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    • 7. 发明授权
    • Novolak resin for positive photoresist
    • 用于正性光致抗蚀剂的酚醛清漆树脂
    • US4812551A
    • 1989-03-14
    • US118041
    • 1987-11-09
    • Fumio OiHaruyoshi OsakiAkihiro FurutaYukikazu UemuraTakao NinomiyaYasunori UetaniMakoto Hanabata
    • Fumio OiHaruyoshi OsakiAkihiro FurutaYukikazu UemuraTakao NinomiyaYasunori UetaniMakoto Hanabata
    • G03C1/72C08G8/00C08G8/08G03F7/023C08G8/04
    • C08G8/00C08G8/08G03F7/0236
    • A novolak resin for a positive photoresist is provided herein, which resin is produced by the addition condensation reaction of a phenol with formaldehyde. This novolak resin has improved heat resistant and sensitivity properties and the thickness retention of the novolak resins are very high. The novolak resins are characterized in that the area ratio of the gel permeation chromatographic pattern (GPC) as measured by the use of a UV(254 nm) detector, is as follows: a range wherein the molecular weight, calculated as polystyrene, is from 150 to less than 500, not including a phenol and the unreacted monomer, is from 8 to 35%, hereinafter referred to as an A region, the range wherein the molecular weight calculated as polystyrene is from 500 to less than 5000 is from 0 to 30%, hereinafter referred to as a B region, and the range wherein the molecular weight calculated as polystyrene exceeds 5000 is from 35 to 92%, hereinafter referred to as the C region, and wherein the ratio of the B region to the A region is 2.50 or less.
    • 本文提供了一种用于正性光致抗蚀剂的酚醛清漆树脂,该树脂通过苯酚与甲醛的加成缩合反应制备。 该酚醛清漆树脂具有改善的耐热性和灵敏度性能,并且酚醛清漆树脂的厚度保持率非常高。 酚醛清漆树脂的特征在于通过使用UV(254nm)检测器测量的凝胶渗透色谱图(GPC)的面积比如下:其中以聚苯乙烯计算的分子量来自 150〜小于500,不包括苯酚和未反应单体,为8〜35%,以下称为A区,其中以聚苯乙烯计算的分子量为500〜5000以下的范围为0〜 30%,以下称为B区,其中以聚苯乙烯计算的分子量超过5000的范围为35〜92%,以下称为C区,其中B区与A区的比例 是2.50以下。
    • 8. 发明授权
    • Radiation-sensitive positive resist composition
    • 辐射敏感正光刻胶组合物
    • US5456996A
    • 1995-10-10
    • US224563
    • 1994-04-07
    • Haruyoshi OzakiFumio OiYasunori UetaniMakoto HanabataTakeshi Hioki
    • Haruyoshi OzakiFumio OiYasunori UetaniMakoto HanabataTakeshi Hioki
    • G03F7/022G03F7/023
    • G03F7/0236G03F7/0226
    • A positive resist composition which comprises, in admixture, a photosensitive 1,2-quinone diazide compound, an alkali-soluble resin to bind ingredients and polyphenol compound to control a dissolution rate in a developer having a molecular weight of not more than 550 and represented by the general formula: ##STR1## wherein a, b, c, d, e, and f are the same or different and a number of 0-3, provided that d+f is not less than 1, and provided that if b, d and f are 1, then at least one of a, c, and e is not 0; R.sub.1, R.sub.2 and R.sub.3 are the same or different and a C.sub.1 -C.sub.18 alkyl group, a C.sub.1 -C.sub.18 alkoxy group, a carboxyl group or a halogen atom; R.sub.4 is a hydrogen atom, a C.sub.1 -C.sub.18 alkyl group or aryl group, wherein an amount of said 1,2-quinone diazide compound is from 5 to 100% by weight and an amount of said polyphenol compound is from 4 to 40% by weight based on the total weight of said alkali-soluble resin, wherein the resist composition is sensitive to radiation and has good balance of sensitivity, resolving power and heat resistance.
