JPH0730331B2 - Flame retardant composition - Google Patents
Flame retardant compositionInfo
- Publication number
- JPH0730331B2 JPH0730331B2 JP6760387A JP6760387A JPH0730331B2 JP H0730331 B2 JPH0730331 B2 JP H0730331B2 JP 6760387 A JP6760387 A JP 6760387A JP 6760387 A JP6760387 A JP 6760387A JP H0730331 B2 JPH0730331 B2 JP H0730331B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- guanidine
- sulfamate
- composition
- flame retardant
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 40
- 239000003063 flame retardant Substances 0.000 title claims description 19
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims description 18
- -1 guanidine salt compound Chemical class 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 2
- LNEUSAPFBRDCPM-UHFFFAOYSA-N carbamimidoylazanium;sulfamate Chemical compound NC(N)=N.NS(O)(=O)=O LNEUSAPFBRDCPM-UHFFFAOYSA-N 0.000 description 23
- 239000000123 paper Substances 0.000 description 13
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 12
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 description 10
- 150000002357 guanidines Chemical class 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- CEDDGDWODCGBFQ-UHFFFAOYSA-N carbamimidoylazanium;hydron;phosphate Chemical compound NC(N)=N.OP(O)(O)=O CEDDGDWODCGBFQ-UHFFFAOYSA-N 0.000 description 9
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- LWFBRHSTNWMMGN-UHFFFAOYSA-N 4-phenylpyrrolidin-1-ium-2-carboxylic acid;chloride Chemical compound Cl.C1NC(C(=O)O)CC1C1=CC=CC=C1 LWFBRHSTNWMMGN-UHFFFAOYSA-N 0.000 description 4
- ZZTURJAZCMUWEP-UHFFFAOYSA-N diaminomethylideneazanium;hydrogen sulfate Chemical compound NC(N)=N.OS(O)(=O)=O ZZTURJAZCMUWEP-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- HRWPCRFDLRCTEK-UHFFFAOYSA-N 2-(hydroxymethyl)guanidine;sulfamic acid Chemical compound NS(O)(=O)=O.NC(N)=NCO HRWPCRFDLRCTEK-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- 229920000388 Polyphosphate Polymers 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000001205 polyphosphate Substances 0.000 description 2
- 235000011176 polyphosphates Nutrition 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 235000011118 potassium hydroxide Nutrition 0.000 description 2
- 238000004513 sizing Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- MMHVKBFOWOQNKY-UHFFFAOYSA-N 2-aminoguanidine;phosphoric acid Chemical compound NN=C(N)N.OP(O)(O)=O MMHVKBFOWOQNKY-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- SQSPRWMERUQXNE-UHFFFAOYSA-N Guanylurea Chemical compound NC(=N)NC(N)=O SQSPRWMERUQXNE-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- KZGLRFIQMPDBDV-UHFFFAOYSA-N boric acid;guanidine Chemical compound NC(N)=N.OB(O)O KZGLRFIQMPDBDV-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 102200150779 rs200154873 Human genes 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/07—Nitrogen-containing compounds
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Paper (AREA)
- Fireproofing Substances (AREA)
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は防燃剤組成物に関する。TECHNICAL FIELD The present invention relates to a flame retardant composition.
従来、防燃剤としてメチロール化スルフアミン酸グアニ
ジン、スルフアミン酸グアニジンなどがある。（例え
ば、特開昭60−199094号公報）。Conventionally, there are methylol guanidine sulfamate, guanidine sulfamate and the like as flame retardants. (For example, JP-A-60-199094).
しかしこれらのものは品質的に充分でなく、たとえば紙
に塗布して加熱した場合、紙の着色が起りやすく、また
加熱後の引裂強度の低下が大きいという問題点があつ
た。However, these materials are not sufficient in quality and, for example, when they are applied to paper and heated, the paper tends to be colored, and the tear strength after heating is greatly reduced.
本発明者らは、上記問題点のない高性能の防燃剤組成物
を得るべく検討した結果、本発明に到達した。The present inventors have arrived at the present invention as a result of investigations to obtain a high-performance flame retardant composition that does not have the above problems.
