CN111108169B - 单组分型粘合剂和燃料电池隔离物 - Google Patents
单组分型粘合剂和燃料电池隔离物 Download PDFInfo
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- CN111108169B CN111108169B CN201880051356.4A CN201880051356A CN111108169B CN 111108169 B CN111108169 B CN 111108169B CN 201880051356 A CN201880051356 A CN 201880051356A CN 111108169 B CN111108169 B CN 111108169B
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/24—Di-epoxy compounds carbocyclic
- C08G59/245—Di-epoxy compounds carbocyclic aromatic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
- B29C65/4805—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding characterised by the type of adhesives
- B29C65/483—Reactive adhesives, e.g. chemically curing adhesives
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
- B29C65/4805—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding characterised by the type of adhesives
- B29C65/483—Reactive adhesives, e.g. chemically curing adhesives
- B29C65/4835—Heat curing adhesives
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
- B29C65/4865—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding containing additives
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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Abstract
提供单组分型粘合剂,其是包含(A)环氧树脂、(B)固化剂、(C)固化促进剂、(D)无机填料和(E)聚碳二亚胺化合物的单组分型粘合剂,(B)固化剂包含至少一种胺系固化剂,(C)固化促进剂包含至少一种胶囊型固化促进剂,(D)无机填料包含至少一种鳞片状无机填料,并且,相对于100质量份的(A)环氧树脂,(D)无机填料的含量为10~200质量份。
Description
技术领域
本发明涉及单组分型粘合剂和燃料电池隔离物。
背景技术
多家公司正在开发燃料电池作为下一代清洁能源。通过层叠(堆叠)数十枚~数百枚称为单体电池的发电单元来构成燃料电池。通常,用于冷却系统的冷却介质被供应在堆叠的单体电池与单体电池之间。
单体电池通过在仅氢离子可以通过的高分子电解质膜的两侧分别配置有正极和负极的膜电极接合体(MEA)、和进而在其外侧配置隔离物而构成。分别向MEA的两侧供应氢气和氧气,并且已经通过高分子电解质膜的氢离子和氧气反应以发电并生成水。
在MEA的外周部布置O形圈或橡胶制密封材料等,以使氢气和氧气不会向系统外泄漏,从而防止氧气和氢气向系统外泄漏。此时,O形圈或橡胶制密封材料有时无法充分防止气体流出,另外,由于在堆叠时需要精度良好地重叠,因此有时通过将夹持有MEA的隔离物之间、或者MEA和隔离物粘合而使其一体化。另外,由于在单体电池之间的堆叠中需要精度良好地重叠,因此为了提高组装性、减少工序数,有时将电池堆之间彼此粘合。由于用于它们粘合的粘合剂在燃料电池发电中暴露于高温高湿条件下,因此希求高温耐久性,耐湿热性和耐热水性。
另外,为了提高生产率,希望如下:粘合剂在短时间固化以表现出粘合性能,或者,当通过丝网印刷法涂布粘合剂时,粘合剂不残留于丝网板的孔,并且在印刷时粘合剂被干净地转印于作为被粘物的隔离物,并且转印的粘合剂不容易失去形状等特性,同时,还希望如下:将涂布有粘合剂的隔离物贴合、加热固化时,在除粘合剂涂布部位以外,粘合剂成分不会渗出和污染,并且,促进腐蚀并缩短燃料电池寿命的杂质(离子等)的含量低。然而,现状是:尚且没有满足上述特性的粘合剂作为隔离物用粘合剂。