    • 一种正性抗蚀剂组合物,其包含光敏1,2-醌二叠氮化合物,碱溶性树脂以结合成分和多酚化合物以控制分子量不大于550的显影剂中的溶解速率,并表示为 其通式如下:其中a,b,c,d,e和f相同或不同,数为0-3,条件是d + f不小于1,条件是如果b ,d和f为1,则a,c和e中的至少一个不为0; R1,R2和R3相同或不同,C1-C18烷基,C1-C18烷氧基,羧基或卤原子; R4是氢原子,C1-C18烷基或芳基,其中所述1,2-醌二叠氮化合物的量为5〜100重量%,所述多酚化合物的量为4〜40体积% 基于所述碱溶性树脂的总重量,其中抗蚀剂组合物对辐射敏感,并且具有良好的灵敏度平衡,分辨能力和耐热性。
    • 9. 发明授权
    • Positive type high gamma-value photoresist composition with novolak
resin possessing
    • 具有酚醛清漆树脂的正型高γ值光刻胶组合物
    • US4863829A
    • 1989-09-05
    • US175658
    • 1988-03-29
    • Akihiro FurutaMakoto HanabataSeimei YasuiOsamu HiroakiNaoyoshi Jinno
    • Akihiro FurutaMakoto HanabataSeimei YasuiOsamu HiroakiNaoyoshi Jinno
    • G03F7/023
    • G03F7/0236
    • A positive type photoresist composition comprising a novolak resin and O-quinone diazide compound, the novolak resin being one which is obtained by the addition condensation reaction of a phenol and formaldehyde which is performed in one stage by using as a catalyst an organic acid salt of a divalent metal which is more electropositive than hydrogen, or in two stages by using an acid catalyst in the subsequent stage, the phenol being at least one compound represented by the formula ##STR1## wherein R is hydrogen or an alkyl group of carbon number 1 to 4, the compound being such that the average carbon number in the substituent per one phenol nucelus is 0.5 to 1.5 and the ones with the substituent at the ortho- or para-position with respect to the hydroxyl group account for less than 50 mol %, is disclosed. The positive type photoresist composition of the invention has an improved resolving power, i.e., .gamma.-value.
    • 一种正型光致抗蚀剂组合物,其包含酚醛清漆树脂和O-醌二叠氮化合物,所述酚醛清漆树脂是通过苯酚和甲醛的加成缩合反应得到的酚醛清漆树脂,其通过使用作为催化剂在一个阶段中进行的一个阶段中进行的有机酸盐 二价金属,其比氢更正电,或者在后续阶段通过使用酸催化剂分两个阶段,所述酚是至少一种由下式表示的化合物:其中R是氢或碳数为1的烷基 至4,该化合物使得每一个酚醛树脂的取代基中的平均碳数为0.5至1.5,相对于羟基在邻位或对位取代基的平均碳数小于50mol% ,被披露。 本发明的正型光致抗蚀剂组合物具有改进的分辨能力,即γ值。
    • 10. 发明授权
    • Process for producing an aromatic polyester composition
    • 芳族聚酯组合物的制造方法
    • US4414365A
    • 1983-11-08
    • US356241
    • 1982-03-08
    • Hiroaki SugimotoMakoto Hanabata
    • Hiroaki SugimotoMakoto Hanabata
    • C08G63/60C08L67/00
    • C08G63/605C08L67/00
    • A process for producing an aromatic polyester composition, which is characterized in that in producing an aromatic polyester represented by the general formula A, ##STR1## (wherein X is an alkylene group having 1 to 4 carbon atoms, --O--, --SO.sub.2 --, --S--, or --CO--; m and n are each 0 or 1; the ratio of d to e is in the range of from 1:1 to 10:1; the ratio of e to f is in the range of from 9:10 to 10:9; and the substituents attached to the benzene ring are in para or meta position to one another), the polymerization is carried out by the method of bulk polymerization, using substantially no solvent, and in the presence of at least one polymer selected from the group consisting of polyalkylene terephthalates, polyphenylene sulfides, aromatic polysulfones, and aromatic polyesters represented by the general formula B, ##STR2## wherein (p+q) is in the range of from 10 to 100 and p/(p+q).gtoreq.0.8.
    • 一种芳族聚酯组合物的制备方法,其特征在于在制备由通式A表示的芳族聚酯,其中X为具有1至4个碳原子的亚烷基,-O-,-SO 2 - , - S-或-CO-; m和n各自为0或1; d与e的比例在1:1至10:1的范围内; e与f的比例在 为9:10至10:9;并且与苯环相连的取代基彼此处于对位或间位),聚合通过本体聚合法,基本上不使用溶剂进行,并且在存在下 的至少一种选自聚对苯二甲酸亚烷基酯,聚苯硫醚,芳族聚砜和由通式B表示的芳族聚酯的聚合物,其中(p + q)在10至100的范围内,和 p /(p + q)> / = 0.8。