すなわち、本発明はグアニジン塩系化合物のアルキレン
オキシド付加物（Ａ）を有効成分として含有することを
特徴とする防燃剤組成物（以下本発明の組成物という）
である。That is, the present invention is a flame retardant composition comprising the alkylene oxide adduct (A) of a guanidine salt compound as an active ingredient (hereinafter referred to as the composition of the present invention).
Is.
本発明に使用されるグアニジン塩系化合物のアルキレン
オキシド付加物（Ａ）を構成するグアニジン塩系化合物
としては、公知のものがあげられるたとえばグアニジン
塩（スルフアミン酸グアニジン、リン酸グアニジン、硫
酸グアニジン、次悪リン酸グアニジン、ポリリン酸グア
ニジン、ホウ酸グアニジンなど）、シアノ置換グアニジ
ン塩（リン酸グアニル尿素、ポリリン酸グアニル尿素な
ど）、アミノ置換もしくはアミノ基含有置換グアニジン
塩（リン酸アミノグアニジンなど）およびこれらの二種
以上の混合物があげられる。Examples of the guanidine salt-based compound constituting the alkylene oxide adduct (A) of the guanidine salt-based compound used in the present invention include known ones such as guanidine salt (guanidine sulfamate, guanidine phosphate, guanidine sulfate, Bad guanidine phosphate, guanidine polyphosphate, guanidine borate, etc.), cyano-substituted guanidine salts (guanylurea phosphate, guanylurea polyphosphate, etc.), amino-substituted or amino-group-containing substituted guanidine salts (aminoguanidine phosphate, etc.) and these A mixture of two or more of
好ましいものはグアニジン塩およびシアノ置換グアニジ
ン塩であり、特に好ましいものはスルフアミン酸グアニ
ジン、リン酸グアニジン、硫酸グアニジンおよびリン酸
グアニル尿素である。Preferred are guanidine salts and cyano-substituted guanidine salts, particularly preferred are guanidine sulfamate, guanidine phosphate, guanidine sulfate and guanylurea phosphate.
本発明に使用されるアルキレンオキシド（以下AOと略
記）としては公知のものがあげられる。たとえばエチレ
ンオキシド（以下EOと略記）、プロピレンオキシド（以
下POと略記）、1.2−ブチレンオキシドなどの炭素数２
〜４のAOおよびこれらのフェニルもしくはハロ置換体た
とえばスチレンオキシド、エピクロルヒドリンなどの一
種またはそれ以上のものが使用できる。The alkylene oxide (hereinafter abbreviated as AO) used in the present invention may be a known one. For example, ethylene oxide (hereinafter abbreviated as EO), propylene oxide (hereinafter abbreviated as PO), 1.2-butylene oxide, etc., having 2 carbon atoms.
~ 4 AO and one or more of these phenyl or halo substituents such as styrene oxide, epichlorohydrin and the like can be used.
好ましくはEOおよびPOである。Preferred are EO and PO.
二種以上のAOを使用する場合、付加結合はブロツクでも
ランダムでもこれらの混合組成でもよい。When two or more types of AO are used, the addition bond may be block, random or a mixed composition thereof.
AOの付加モル数は通常１〜10、好ましくは１〜５であ
る。付加モル数が10を越えると難燃性自体が低下する場
合がある。The number of moles of AO added is usually 1 to 10, preferably 1 to 5. If the number of added moles exceeds 10, the flame retardancy itself may decrease.
グアニジン塩系化合物のAO付加物（Ａ）の例としては、
スルフアミン酸グアニジンEO（１）、スルフアミン酸グ
アニジンEO（２）、スルフアミン酸グアニジンPO
（１）、スルフアミン酸グアニジンEO/PO（２）、スル
フアミン酸グアニジンEO・PO（1.5）などのスルフアミ
ン酸グアニジンのAO付加物、リン酸グアニジンEO
（１）、リン酸グアニジンEO（２）、リン酸グアニジン
EO（３）、などのリン酸グアニジンのAO付加物、硫酸グ
アニジンEO（１）などの硫酸グアニジンのAO付加物、お
よびリン酸グアニル尿素EO（１）などのリン酸グアニル
尿素のAO付加物があげられる。Examples of the AO adduct (A) of guanidine salt-based compound include:
Guanidine sulfamate EO (1), guanidine sulfamate EO (2), guanidine sulfamate PO
(1), guanidine sulfamate EO / PO (2), guanidine sulfamate EO / PO (1.5) and other AO adducts of guanidine sulfamate, guanidine phosphate EO
(1), guanidine phosphate EO (2), guanidine phosphate
AO adducts of guanidine phosphate such as EO (3), AO adducts of guanidine sulfate such as guanidine sulfate EO (1), and AO adducts of guanylurea phosphate such as guanylurea phosphate EO (1) can give.