现有技术文件
专利文献
专利文献1:JP 2012-199204号公报
发明内容
发明要解决的问题
鉴于上述情况完成了本发明,本发明的目的是提供兼具优异的生产率和高可靠性的粘合剂,特别是适用于粘合燃料电池隔离物的粘合剂。
用于解决问题的手段
为了解决上述问题,本发明人反复进行了深入研究,结果发现,单组分型粘合剂的丝网印刷等印刷性能和快速固化性能优异、并且耐湿热性优异,从而完成了本发明,所述单组分型粘合剂包含:作为主剂的环氧树脂、包含胺系固化剂的固化剂、包含胶囊型固化促进剂的固化促进剂、鳞片状无机填料和聚碳二亚胺化合物。
即,本发明提供以下的单组分型粘合剂和燃料电池隔离物。
1.单组分型粘合剂,其包含(A)环氧树脂、(B)固化剂、(C)固化促进剂、(D)无机填料和(E)聚碳二亚胺化合物,
(B)固化剂包含至少一种胺系固化剂,(C)固化促进剂包含至少一种胶囊型固化促进剂,(D)无机填料包含至少一种鳞片状无机填料,并且,相对于100质量份的(A)环氧树脂,(D)无机填料的含量为10~200质量份。
2.根据1所述的单组分型粘合剂,其中,(A)环氧树脂在10℃下为液体。
3.根据1或2所述的单组分型粘合剂,其中,在(D)无机填料中包含5~100质量%的所述鳞片状无机填料。
4.根据1~3的任一项所述的单组分型粘合剂,其中,(D)无机填料是选自滑石、二氧化硅、云母和石墨中的至少一种。
5.根据1~4的任一项所述的单组分型粘合剂,其中,所述胺系固化剂是双氰胺或二氨基二苯基甲烷。
6.根据1~5的任一项所述的单组分型粘合剂,其中,所述胶囊型固化促进剂是胶囊型咪唑。
7.根据1~6的任一项所述的单组分型粘合剂,其中,(C)固化促进剂包含胶囊型固化促进剂和咪唑化合物。
8.根据1~7的任一项所述的单组分型粘合剂,其还包含(F)偶联剂。
9.根据8所述的单组分型粘合剂,其中,(F)偶联剂是硅烷偶联剂。
10.用于燃料电池隔离物的粘合剂,其包含根据1~9的任一项所述的单组分型粘合剂。
11.燃料电池隔离物,其为使用根据10所述的用于燃料电池隔离物的粘合剂将多个燃料电池隔离物粘合而成的燃料电池隔离物。
12.燃料电池隔离物-膜电极接合体一体物,其通过使用根据10所述的用于燃料电池隔离物的粘合剂将燃料电池隔离物和膜电极接合体粘合而成。
13.燃料电池的单体电池,其通过使用根据10所述的用于燃料电池隔离物的粘合剂将燃料电池隔离物粘合到膜电极接合体的两侧而成。
14.燃料电池的单体电池,其为使用根据10所述的用于燃料电池隔离物的粘合剂而得到的燃料电池的单体电池。
15.燃料电池,其具备根据11所述的燃料电池隔离物。
16.燃料电池,其具备根据12所述的燃料电池隔离物-膜电极接合体一体物。
17.燃料电池,其具备根据13或14所述的燃料电池的单体电池。
18.燃料电池隔离物的制造方法,包括:将根据10所述的用于燃料电池隔离物的粘合剂涂布于燃料电池隔离物的部分;以及将另外的燃料电池隔离物粘合于所述燃料电池隔离物。
19.燃料电池隔离物-膜电极接合体一体物的制造方法,包括:用根据10所述的用于燃料电池隔离物的粘合剂涂布于燃料电池隔离物的部分的工序,和将膜电极接合体粘合的工序。
20.根据18或19所述的燃料电池隔离物的制造方法,其中,所述粘合剂的涂布方法为丝网印刷法。
21.燃料电池的单体电池的制造方法,包括使用根据10所述的用于燃料电池隔离物的粘合剂将燃料电池隔离物和膜电极接合体粘合的工序。
本发明的效果
本发明的单组分型粘合剂的生产率(特别是丝网印刷性和快速固化)优异,可靠性高,特别适合用于燃料电池隔离物的粘合。
具体实施方式
[单组分型粘合剂]
本发明的单组分型粘合剂包含:(A)环氧树脂、(B)固化剂、(C)包含胶囊型固化促进剂的固化促进剂、(D)包含鳞片状无机填料的无机填料和(E)聚碳二亚胺化合物。
[(A)环氧树脂]
作为成分(A)的环氧树脂,可以使用粘合剂领域中通常使用的环氧树脂。作为上述环氧树脂,例如,可举出双酚A型环氧树脂,双酚F型环氧树脂,双酚S型环氧树脂,苯酚酚醛清漆环氧树脂,缩水甘油基胺型环氧树脂,甲酚酚醛清漆型环氧树脂,联苯型环氧树脂和萘型环氧树脂,脂肪族环氧树脂,脂环族环氧树脂,杂环环氧树脂,含螺环的环氧树脂,卤化环氧树脂等。其中,优选双酚A型环氧树脂和双酚F型环氧树脂。
另外,从丝网印刷等的涂布性的观点出发,(A)环氧树脂优选在10℃下为液态。此处,“液态”是指具有流动性,并且认为其中也包括糊状。具有结晶性的环氧树脂中,具有在室温下放置长时间时固化的环氧树脂,但是一旦将这样的环氧树脂加热成为液态后冷却,在10℃下为液态的话,则能够使用。
