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    • 1. 发明授权
    • Carbazolyl diacetylenic polymers
    • 卡必齐二炔炔聚合物
    • US4208501A
    • 1980-06-17
    • US929062
    • 1978-07-28
    • Kwok C. YeeRonald R. ChanceRay H. Baughman
    • Kwok C. YeeRonald R. ChanceRay H. Baughman
    • C07C29/62C07D209/86C07D209/88C08F38/00G03G5/07C08F126/06
    • G03G5/07C07C29/62C07D209/86C07D209/88C08F38/00
    • Novel carbazolyl diacetylenic monomers and polymers are provided. The monomers have the structure ##STR1## where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH.sub.3, --OH, --OCONHR' and ##STR2## where R' is an alkyl, aryl or ester derivative and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO. The monomers are conveniently prepared by oxidative coupling of terminated carbazolyl acetylenes, by cross coupling of bromoacetylenes with terminal acetylenes, or by substitution reaction of alkali carbazolides with the appropriate diacetylenes. The polymers are prepared by 1,4-addition reaction of the corresponding monomers in the solid state. The polymers are particularly useful as photoconductors and as non-linear optical materials. The monomers are useful as high energy radiation dosage indicators.
    • 提供了新的咔唑基二炔单体和聚合物。 单体具有结构,其中“m”和“n”为0至10的整数,X和Y独立地选自-H,-Cl,-Br和-NO,R为 选自-CH 3,-OH,-OCONHR'和的成员,其中R'是烷基,芳基或酯衍生物,X'和Y'独立地选自-H,-Cl ,-Br和-NO。 通过溴代乙炔与末端炔类的交联,或通过碱性咔唑与适当的二乙炔的取代反应,可以方便地制备端基咔唑乙炔的氧化偶合。 聚合物通过固体状态的相应单体的1,4-加成反应制备。 聚合物特别用作光电导体和非线性光学材料。 单体可用作高能辐射剂量指示剂。
    • 5. 发明授权
    • Crystalline diacetylene polymers
    • 结晶二乙炔聚合物
    • US4220747A
    • 1980-09-02
    • US700626
    • 1976-06-28
    • Anthony F. PreziosiKwok C. YeeRay H. Baughman
    • Anthony F. PreziosiKwok C. YeeRay H. Baughman
    • C08F38/00
    • C08F38/00
    • Liquid phase processable crystalline diacetylene polymers are obtained by the solid state reaction of monomers having the formulaR.sub.1 --C.tbd.C--C.tbd.C--R.sub.2where R.sub.1 and R.sub.2 are independently selected from the group consisting of(a) CH.sub.3 (CH.sub.2).sub.m --(b) HO(CH.sub.2).sub.n -- and(c) R.sub.3 NHOCO(CH.sub.2).sub.p --where "m" is an integer of from 0 to 15, "n" is an integer of from 1 to 15, "p" is an integer of from 1 to 15, and R.sub.3 is a member selected from the group consisting of(i) C.sub.6 H.sub.5 (CH.sub.2).sub.r --(ii) CH.sub.3 (CH.sub.2).sub.r -- and(iii) C.sub.10 H.sub.7 (CH.sub.2).sub.r --where "r" is an integer of from 0 to 11; with the proviso that where R.sub.1 and R.sub.2 are the same and are either (b) or (c), neither "n" nor "p" equals 1; and with the further proviso that where R.sub.1 and R.sub.2 are different and are either (b) or (c), the sum of "n" plus "p" is greater than 2.Polymerization proceeds by 1,4-addition reaction at each diacetylene group to produce a crystalline diacetylene polymer having the structure ##STR1## or the alternate head-to-head structure: where R.sub.1 and R.sub.2 are as defined above. The structure of such polymers is characterized by Raman intense .nu..sub.C.dbd.C and .nu.C.tbd.C vibrations at, respectively 1450 to 1540 cm.sup.-1 and 2060 to 2140 cm.sup.-1, which replace the Raman intense .nu..sub.C.tbd.C vibration at approximately 2260 cm.sup.-1 in the monomer. The polymers are further characterized by intense optical dichroism, which is indicative of a high degree of chain alignment, and by high thermal dimensional stability. They are useful as photoconductive materials, pigments, high strength materials, and optical polarizers.