上記において、EO/POはEOとPOのランダム付加物を、EO.
POはEO、POの順序にブロツク付加したものを、AO（ｎ）
はAOのｎモル付加物を示す。以下同様の記載を用いる。In the above, EO / PO is the random addition of EO and PO, EO.
PO is the block of EO and PO added to AO (n)
Indicates an nmole adduct of AO. The same description is used below.
本発明の組成物において（Ａ）の含有量は組成物中重量
で通常10％以上、好ましくは20％以上である。10％未満
では充分な性能が得られないことがある。In the composition of the present invention, the content of (A) is usually 10% or more, preferably 20% or more by weight in the composition. If it is less than 10%, sufficient performance may not be obtained.
グアニジン塩系化合物のAO付加物（Ａ）は公知の方法で
製造できる。グアニジン塩系化合物にAOを無触媒または
塩基触媒（苛性カリ、トリメチルアミンなど）または酸
触媒（三フツ化ホウ素など）にて付加する方法がある。
たとえばスルフアミン酸グアニジンに苛性カリ触媒の存
在下で加圧下110〜170℃で付加することにより製造でき
る。また製造時、先に述べた他の公知の成分を必要によ
り共存させておくこともできる。The AO adduct (A) of a guanidine salt compound can be produced by a known method. There is a method of adding AO to a guanidine salt-based compound without a catalyst or with a base catalyst (caustic potash, trimethylamine, etc.) or an acid catalyst (boron trifluoride, etc.).
For example, it can be produced by adding guanidine sulfamate in the presence of a caustic potash catalyst under pressure at 110 to 170 ° C. Further, at the time of production, the other known components described above may be allowed to coexist if necessary.
本発明の組成物はグアニジン塩系化合物のAO付加物
（Ａ）の他に必要に応じて他の公知の成分を含有させる
こともできる。それらの例としてはアルキレンオキシド
が付加していない公知のグアニジン塩系化合物（Ｂ）
〔たとえばメチロール化スルフアミン酸グアニジンなど
のヒドロキシルアルキル置換グアニジン塩および先に
（Ａ）を構成するものとして記載したグアニジン塩系化
合物など〕、スルフアミン酸アンモニウム、硫酸アンモ
ニウムなどの強酸のアンモニウム塩（Ｃ）、ジシアンジ
アミド、メチロール化ジシアンジアミドなどのジシアン
ジアミド化合物（Ｄ）などがあげられる。In addition to the AO adduct (A) of the guanidine salt-based compound, the composition of the present invention may contain other known components, if necessary. As examples thereof, known guanidine salt compounds (B) to which alkylene oxide is not added
[For example, a hydroxylalkyl-substituted guanidine salt such as methylol guanidine sulfamate and a guanidine salt-based compound described above as constituting (A)], ammonium sulfamate, ammonium salt of a strong acid such as ammonium sulfate (C), dicyandiamide And dicyandiamide compound (D) such as methylolated dicyandiamide.
本発明の組成物においてこれらの含有量は防燃剤として
の性能を満足する範囲で特に限定なく選択できるが通常
（Ｂ）成分は組成物の重量に基づいて通常90％以下であ
り、好ましくは80％以下である。紙の防燃剤として使用
する場合には通常10〜70％である。（Ｃ）および（Ｄ）
成分は各々通常０〜20％であり、この場合にバランスの
とれた性能を奏する。The content of these components in the composition of the present invention can be selected without particular limitation as long as the performance as a flame retardant is satisfied, but the component (B) is usually 90% or less based on the weight of the composition, and preferably 80%. % Or less. When used as a flame retardant for paper, it is usually 10 to 70%. (C) and (D)
Each component is usually 0 to 20%, and in this case, balanced performance is achieved.