(A)环氧树脂可以1种单独使用,也可以2种以上组合使用。将2种以上环氧树脂并用的情形下,至少1种在10℃下为液态、且混合物在10℃下为液态的话,则能够使用。另外,例如在加热下将液态的环氧树脂和固体的环氧树脂混合,并且将其控制在10℃而形成的物质只要为液态的话即可使用。
作为环氧树脂(A),为了提高耐热性,可以使用三官能以上的环氧树脂。作为这样的环氧树脂,可举出YH434L(由新日铁住金化学(株)制造)等。
[(B)固化剂]
作为(B)成分的固化剂,作为环氧树脂的固化剂,只要是通常使用的固化剂就能够使用,但是其包含至少一种胺系固化剂。作为可以与胺系固化剂并用的其他固化剂,可举出酸酐系固化剂,酚系固化剂,路易斯酸系固化剂和多硫醇系固化剂。
作为胺系固化剂,可举出,例如二亚乙基三胺、三亚乙基四胺和间苯二甲胺等脂肪族多胺,二氨基二苯甲烷、间苯二胺和二氨基二苯砜等芳族多胺,二乙基氨基丙胺和2,4,6-三(二氨基甲基)苯酚等叔胺化合物,双氰胺、有机酸二酰肼、胺加合物和聚酰胺等多胺化合物。作为上述胺系固化剂,从潜伏性(作为单组分型粘合剂的存储稳定性),高粘合性以及快速固化导致生产率提高的观点出发,优选双氰胺,二氨基二苯基甲烷等。
作为酸酐系固化剂,可举出例如六氢邻苯二甲酸酐和甲基四氢邻苯二甲酸酐等脂环族酸酐(液态酸酐),偏苯三酸酐,均苯四酸酐和二苯甲酮四羧酸等芳香族酸酐等。作为酚系固化剂,可举出酚醛树脂等。作为路易斯酸系固化剂,可举出三氟化硼等路易斯酸。作为多硫醇系固化剂,可举出硫酯和硫醚等多硫化物。
(B)固化剂可以1种单独使用,也可以2种以上组合使用。将胺系固化剂与其他固化剂并用的情形下,优选(B)固化剂中包含50质量%以上的胺系固化剂。
(B)固化剂可以为胶囊型固化剂。胶囊型固化剂是通过将上述固化剂用聚氨酯树脂等的壳被覆进行微胶囊化而得到的固化剂。可以使用市售产品作为胶囊型固化剂。
(B)固化剂的含量在本发明的粘合剂中相对于环氧树脂(A)中的环氧基,优选成为0.5~1.2当量的量,更优选成为0.7~1.1当量的量。具体地,虽然具有其取决于环氧树脂的环氧当量的方面,但通常(B)固化剂的含量相对于100质量份环氧树脂(A)优选3~50质量份左右,更优选约5~30质量份左右。如果(B)固化剂的含量在上述范围,则可以充分获得作为本发明的粘合剂的必要特性。
[(C)固化促进剂]
(C)成分的固化促进剂包含至少一种胶囊型固化促进剂。胶囊型固化促进剂是通过将固化促进剂用聚氨酯树脂等的壳被覆并进行微囊化而得到的固化促进剂。通过使其分散在(A)环氧树脂中以形成母料,可以获得兼具高存储稳定性和从低温开始的快速固化性的单组分型粘合剂。在本发明中,从提高生产率,即缩短粘合剂的固化时间的观点出发,使用胶囊型固化促进剂。
作为胶囊型固化促进剂,可举出将咪唑化合物或叔胺及其盐的胺系固化促进剂和三苯基膦等磷系固化促进剂胶囊化而成的固化促进剂。它们的具体例将在后面描述。
作为这样的胶囊型固化促进剂,可以使用市售品,其具体例,可举出NOVACURE(注册商标)HX3721,HX3722,HX3748,HX3741,HX3921HP(旭化成公司制造)等。它们可以1种单独使用,也可以2种以上组合使用。
胶囊型固化促进剂的含量相对于100质量份环氧树脂(A),优选1~40质量份,更优选5~20质量份。如果胶囊型固化促进剂的含量在上述范围,则可以实现防止洇渗引起的污染和快速固化。
除了上述胶囊型固化促进剂以外,(C)固化促进剂还可包含其他固化促进剂。作为其他固化促进剂,可举出作为上述的咪唑化合物或叔胺及其盐等胺系固化促进剂,磷系固化促进剂等、并且未被胶囊化的固化促进剂。
作为上述咪唑化合物,可举出2-甲基咪唑,2-十一烷基咪唑,2-庚基咪唑,1,2-二甲基咪唑,2-乙基-4-甲基咪唑,2-苯基咪唑和2-苯基-4-甲基咪唑,1-苄基-2-甲基咪唑,1-苄基-2-苯基咪唑,1-氰基乙基-2-甲基咪唑,1-氰基乙基-2-十一烷基咪唑,1-氰基乙基-2-乙基-4-甲基咪唑,1-氰基乙基-2-苯基咪唑,偏苯三酸1-氰基乙基-2-十一烷基咪唑鎓,偏苯三酸1-氰基乙基-2-苯基咪唑鎓,2,4-二氨基-6-[2'-甲基咪唑基-(1')]-乙基-s-三嗪,2,4-二氨基-6-[2'-十一烷基咪唑基-(1')]-乙基-s-三嗪,2,4-二氨基-6-[2'-乙基-4'-甲基咪唑基-(1')]-乙基-s-三嗪,2,4-二氨基-6-[2'-甲基咪唑基-(1')]-乙基-s-三嗪异氰脲酸加合物,2-苯基咪唑基异氰脲-a]苯并咪唑,1-十二烷基-2-甲基-3-苄基-1H-咪唑-3-鎓氯化物,2-苯基-4,5-二羟基甲基咪唑,2-苯基-4-甲基-5-羟基甲基咪唑,2,3-二氢-1H-吡咯并[1,2-a]苯并咪唑,2-甲基咪唑啉,2-苯基咪唑啉等。另外,作为上述咪唑化合物,也可以使用上述咪唑化合物与环氧树脂的加成物。