    • 液相可加工的结晶二乙炔聚合物通过具有式R1-C 3BOND CC 3BOND C-R2的单体的固态反应获得,其中R 1和R 2独立地选自(a)CH 3(CH 2)m - (b )HO(CH 2)n - 和(c)R 3 NHCOO(CH 2)p - ,其中“m”为0至15的整数,“n”为1至15的整数,“p” 1至15,并且R 3是选自(i)C 6 H 5(CH 2)r - (ii)CH 3(CH 2)r - 和(iii)C 10 H 7(CH 2)r - 的其中的“ 从0到11; 条件是其中R1和R2相同且为(b)或(c),“n”和“p”均不为1; 并且进一步的条件是当R 1和R 2不同且为(b)或(c))时,“n”加“p”的总和大于2.聚合在每个二乙炔处进行1,4-加成反应 以产生具有结构“IMAGE”或替代头对头结构的结晶二乙炔聚合物:其中R 1和R 2如上所定义。 这种聚合物的结构的特征在于分别为1450至1540cm -1和2060至2140cm -1的拉曼强烈nu C = C和nu C 3BOND C振动,其在大约2260℃时代替拉曼强烈的nu C 3BOND C振动 cm-1。 聚合物的进一步特征在于强光学二色性,其表现出高度的链对齐性和高的热尺寸稳定性。 它们可用作感光材料,颜料,高强度材料和光学偏振器。
    • 6. 发明授权
    • Carbazolyl diacetylenic compounds
    • 咔唑二乙炔化合物
    • US4125534A
    • 1978-11-14
    • US772190
    • 1977-02-25
    • Kwok C. Yee
    • Kwok C. Yee
    • C07C29/62C07D209/86C07D209/88C08F38/00G03F7/025
    • C07C29/62C07D209/86C07D209/88C08F38/00G03F7/025
    • Novel carbazolyl diacetylenic monomers and polymers are provided. The monomers have the structure ##STR1## where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH.sub.3, --OH, --OCONHR' and ##STR2## where R' is an alkyl, aryl or ester derivative and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO. The monomers are conveniently prepared by oxidative coupling of terminated carbazolyl acetylenes, by cross coupling of bromoacetylenes with terminal acetylenes, or by substitution reaction of alkali carbazolides with the appropriate diacetylenes. The polymers are prepared by 1,4-addition reaction of the corresponding monomers in the solid state. The polymers are particularly useful as photoconductors and as non-linear optical materials. The monomers are useful as high energy radiation dosage indicators.
    • 提供了新的咔唑基二炔单体和聚合物。 单体具有结构,其中“m”和“n”为0至10的整数,X和Y独立地选自-H,-Cl,-Br和-NO,R为 选自-CH 3,-OH,-OCONHR'和的成员,其中R'是烷基,芳基或酯衍生物,X'和Y'独立地选自-H,-Cl ,-Br和-NO。 通过溴代乙炔与末端炔类的交联,或通过碱性咔唑与适当的二乙炔的取代反应,可以方便地制备端基咔唑乙炔的氧化偶合。 聚合物通过固体状态的相应单体的1,4-加成反应制备。 聚合物特别用作光电导体和非线性光学材料。 单体可用作高能辐射剂量指示剂。
    • 7. 发明授权
    • Fluorinated benzenesulfonate diacetylenes
    • 氟化苯磺酸二乙炔
    • US4278561A
    • 1981-07-14
    • US942089
    • 1978-09-13
    • Kwok C. Yee
    • Kwok C. Yee
    • G01K3/02C07C309/73C08F138/00G01K17/00G01N31/22G01N33/02C09K3/00
    • G01N31/229C07C309/73C08F138/00G01N33/02
    • New fluorinated benzenesulfonate diacetylene compositions are described which are useful in time-temperature devices for monitoring the shelf-lives of perishable articles. The compositions are solid-state polymerizable by thermal annealing or exposure to actinic or high energy ionizing radiation. Some of the compositions, in addition, exhibit relatively longer polymerization induction periods, compared to other known diacetylene compositions, and an "autocatalytic" effect upon polymerization during which a rapid color change occurs. These characteristics are extremely useful in monitoring situations which require a striking color change as an indication that a particular time-temperature history profile, e.g. shelf-life, has expired.
    • 描述了新的氟化苯磺酸盐联乙炔组合物,其可用于监测易腐物品的保质期的时间 ​​- 温度装置。 组合物是通过热退火或暴露于光化或高能电离辐射的固态可聚合的。 此外,与其它已知的乙炔组合物相比,一些组合物显示相对更长的聚合诱导期,以及在聚合过程中发生快速变色的“自催化”效应。 这些特征对于需要醒目的颜色变化的监测情况非常有用,作为指示特定的时间 - 温度历史概况,例如, 保质期已过期。
    • 8. 发明授权
    • Diacetylene time-temperature indicators
    • 乙炔时间温度指标
    • US4228126A
    • 1980-10-14
    • US854933
    • 1977-11-25
    • Gordhanbhai N. PatelKwok C. Yee
    • Gordhanbhai N. PatelKwok C. Yee
    • G01K3/04G01T1/04G01N21/06
    • G01K3/04G01T1/04
    • An improved recording device is described, useful for measuring the integrated time-temperature or integrated radiation-dosage history of an article, comprising a substrate onto which an acetylenic compound, containing at least two conjugated C.tbd.C groups, in an inactive form, is deposited. The inactive form is capable of being converted by melt or solvent recrystallization to an active form, which undergoes 1,4-addition polymerization resulting in an irreversible, progressive color change. The color change produced at any given point in time represents an integrated time-temperature history of thermal annealing or integrated radiation-dosage history of exposure to actinic radiation to which an article has been exposed.Also described is a process for producing an inactive form of the acetylenic compound. A film and a fiber, made from the inactive form of an acetylenic compound are also described.
    • 描述了一种改进的记录装置,用于测量制品的综合时间温度或综合放射剂量历史,其包含基底,其中含有至少两个共轭的C 3 O C基团的炔属化合物为非活性形式,其为 存放 无活性形式能够通过熔体或溶剂重结晶转化为活性形式,其进行1,4-加成聚合,导致不可逆的逐渐变色。 在任何给定时间点产生的颜色变化表示热退火或暴露于物品曝光的光化辐射的综合辐射剂量历史的综合时间 - 温度历史。 还描述了制备炔属化合物的无活性形式的方法。 还描述了由惰性形式的炔属化合物制成的膜和纤维。