本発明の組成物は水溶液として水に溶解して使用するの
が好ましい。溶解する場合はその濃度を使用目的によつ
て種々に変えることができる。組成物の固形分当り通常
0.1〜60％、好ましくは１〜40％である。The composition of the present invention is preferably used as an aqueous solution by dissolving it in water. When it is dissolved, its concentration can be variously changed depending on the purpose of use. Usually per solid content of the composition
It is 0.1 to 60%, preferably 1 to 40%.
本発明の組成物の使用対象基材としては、セルロース系
材料、紙例えば障子紙、ふすま紙、壁紙、板紙、合成紙
などがあげられる。また、布等の繊維材料さらに木材、
合板、合成木材等の建築材料にも使用できる。Substrates to be used with the composition of the present invention include cellulosic materials, paper such as shoji paper, bran paper, wallpaper, paperboard, and synthetic paper. In addition, textile materials such as cloth and wood,
It can also be used for building materials such as plywood and synthetic wood.
本発明の組成物の基材に対する付着量は、固形分で通常
２〜40％、好ましくは３〜35％である。The amount of the composition of the present invention adhered to the substrate is usually 2 to 40%, preferably 3 to 35% in terms of solid content.
本発明の組成物を基材に適用する方法は、従来行なわれ
ている方法でよく、例えば紙を本発明の組成物またはこ
れの水希釈溶液に浸漬後乾燥する方法、スプレーにて吹
き付ける方法、サイズプレスにて吹き付ける方法、ハケ
にて塗布する方法などである。The method of applying the composition of the present invention to a substrate may be a conventionally used method, for example, a method of immersing paper in the composition of the present invention or a water-diluted solution thereof and then drying, a method of spraying, The method includes spraying with a size press and applying with a brush.
また、本発明の組成物は、サイズ剤、デンプン等の表面
処理剤、その他の紙処理剤と併用することも可能であ
る。Further, the composition of the present invention can be used in combination with a sizing agent, a surface treating agent such as starch, and other paper treating agents.
以下実施例により本発明をさらに説明するが、本発明は
これに限定されるものではない。実施例中の部は重量部
を示す。The present invention will be further described below with reference to examples, but the present invention is not limited thereto. Parts in the examples indicate parts by weight.
実施例１ スルフアミン酸グアニジン−EO（１）120部、リン酸グ
アニジン−EO（１）30部、スルフアミン酸グアニジン33
0部、スルフアミン酸アンモニウム15部、ジシアンジア
ミド５部および水500部を混合し、50〜70℃で60分間撹
拌して透明均一な溶液の防燃剤組成物を得た。Example 1 120 parts of guanidine sulfamate-EO (1), 30 parts of guanidine phosphate-EO (1), 33 parts of guanidine sulfamate
0 parts, 15 parts of ammonium sulfamate, 5 parts of dicyandiamide and 500 parts of water were mixed and stirred at 50 to 70 ° C. for 60 minutes to obtain a transparent and uniform solution of the flame retardant composition.
実施例２ スルフアミン酸グアニジン−EO（1.2）190部、スルフア
ミン酸グアニジン245部、スルフアミン酸アンモニウム4
5部、ジシアンジアミド20部および水500部を混合し、50
〜70℃で60分間撹拌して透明均一な溶液の防燃剤組成物
を得た。Example 2 Guanidine sulfamate-EO (1.2) 190 parts, guanidine sulfamate 245 parts, ammonium sulfamate 4
Mix 5 parts, 20 parts of dicyandiamide and 500 parts of water,
The mixture was stirred at ˜70 ° C. for 60 minutes to obtain a transparent uniform solution of the flame retardant composition.
実施例３ スルフアミン酸グアニジン−EO（1.3）115部、スルフア
ミン酸グアニジン295部、スルフアミン酸アンモニウム6
0部、ジシアンジアミド30部、および水500部を混合し、
50〜70℃で60分間撹拌して透明均一な溶液の防燃剤組成
物を得た。Example 3 Guanidine sulfamate-EO (1.3) 115 parts, guanidine sulfamate 295 parts, ammonium sulfamate 6
Mix 0 parts, 30 parts of dicyandiamide, and 500 parts of water,
The mixture was stirred at 50 to 70 ° C for 60 minutes to obtain a transparent uniform solution of the flame retardant composition.