作为其他固化促进剂,从作为粘合剂的储存稳定性与作为固化促进剂的能力之间的平衡出发,其中,优选2,4-二氨基-6-[2'-甲基咪唑基-(1')]-乙基-s-三嗪(Cureazole(注册商标)2MZ-A:四国化成工业(株)制造)。
并用上述其他固化促进剂的情形下,其使用量相对于环氧树脂100质量份优选0.1~10质量份,更优选0.5~5质量份。如果其他固化促进剂的用量在上述范围,则能够实现防止洇渗导致的污染和快速固化。
另外,将胶囊型固化促进剂与其他固化促进剂并用的情形下,优选在固化促进剂(C)中包含50~99质量%的上述胶囊型固化促进剂。
[(D)无机填料]
(D)成分的无机填料赋予粘合剂适当的粘度和触变性,从而改善了涂布性、特别是丝网印刷特性的同时,改善了粘合剂的机械强度。
从使丝网印刷性改善的观点出发,(D)无机填料包含至少一种鳞状无机填料。如果使用鳞片状无机填料,则具有如下效果:对粘合剂赋予适当的触变性的同时,在丝网印刷粘合剂时,丝网孔中无粘合剂残留,并且涂布(印刷)于被粘物的粘合剂失去形状被抑制。
在上述鳞片状无机填充物中,鳞片状的程度可以长径比表示。长径比是由“平均粒径/颗粒厚度”表示的颗粒的形状指标之一,并且由流动式颗粒图像分析装置等测定。上述鳞状无机填料的长径比优选5~200,进一步优选10~100,更优选为20~60。
上述平均鳞片状无机填料的平均粒径优选0.1~100μm,进一步优选1~50μm,更优选2~15μm。如果平均粒径在上述范围,则丝网印刷特性良好。再者,在本发明中,平均粒径是指在使用激光衍射式粒径分布计的粒径分布测定中的中值粒径(d50)的值。
作为上述鳞片状填料的材料,可举出滑石,二氧化硅(气相二氧化硅,沉淀二氧化硅,结晶二氧化硅,熔融二氧化硅,白云石,硅酸酐,含水硅酸等),云母,石墨(人造和天然石墨),重质碳酸钙,轻质碳酸钙,胶体碳酸钙,碳酸镁,粘土,高岭土,氢氧化铝,氧化铝,硫酸钡,白炭黑,E玻璃微粉末,氧化钛,氧化锆,氮化硅,钛酸钡,碳酸钡硅藻土、炭黑等。其中,优选滑石,二氧化硅,云母和石墨(人造石墨和天然石墨),特别优选云母。这些可使用市售品。例如,作为云母,可举出Micro Mica MK-100,MK-200和MK-300(由片仓CO-OP AGRI(株)制)等。作为二氧化硅,可举出i-Naflecs(注册商标)(由日本板硝子(株)制造)和Sun Lovely(注册商标)(由AGC Si-Tech Co.,Ltd.制造)等。作为石墨,可举出CNP-7和CNP-15(由ItoGraphite Co.,Ltd.制造),BF-7A,BF-8D,BF-10D,BF-10A(由新越化成(株)制造)等。
另外,(D)无机填料可以包含非鳞片状的无机填料。此时,非鳞片状无机填料的形状如果不是鳞片状则没有特别限定,例如可以举出块状,球状,针状,不规则状等。另外,作为非鳞片状无机填料的材料,可举出与与上述鳞片状填料的材料相同的材料。
只要不损害本发明的效果,对上述非鳞片状无机填料的平均粒径就没有特别限定,但优选为与上述鳞片状无机填料的平均粒径相同的范围。
优选在无机填料(D)中包含5~100质量%的鳞片状无机填料。
(D)无机填料的含量相对于100质量份环氧树脂(A)为10~200质量份。(D)无机填料的含量小于10质量份的情形下,则粘合剂不具有充分的触变性,因此在丝网印刷时粘合剂残留在丝网的孔中或被印刷在被粘物的粘合剂在与另一被粘物贴合之前流动,结果,除了原本涂布部位以外的部分有时被流动的粘合剂污染。另一方面,如果含量超过200质量份,则粘合剂的粘度变得太高,可操作性或加工性/涂布性变差。(D)无机填料的含量优选30~150质量份。
不使用碳颗粒(石墨或炭黑)作为(D)无机填料的情形下,本发明的粘合剂显示明亮的颜色,因此被涂布于由碳颗粒和粘合剂树脂形成的黑色隔离物时,具有可以容易地目视观察粘合剂的涂布状态的优点。
[(E)聚碳二亚胺化合物]
(E)成分的聚碳二亚胺化合物是具有碳二亚胺基(-N=C=N-)的化合物,具有使本发明的粘合剂的耐湿热性改善的效果。聚碳二亚胺化合物可以例如通过在合适的催化剂存在下加热有机多异氰酸酯并进行脱羧反应来制备。
作为(E)聚碳二亚胺化合物的合成原料的有机多异氰酸酯,可举出芳族多异氰酸酯,脂族多异氰酸酯和脂环族多异氰酸酯。具体地,1,5-萘二异氰酸酯,4,4′-二苯基甲烷二异氰酸酯,4,4′-二苯基二甲基甲烷二异氰酸酯,1,3-苯二异氰酸酯,1,4-苯二异氰酸酯,2,4-甲苯二异氰酸酯,2,6-甲苯二异氰酸酯,六亚甲基二异氰酸酯,环己烷-1,4-二异氰酸酯,苯二亚甲基二异氰酸酯,异佛尔酮二异氰酸酯,二环己基甲烷-4,4'-二异氰酸酯,甲基环己烷二异氰酸酯,四甲基二甲苯基二异氰酸酯,2,6-二异丙基苯基异氰酸酯,1,3,5-三异丙基戊烯-2,4-二异氰酸酯等。这些可以1种单独使用,也可以两种以上组合使用。
