03-23 | FUJIFILM Corporation | Master model of lens array and method of manufacturing the same |
| WO2011040103A1 (en) | 2009-09-30 | 2011-04-07 | 富士フイルム株式会社 | Element array and element array laminated body |
| EP2319672A1 (en) | 2009-11-05 | 2011-05-11 | FUJIFILM Corporation | Lens array press mold and lens array molded by the same |
| EP2353828A1 (en) | 2010-02-08 | 2011-08-10 | FUJIFILM Corporation | Molding die for optical molding product, method of molding optical molding product and lens array |
| EP2361754A2 (en) | 2010-02-26 | 2011-08-31 | FUJIFILM Corporation | Lens array |
| EP2361755A2 (en) | 2010-02-26 | 2011-08-31 | FUJIFILM Corporation | Lens array |
| EP2366535A2 (en) | 2010-03-19 | 2011-09-21 | Fujifilm Corporation | Lens and lens array and manufacturing method thereof |
| EP2366534A2 (en) | 2010-03-19 | 2011-09-21 | Fujifilm Corporation | Die, molding method and lens array |
| EP2372406A1 (en) | 2010-03-19 | 2011-10-05 | Fujifilm Corporation | Lens array and lens array manufacturing method |
| EP2380721A1 (en) | 2010-03-30 | 2011-10-26 | Fujifilm Corporation | Method for fabricating a master |
| JP2012046682A (en) * | 2010-08-30 | 2012-03-08 | Jsr Corp | Composition for polyester production |
| WO2013129623A1 (en) * | 2012-02-29 | 2013-09-06 | Jsr株式会社 | Radiation-sensitive resin composition, resist pattern formation method, polymer, and compound |
| JPWO2013129623A1 (en) * | 2012-02-29 | 2015-07-30 | Jsr株式会社 | Radiation sensitive resin composition, resist pattern forming method, polymer and compound |
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