実施例４ ジシアンジアミド31.2部およびスルフアミン酸アンモン
80.4部を混合し、130〜170℃で３時間反応させた後、EO
32部を加圧下で加え110〜150℃で２時間反応させEOを付
加したさらにリン酸グアニジン−EO（１）30部、スルフ
アミン酸グアニジン311.4部、スルフアミン酸アンモニ
ウム10部、ジシアンジアミド５部、水500部を加え60〜8
0℃で１時間撹拌し透明な液状の防燃剤組成物を得た。Example 4 31.2 parts of dicyandiamide and ammon sulfamate
After mixing 80.4 parts and reacting at 130-170 ° C for 3 hours, EO
32 parts of the mixture was added under pressure and reacted at 110 to 150 ° C. for 2 hours to add EO. Further, 30 parts of guanidine phosphate-EO (1), 311.4 parts of guanidine sulfamate, 10 parts of ammonium sulfamate, 5 parts of dicyandiamide, and 500 parts of water. 60 to 8
The mixture was stirred at 0 ° C. for 1 hour to obtain a transparent liquid flame retardant composition.
実施例５ スルフアミン酸グアニジン96.5部、リン酸グアニジン28
部、および水130部を混合し、90〜120℃に加温し、EO6
0.5部を加え３時間反応させEOを付加した反応物にさら
にスルフアミン酸グアニジン285部、スルフアミン酸ア
ンモン20部、メチロール化ジシアンジアミド10部および
水370部を加えて均一に溶解し防燃剤組成物を得た。Example 5 96.5 parts of guanidine sulfamate, 28 guanidine phosphate
Part, and 130 parts of water are mixed, heated to 90 to 120 ° C, and EO6
To the reaction product obtained by adding 0.5 part and reacting for 3 hours with EO, 285 parts of guanidine sulfamate, 20 parts of ammonium sulfamate, 10 parts of methylolated dicyandiamide and 370 parts of water were added and uniformly dissolved to obtain a flame retardant composition. It was
比較例１ メチロール化スルフアミン酸グアニジン100部、スルフ
アミン酸グアニジン315部、スルフアミン酸アンモニウ
ム75部、ジシアンジアミド10部、および水500部を混合
し、50〜70℃で60分間撹拌して微黄色透明な防燃剤組成
物を得た。Comparative Example 1 100 parts of methylolated guanidine sulfamate, 315 parts of sulphamic acid guanidine, 75 parts of ammonium sulfamate, 10 parts of dicyandiamide, and 500 parts of water were mixed and stirred at 50 to 70 ° C. for 60 minutes to give a pale yellow transparent coating. A flame retardant composition was obtained.
比較例２ スルフアミン酸グアニジン260部、リン酸グアニジン15
部、スルフアミン酸アンモニウム125部、ジシアンジア
ミド100部および水500部を混合し透明均一な防燃剤組成
物を得た。Comparative Example 2 Guanidine sulfamate 260 parts, Guanidine phosphate 15
Parts, ammonium sulfamate 125 parts, dicyandiamide 100 parts and water 500 parts were mixed to obtain a transparent and uniform flame retardant composition.
比較例３ メチロール化スルフアミン酸グアニジン35部、スルフア
ミン酸グアニジン325部、スルフアミン酸アンモニウム9
0部、ジシアンジアミド50部および水500部を混合し、透
明均一な防燃剤組成物を得た。Comparative Example 3 35 parts of methylol guanidine sulfamate, 325 parts of guanidine sulfamate, ammonium sulfamate 9
0 parts, dicyandiamide 50 parts and water 500 parts were mixed to obtain a transparent and uniform flame retardant composition.
比較例４ メチロール化スルフアミン酸グアニジン155部、スルフ
アミン酸グアニジン195部、スルフアミン酸アンモニウ
ム85部、メチロール化ジシアンジアミド65部および水50
0部を混合し、透明均一な防燃剤組成物を得た。Comparative Example 4 Methylolated guanidine sulfamate 155 parts, Sulfamic acid guanidine 195 parts, Ammonium sulfamate 85 parts, Methylolated dicyandiamide 65 parts and water 50
0 parts were mixed to obtain a transparent and uniform flame retardant composition.