上述有机多异氰酸酯的脱羧反应在碳二亚胺化催化剂的存在下进行,作为该碳二亚胺化催化剂,例如,可以使用1-苯基-2-磷杂环戊烯-1-氧化物,3-甲基-1-苯基-2-磷杂环戊烯-1-氧化物,1-乙基-2-磷杂环戊烯-1-氧化物,3-甲基-2-磷杂环戊烯-1-氧化物和它们的3-磷杂环戊烯异构体等磷杂环戊烯氧化物等。其中,从反应性的观点出发,优选3-甲基-1-苯基-2-磷杂环戊烯-1-氧化物。
由上述有机多异氰酸酯得到的聚碳二亚胺化合物可以在其末端具有异氰酸酯基,也可以是使用与上述异氰酸酯基反应的化合物(封闭剂)控制到适当的聚合度而得到的化合物。
作为上述封闭剂,可举出异氰酸苯酯,异氰酸甲苯基酯,异氰酸二甲基苯基酯,异氰酸环己基酯,异氰酸丁酯和异氰酸萘基酯等单异氰酸酯。
另外,作为上述封闭剂,为脂肪族化合物,芳族化合物和脂环族化合物,例如可使用甲醇,乙醇,苯酚,环己醇,N-甲基乙醇胺,聚乙二醇单甲基醚和聚丙二醇单甲基醚等具有-OH基的化合物;二乙胺和二环己胺等具有=NH基的化合物;丁胺和环己胺等具有-NH2基的化合物;丙酸,苯甲酸和环己烷甲酸等具有-COOH基的化合物;乙基硫醇,烯丙基硫醇和硫酚等具有-SH基的化合物,以及具有环氧基等的化合物。
就(E)聚碳二亚胺化合物而言,其数均分子量(Mn)优选为500~8,000,更优选为1,000~5,000。如果Mn在上述范围,则优选聚碳二亚胺化合物,因为其湿耐热性和可操作性良好。再者,在本发明中,Mn是采用凝胶渗透色谱法(GPC)的聚苯乙烯换算的测定值。
(E)聚碳二亚胺化合物优选以本体状态(无溶剂状态)为液态。作为聚碳二亚胺化合物,可以使用市售品,作为其具体实例包括Carbodilite(注册商标)V-05和V-02B(由Nisshinbo Chemical Inc.制造)等。
(E)聚碳二亚胺化合物的含量相对于100质量份环氧树脂(A)优选0.5~10质量份,更优选2~5质量份。如果(E)聚碳二亚胺化合物的含量在上述范围内,则可以获得充分的耐湿热性。
[(F)偶联剂]
本发明的单组分型粘合剂除了组分(A)~(E)之外还可以包含偶联剂作为(F)成分。(F)偶联剂具有使无机填料对树脂的润湿性改善并提高粘合剂的粘合力的作用。作为上述偶联剂,可举出硅烷偶联剂、二氧化钛系偶联剂和铝螯合物等。
作为硅烷偶联剂,可使用γ-环氧丙氧基丙基三甲氧基硅烷,γ-环氧丙氧基丙基三乙氧基硅烷,β-(3,4-环氧环己基)乙基三甲氧基硅烷等环氧基硅烷;γ-氨基丙基三乙氧基硅烷,N-(β-氨基乙基)-γ-氨基丙基三甲氧基硅烷,N-(β-氨基乙基)-γ-氨基丙基甲基二甲氧基硅烷,γ-氨基丙基三甲氧基硅烷,γ-脲基丙基三乙氧基硅烷等氨基硅烷;3-巯基丙基三甲氧基硅烷等巯基硅烷,对苯乙烯基三甲氧基硅烷,乙烯基三氯硅烷,乙烯基三(β-甲氧基乙氧基)硅烷,乙烯基三甲氧基硅烷,乙烯基三乙氧基硅烷,γ-甲基丙烯酰氧基丙基三甲氧基硅烷等乙烯基硅烷,以及环氧基系,氨基系和乙烯基系的高分子型的硅烷等,特别优选环氧基硅烷,氨基硅烷和巯基硅烷。作为市售品,可举出KBM-403,KBE-903,KBM-802(由信越化学工业(株)制造),Z-6040,Z-6011和Z-6062(由道康宁东丽(株)制造)。
作为二氧化钛系偶联剂,可举出钛酸异丙基三异硬脂酰基酯,钛酸异丙基三(N-氨基乙基/氨基乙基)钛酸酯,钛酸二异丙基双(磷酸二辛酯),钛酸四异丙基双(亚磷酸二辛酯)和四辛基双(亚磷酸二(十三烷基)酯)钛酸酯,四(2,2-二烯丙氧基甲基-1-丁基)双(二(十三烷基))亚磷酰氧基钛酸酯,双(二辛基焦磷酸)氧乙酸钛酸酯(bis(dioctylpyrophosphate)oxyacetate titanate),双(二辛基焦磷酸酯)亚乙基钛酸酯等。。
作为铝螯合物化合物,是通过将铝醇盐的一部分或全部烷氧基团用乙酰乙酸烷基酯或乙酰丙酮等螯合剂取代而得到的化合物。作为其具体例,可举出二异丙基乙酰乙酸乙酯合铝,三(乙酰乙酸乙酯)合铝,三(乙酰丙酮)合铝和双乙酰乙酸乙酯单乙酰丙酮合铝等。
作为偶联剂的使用方法,可以通过湿法或干法等公知的方法预先进行无机填料的表面处理,在将其他有机或无机原料加入的情况下,也可以通过一起加入来使用。
相对于100质量份无机填料(D),(F)偶联剂的含量优选0.5~2质量份。如果在上述范围,则可以充分获得上述偶联剂的效果。
[其他成分]
在不损害本发明效果的范围内,本发明的单组分液态粘合剂可以根据需要含有着色剂(例如,炭黑,染料等),阻燃剂,离子捕获剂,消泡剂,流平剂等。此外,,也可以在不损害本发明效果的范围内使用其被称为即所谓的反应性稀释剂、在一个分子中具有一个环氧基的粘度低的环氧树脂。再者,本发明的单组分液态粘合剂可以包含用于粘度调整的溶剂,但是包含溶剂的情形下,则其有时在树脂固化时挥发并引起气体泄漏,因此优选为无溶剂类型。
[单组分型粘合剂的制备方法]
本发明的单组分型粘合剂可以用公知的方法搅拌并混合上述各原料来制备。搅拌和混合可以使用例如溶解器,均化器、均质分散器等各种混合器,捏合机,辊磨机,珠磨机,行星式混合机,通用搅拌机,自转/公转式搅拌装置、行星式搅拌装置等进行。另外,搅拌混合后,可以在真空下进行脱气。
如果对鳞片状无机填料施加强剪切力,则鳞片状态有时被破坏而无法显示出良好的丝网印刷性,因此,当混合该无机填料时,优选使用行星式混合机、通用搅拌机、自转/公转式搅拌装置或行星式搅拌装置。
同样地,如果对胶囊型固化促进剂施加强的剪切力,则胶囊可能破裂,并且在混合过程中可能发生固化反应,因此,在混合胶囊型固化促进剂时,优选使用行星式混合机、通用搅拌机、自转/公转式搅拌装置或行星式搅拌装置。
另一方面,当混合鳞状无机填料和胶囊型固化促进剂以外的成分时,为了通过施加强的剪切力而均匀地分散,优选使用辊磨机或珠磨机。
[单组分型粘合剂的用途]
本发明的单组分型粘合剂适合用作固体高分子形式的电解质燃料电池的粘合剂,特别适合用作燃料电池隔离物的粘合剂。作为上述燃料电池隔离物,优选碳隔离物。碳隔离物通过将包含碳材料和粘合剂树脂的组合物成型而得到,作为上述碳材料和粘合剂树脂没有特别限定,可以使用以往公知的碳隔离物。例如,作为上述碳材料,可以举出天然石墨,人造石墨的石墨粉,煤系沥青,石油系沥青,焦炭,活性炭,玻璃碳,乙炔黑和科琴黑等。另外,作为上述粘合剂树脂,可举出环氧树脂,酚醛树脂,聚酯树脂,丙烯酸系树脂,三聚氰胺树脂,聚酰胺树脂,聚酰亚胺树脂,聚酰胺酰亚胺树脂,聚醚酰亚胺树脂,苯氧基树脂,脲醛树脂,三聚氰胺树脂,有机硅树脂,乙烯基酯树脂,邻苯二甲酸二烯丙酯树脂,苯并噁嗪树脂等。
[燃料电池隔离物]
本发明的燃料电池隔离物通过使用上述单组分型粘合剂而制造,具体而言,通过使用上述单组分型粘合剂将多个隔离物粘合而制造。作为本发明的燃料电池隔离物的制造方法,例如,可举出如下方法:通过任意的方法将上述单组分型粘合剂涂布于隔离物的部分(例如外周部),将其他隔离物重叠,压接、加热,从而粘合。
作为压接时的压力,优选0.001~7MPa左右,更优选0.02~4MPa左右。作为加热温度,优选为130~220℃左右,更优选为150~200℃左右。另外,压接的加热时间优选0.5~60分钟左右,更优选为1~30分钟左右。
对本发明的单组分型粘合剂的涂布方法没有特别限定,可举出丝网印刷法,分配器,辊涂机,凹版印刷,喷涂等,从生产率的观点出发,优选丝网印刷法。本发明的单组分型粘合剂可以防止在丝网印刷时粘合剂残留在丝网板,并且可以进行高速印刷。此时,优选涂布使粘合剂层的厚度为50~500μm,更优选涂布使其为100~400μm。
使用本发明的单组分型粘合剂将隔离物彼此粘合的情形下,可以涂布于隔离物的冷却面的部分(例如,外周部),从而将隔离物的冷却面彼此粘合,也可以涂布于隔离物的反应面的一部分(例如,外周部),从而将隔离物的反应面彼此结合。涂布于隔离物的反应面以将隔离物彼此粘合的情形下,可以夹持MEA进行粘合以不接触涂布有粘合剂的部分。
[燃料电池隔离物-MEA一体物]
本发明的单组分型粘合剂也可以适合用于隔离物和MEA的粘合。例如,可以通过任意方法将上述单组分型粘合剂涂布于隔离物的部分(例如,外周部分),将MEA重合、压接、加热以进行粘合。此时,作为粘合剂的涂布方法和压接加热条件,可以与在粘合燃料电池隔离物彼此粘合的方法中描述的那些相同。以此方式,可以制造其中将燃料电池隔离物和MEA用本发明的粘合剂粘合而成的燃料电池隔离物-MEA一体物。
[燃料电池的单体电池]
本发明的燃料电池的单体电池通过使用上述单组分型粘合剂将燃料电池隔离物粘合于MEA的两侧而获得。作为其方法,例如,可举出如下方法:通过任意的方法在与MEA接触的隔离物的表面的外周部附近涂布上述单组分型粘合剂,使两个隔离物在其间介入MEA并重合,并压接、加热,从而粘合。此时,粘合剂的涂布方法和压接加热条件可以与燃料电池隔离物彼此粘合的方法中描述的条件相同。
实施例
以下将举出实施例和比较例更具体地说明本发明,但是本发明不限于以下实施例。再者,以下实例中使用的试剂为如下。
(A)环氧树脂
(A-1)YD-8125:双酚A型环氧树脂(新日铁住金化学(株)制)
(A-2)EPICLON(注册商标)EXA835LV:双酚A/F混合型环氧树脂(由DICCorporation制)
(A-3)YH434L:缩水甘油基胺型环氧树脂(新日铁住金化学(株)制)
(A-4)EPICLON N-740:酚醛清漆型环氧树脂(由DIC Corporation(株)制)