実施例６ ポリビニルアルコールの２％水溶液に実施例１〜５およ
び比較例１〜４の防燃剤組成物を用いて固形分で20％の
濃度の処理液を作成しサイズプレス法により紙に処理し
て100〜105℃に調温したオートドライヤーで乾燥後以下
の方法で性能を評価した。その結果を表−１に示す。Example 6 A treatment liquid having a solid content of 20% was prepared by using the flame retardant compositions of Examples 1 to 5 and Comparative Examples 1 to 4 in a 2% aqueous solution of polyvinyl alcohol, and processed into paper by a size press method. The performance was evaluated by the following method after drying with an auto dryer adjusted to 100 to 105 ° C. The results are shown in Table-1.
着色防止性:200℃×10分間オーブン中で加熱し、着色の
程度を比較した。Anti-coloring property: The degree of coloring was compared by heating in an oven at 200 ° C for 10 minutes.
引裂強度：試料を200℃×10分間オーブン中で加熱処理
後ただちにJIS−Ｐ−8116「紙の引裂強サ試験方法」に
準じて測定した。Tear strength: The sample was heat treated in an oven at 200 ° C for 10 minutes, and immediately thereafter, measured in accordance with JIS-P-8116 "Paper tear strength test method".
難燃性:JIS−Ｚ−2150「薄い材料の防炎性試験」（45゜
メツケルバーナー法）に従つて炭化長を測定した。Flame retardance: Carbonization length was measured according to JIS-Z-2150 "flameproofing test for thin materials" (45 ° Meckel burner method).
〔発明の効果〕 本発明の組成物は、従来のもの（たとえばメチロール化
スルフアミン酸グアニジン含有のもの）よりとくに紙に
塗布して加熱した場合の着色防止性、引裂強度、がさら
に向上したものである。 [Effects of the Invention] The composition of the present invention has further improved anti-coloring property and tear strength, especially when applied to paper and heated, as compared with the conventional composition (for example, one containing methylolated guanidine sulfamate). is there.
また、紙に適用する場合、剛度（こわさ）のソフトなも
のが要望されている。従来の防燃剤では十分ではなかつ
たが、本発明の組成物はこの点でも優れている。In addition, when applied to paper, it is required to have softness (stiffness). Although the conventional flame retardant was not sufficient, the composition of the present invention is also excellent in this respect.
さらに、水溶液として使用する場合、溶解が容易であり
また他の処理剤、例えばサイズ剤、バインダー（デンプ
ン、ポリビニルアルコール）などと相溶性が良く溶解が
速く作業性がよい。Further, when it is used as an aqueous solution, it is easily dissolved and has good compatibility with other treating agents such as a sizing agent and a binder (starch, polyvinyl alcohol) and the like, the dissolution is fast and the workability is good.
上記効果を有することから本発明の組成物は、紙、布、
木材、建築材料の各種製品へ多くの用途に有効である。Since the composition of the present invention has the above effects, it can be used for paper, cloth,
It is effective in many applications for various products such as wood and building materials.
フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｄ２１Ｈ 19/44 21/34 // Ｄ０６Ｍ 101:06 Ｄ０６Ｍ 13/38 Front page continuation (51) Int.Cl. 6 Identification code Office reference number FI technical display location D21H 19/44 21/34 // D06M 101: 06 D06M 13/38
Claims (1)
ド付加物（Ａ）を有効成分として含有することを特徴と
する防燃剤組成物。1. A flame retardant composition comprising an alkylene oxide adduct (A) of a guanidine salt compound as an active ingredient.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6760387A JPH0730331B2 (en) | 1987-03-20 | 1987-03-20 | Flame retardant composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6760387A JPH0730331B2 (en) | 1987-03-20 | 1987-03-20 | Flame retardant composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63234087A JPS63234087A (en) | 1988-09-29 |
| JPH0730331B2 true JPH0730331B2 (en) | 1995-04-05 |
Family
ID=13349664
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6760387A Expired - Lifetime JPH0730331B2 (en) | 1987-03-20 | 1987-03-20 | Flame retardant composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0730331B2 (en) |
-
1987
- 1987-03-20 JP JP6760387A patent/JPH0730331B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63234087A (en) | 1988-09-29 |
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