(B)固化剂
(B-1)jER Cure(注册商标)DICY7:双氰胺(三菱化学(株)制)
(B-2)二氨基二苯甲烷(东京化成工业(株)制)
(B-3)EPICLON B-570H:甲基四氢邻苯二甲酸酐(由DIC(株)制)
(C)固化促进剂
(C-1)Cureazole 2MZ-A:咪唑系固化促进剂(由四国化成工业(株)制)
(C-2)Novacure HX3722:胶囊型固化促进剂(旭化成(株)制)
(D)无机填料
(D-1)MK-100:云母(片仓CO-OP AGRI(株),平均粒径5μm,鳞片状,长径比30~50)
(D-2)i-Naflecs(注册商标):二氧化硅(日本板硝子(株)制,平均粒径10μm,鳞片状,长径比10)
(D-3)BF-10A:石墨(信越化学工业株式会社制,平均粒径10μm,鳞片状,长径比10)
(D-4)SA31:氧化铝粉末(日本轻金属(株)制,平均粒径5μm,块状)。
(D-5)FB940:二氧化硅(Denka Corporation制造,平均粒径:15μm,球状)
(E)聚碳二亚胺
(E-1)Carbodilite V-05;聚碳化二亚胺化合物(日清纺化学(株)制)
(F)偶联剂
(F-1)KBM403:含环氧基的硅烷偶联剂(信越化学工业(株)制)
(F-2)KBE903:含氨基的硅烷偶联剂(信越化学工业(株)制)
[1]燃料电池隔离物样品的制备
由100质量份人造石墨粉(平均粒径:以粒径分布d50计为100μm),20.5质量份邻甲酚酚醛清漆型环氧树脂(环氧当量:204g/eq,150℃的ICI粘度为0.65Pa·s),10.5质量份的酚醛清漆型酚醛树脂(羟基当量:103g/eq,150℃下的ICI粘度为0.22Pa·s)和0.3质量份的2-苯基咪唑组成的粘接剂成分、和0.2质量份作为内脱模剂的巴西棕榈蜡装入Henschel混合器内,并以800rpm混合3分钟以制备用于燃料电池隔离物的组合物。
将获得的组合物放入用于制造燃料电池隔离物的200mm×200mm的模具中,并在185℃的模具温度,30MPa的成型压力和30秒的成型时间的条件下进行压制成型,获得单面具有将作为气体流路沟槽的燃料电池隔离物预成型体。
对所获得的预成型体的两面(气体流路表面和其相反侧的表面)使用氧化铝磨料(平均粒径:以粒径分布d50计为6μm,),在0.22MPa喷射压力的条件下进行采用湿式喷砂的表面粗糙化处理以获得燃料电池隔离物样品。
[2]粘合剂的制备
[实施例1]
在将70质量份环氧树脂(A-1),30质量份环氧树脂(A-3),6质量份固化剂(B-1)和3质量份固化促进剂(C-1)大致混合后,通过三辊轧机。向所得混合物中,进一步添加10质量份固化促进剂(C-2),100质量份无机填料(D-1),3质量份聚碳二亚胺化合物(E-1)和1质量份硅烷偶联剂(F-1),使用行星式搅拌/脱气装置(仓敷纺绩(株)制Mazerustar KK-400W)混合3分钟,得到淡黄色糊状的粘合剂。
[实施例2~8,比较例1~6]
按照下表1所示的组成,与实施例1同样地制备粘合剂。
[3]粘合剂的评价
(1)丝网印刷性
使用丝网印刷机((株)Ceria Corporation制造的半自动丝网印刷机),使用80目(开口210μm)的丝网,在刮板载荷为30kg,刮板速度为50mm/秒下,将实施例1~8和比较例1~6中制备的粘合剂印刷于燃料电池隔离物样品(120mm×120mm),并且目视观察所用丝网的孔是否残留粘合剂。
丝网印刷性的判定标准为如下。
印刷后,丝网的孔中未残留粘合剂......G
印刷后,丝网的孔中残留有粘合剂......N
(2)快速固化性
将实施例1~8和比较例1~6中制备的粘合剂在干燥机中在180℃下加热1分钟后,从干燥器机取出并用差示扫描量热仪(由Seiko Instruments Inc.(株)制造的DSC6200),以10℃/分钟的升温速率观察有无放热峰。
快速固化性的判定标准为如下。
无放热峰......G
有放热峰......N
再者,放热峰表明粘合剂的固化反应,显示在180℃1分钟的条件下固化不足。
(3)洇渗性
将实施例1~8和比较例1~6中制备的粘合剂以与上述丝网印刷性中记载的方法相同的方法印刷于燃料电池隔离物样品(120mm×120mm)后,将其他隔离物重合于印刷面,在干燥器机中施加1MPa的载荷下在150℃下加热30分钟以制备粘合隔离物样品。从干燥机中取出后,目视观察粘合剂在印刷有粘合剂的部分的洇渗。
洇渗性的判定标准如下。
粘合剂未向粘合剂印刷部分以外洇渗......G
粘合剂向粘合剂印刷部分以外洇渗........N
(4)耐湿热性
将实施例1~8和比较例1~6中制备的粘合剂在干燥机中在150℃下加热30分钟而完全固化,从而获得4mm×18mm×2mm的粘合剂固化物。使用差示扫描量热仪(SeikoInstruments Inc.(株)制造的DSC6200)测定该粘合剂固化物的玻璃化转变温度(Tg)。在以1Hz的频率施加使样品变形10μm的拉伸载荷的同时以升温速率3℃/分钟的条件进行玻璃化转变温度(Tg)的测定,以提供得到的两种弹性模量(损耗弹性模量、储能弹性模量)的比tanδ(=损耗模量/储能模量)的最大值的温度作为玻璃化转变温度(Tg)。此外,在以下湿热条件下保存该粘合剂固化物。
条件1:在80℃的温水中浸渍2,000小时
条件2:在80℃的温水/乙二醇混合溶液(混合比1-1)中浸渍2000小时
耐湿热性的标准如下。
在条件1和条件2中,浸渍后的玻璃化转变温度(Tg)均为90℃以上......G
浸渍条件1和条件2中的至少一种的浸渍之后的玻璃化转变温度(Tg)为90℃以下.....N
(5)气体泄漏性试验(室温)
使0.1MPa的空气在通过与上述洇渗性相同的方法制得的粘合隔离物样品的粘合部分的内侧流动,确认空气有无泄漏。
气体泄漏性试验(室温)的判定标准为如下。
无漏气...G
有漏气...N
(6)气体泄漏性试验(热水浸渍后)
将以与上述洇渗性相同的方式制备的粘合隔离物样品浸渍90℃的温水中2000小时后,使0.1MPa的空气在粘合隔离物样品的粘合部分的内侧流动,确认空气有无泄漏。
气体泄漏性试验(热水浸渍后)的判定标准为如下。
无漏气...G
有漏气...N
这些评价结果一起示于表1。
[表1]
由表1中所示的结果可知,根据本发明,可以提供生产率(丝网印刷性,快速固化性)和耐湿热性优异、并且可靠性高的单组分型粘合剂、尤其适合于燃料电池隔离物的粘合用途的单组分型粘合剂。
Claims (21)
1.单组分型粘合剂,其包含(A)环氧树脂、(B)固化剂、(C)固化促进剂、(D)无机填料和(E)聚碳二亚胺化合物,
(B)固化剂包含至少一种胺系固化剂,(C)固化促进剂包含至少一种胶囊型固化促进剂,(D)无机填料包含至少一种鳞片状无机填料,并且,相对于100质量份的(A)环氧树脂,(D)无机填料的含量为10~200质量份,在(D)无机填料中包含5~100质量%的所述鳞片状无机填料。
2.根据权利要求1所述的单组分型粘合剂,其中,(A)环氧树脂在10℃下为液体。
3.根据权利要求1或2所述的单组分型粘合剂,其中,(D)无机填料是选自滑石、二氧化硅、云母和石墨中的至少一种。
4.根据权利要求1或2所述的单组分型粘合剂,其中,所述胺系固化剂是双氰胺或二氨基二苯基甲烷。
5.根据权利要求1或2所述的单组分型粘合剂,其中,所述胶囊型固化促进剂是胶囊型咪唑。
6.根据权利要求1或2的单组分型粘合剂,其中,(C)固化促进剂包含胶囊型固化促进剂和咪唑化合物。
7.根据权利要求1或2所述的单组分型粘合剂,其还包含(F)偶联剂。
8.根据权利要求7所述的单组分型粘合剂,其中,(F)偶联剂是硅烷偶联剂。
9.用于燃料电池隔离物的粘合剂,其包含根据权利要求1~8的任一项所述的单组分型粘合剂。
10.燃料电池隔离物,其为使用根据权利要求9所述的用于燃料电池隔离物的粘合剂将多个燃料电池隔离物粘合而成的燃料电池隔离物。
11.燃料电池隔离物-膜电极接合体一体物,其通过使用根据权利要求9所述的用于燃料电池隔离物的粘合剂将燃料电池隔离物和膜电极接合体粘合而成。
12.燃料电池的单体电池,其通过使用根据权利要求9所述的用于燃料电池隔离物的粘合剂将燃料电池隔离物粘合到膜电极接合体的两侧而成。
13.燃料电池的单体电池,其为使用根据权利要求9所述的用于燃料电池隔离物的粘合剂而得到的燃料电池的单体电池。
14.燃料电池,其具备根据权利要求10所述的燃料电池隔离物。
15.燃料电池,其具备根据权利要求11所述的燃料电池隔离物-膜电极接合体一体物。
16.燃料电池,其具备根据权利要求12或13所述的燃料电池的单体电池。
17.燃料电池隔离物的制造方法,包括:将根据权利要求9所述的用于燃料电池隔离物的粘合剂涂布于燃料电池隔离物的部分;以及将另外的燃料电池隔离物粘合于所述燃料电池隔离物。
18.根据权利要求17所述的燃料电池隔离物的制造方法,其中所述粘合剂的涂布方法为丝网印刷方法。
19.燃料电池隔离物-膜电极接合体一体物的制造方法,包括:用根据权利要求9所述的用于燃料电池隔离物的粘合剂涂布于燃料电池隔离物的部分的工序,和将膜电极接合体粘合的工序。
20.根据权利要求19所述的燃料电池隔离物-膜电极接合体一体物的制造方法,其中,所述粘合剂的涂布方法为丝网印刷法。
21.燃料电池的单体电池的制造方法,包括使用根据权利要求9所述的用于燃料电池隔离物的粘合剂将燃料电池隔离物和膜电极接合体粘合的工序。
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